diff --git a/app/Contracts/Repository/ScheduleRepositoryInterface.php b/app/Contracts/Repository/ScheduleRepositoryInterface.php
index 4f340601c..32650bdcf 100644
--- a/app/Contracts/Repository/ScheduleRepositoryInterface.php
+++ b/app/Contracts/Repository/ScheduleRepositoryInterface.php
@@ -15,16 +15,6 @@ interface ScheduleRepositoryInterface extends RepositoryInterface
      */
     public function findServerSchedules(int $server): Collection;
 
-    /**
-     * Load the tasks relationship onto the Schedule module if they are not
-     * already present.
-     *
-     * @param \Pterodactyl\Models\Schedule $schedule
-     * @param bool $refresh
-     * @return \Pterodactyl\Models\Schedule
-     */
-    public function loadTasks(Schedule $schedule, bool $refresh = false): Schedule;
-
     /**
      * Return a schedule model with all of the associated tasks as a relationship.
      *
diff --git a/app/Http/Controllers/Api/Client/Servers/ScheduleController.php b/app/Http/Controllers/Api/Client/Servers/ScheduleController.php
index d35b597ed..a9310abd6 100644
--- a/app/Http/Controllers/Api/Client/Servers/ScheduleController.php
+++ b/app/Http/Controllers/Api/Client/Servers/ScheduleController.php
@@ -10,15 +10,19 @@ use Pterodactyl\Models\Server;
 use Pterodactyl\Models\Schedule;
 use Illuminate\Http\JsonResponse;
 use Pterodactyl\Helpers\Utilities;
+use Pterodactyl\Jobs\Schedule\RunTaskJob;
 use Pterodactyl\Exceptions\DisplayException;
 use Pterodactyl\Repositories\Eloquent\ScheduleRepository;
+use Pterodactyl\Services\Schedules\ProcessScheduleService;
 use Pterodactyl\Transformers\Api\Client\ScheduleTransformer;
 use Pterodactyl\Http\Controllers\Api\Client\ClientApiController;
 use Symfony\Component\HttpKernel\Exception\NotFoundHttpException;
+use Symfony\Component\HttpKernel\Exception\BadRequestHttpException;
 use Pterodactyl\Http\Requests\Api\Client\Servers\Schedules\ViewScheduleRequest;
 use Pterodactyl\Http\Requests\Api\Client\Servers\Schedules\StoreScheduleRequest;
 use Pterodactyl\Http\Requests\Api\Client\Servers\Schedules\DeleteScheduleRequest;
 use Pterodactyl\Http\Requests\Api\Client\Servers\Schedules\UpdateScheduleRequest;
+use Pterodactyl\Http\Requests\Api\Client\Servers\Schedules\TriggerScheduleRequest;
 
 class ScheduleController extends ClientApiController
 {
@@ -27,16 +31,23 @@ class ScheduleController extends ClientApiController
      */
     private $repository;
 
+    /**
+     * @var \Pterodactyl\Services\Schedules\ProcessScheduleService
+     */
+    private $service;
+
     /**
      * ScheduleController constructor.
      *
      * @param \Pterodactyl\Repositories\Eloquent\ScheduleRepository $repository
+     * @param \Pterodactyl\Services\Schedules\ProcessScheduleService $service
      */
-    public function __construct(ScheduleRepository $repository)
+    public function __construct(ScheduleRepository $repository, ProcessScheduleService $service)
     {
         parent::__construct();
 
         $this->repository = $repository;
+        $this->service = $service;
     }
 
     /**
@@ -147,6 +158,30 @@ class ScheduleController extends ClientApiController
             ->toArray();
     }
 
+    /**
+     * Executes a given schedule immediately rather than waiting on it's normally scheduled time
+     * to pass. This does not care about the schedule state.
+     *
+     * @param \Pterodactyl\Http\Requests\Api\Client\Servers\Schedules\TriggerScheduleRequest $request
+     * @param \Pterodactyl\Models\Server $server
+     * @param \Pterodactyl\Models\Schedule $schedule
+     * @return \Illuminate\Http\JsonResponse
+     *
+     * @throws \Throwable
+     */
+    public function execute(TriggerScheduleRequest $request, Server $server, Schedule $schedule)
+    {
+        if (!$schedule->is_active) {
+            throw new BadRequestHttpException(
+                'Cannot trigger schedule exection for a schedule that is not currently active.'
+            );
+        }
+
+        $this->service->handle($schedule, true);
+
+        return new JsonResponse([], JsonResponse::HTTP_ACCEPTED);
+    }
+
     /**
      * Deletes a schedule and it's associated tasks.
      *
diff --git a/app/Http/Requests/Api/Client/Servers/Schedules/TriggerScheduleRequest.php b/app/Http/Requests/Api/Client/Servers/Schedules/TriggerScheduleRequest.php
new file mode 100644
index 000000000..d89f5ed30
--- /dev/null
+++ b/app/Http/Requests/Api/Client/Servers/Schedules/TriggerScheduleRequest.php
@@ -0,0 +1,25 @@
+<?php
+
+namespace Pterodactyl\Http\Requests\Api\Client\Servers\Schedules;
+
+use Pterodactyl\Models\Permission;
+use Pterodactyl\Http\Requests\Api\Client\ClientApiRequest;
+
+class TriggerScheduleRequest extends ClientApiRequest
+{
+    /**
+     * @return string
+     */
+    public function permission(): string
+    {
+        return Permission::ACTION_SCHEDULE_UPDATE;
+    }
+
+    /**
+     * @return array
+     */
+    public function rules(): array
+    {
+        return [];
+    }
+}
diff --git a/app/Jobs/Schedule/RunTaskJob.php b/app/Jobs/Schedule/RunTaskJob.php
index bab1d61db..fe44058a0 100644
--- a/app/Jobs/Schedule/RunTaskJob.php
+++ b/app/Jobs/Schedule/RunTaskJob.php
@@ -42,15 +42,13 @@ class RunTaskJob extends Job implements ShouldQueue
      * @param \Pterodactyl\Repositories\Wings\DaemonCommandRepository $commandRepository
      * @param \Pterodactyl\Services\Backups\InitiateBackupService $backupService
      * @param \Pterodactyl\Repositories\Wings\DaemonPowerRepository $powerRepository
-     * @param \Pterodactyl\Repositories\Eloquent\TaskRepository $taskRepository
      *
      * @throws \Throwable
      */
     public function handle(
         DaemonCommandRepository $commandRepository,
         InitiateBackupService $backupService,
-        DaemonPowerRepository $powerRepository,
-        TaskRepository $taskRepository
+        DaemonPowerRepository $powerRepository
     ) {
         // Do not process a task that is not set to active.
         if (! $this->task->schedule->is_active) {
diff --git a/app/Models/Schedule.php b/app/Models/Schedule.php
index d737edd2c..de0475639 100644
--- a/app/Models/Schedule.php
+++ b/app/Models/Schedule.php
@@ -2,6 +2,8 @@
 
 namespace Pterodactyl\Models;
 
+use Cron\CronExpression;
+use Carbon\CarbonImmutable;
 use Illuminate\Container\Container;
 use Pterodactyl\Contracts\Extensions\HashidsInterface;
 
@@ -114,6 +116,20 @@ class Schedule extends Model
         'next_run_at' => 'nullable|date',
     ];
 
+    /**
+     * Returns the schedule's execution crontab entry as a string.
+     *
+     * @return \Carbon\CarbonImmutable
+     */
+    public function getNextRunDate()
+    {
+        $formatted = sprintf('%s %s %s * %s', $this->cron_minute, $this->cron_hour, $this->cron_day_of_month, $this->cron_day_of_week);
+
+        return CarbonImmutable::createFromTimestamp(
+            CronExpression::factory($formatted)->getNextRunDate()->getTimestamp()
+        );
+    }
+
     /**
      * Return a hashid encoded string to represent the ID of the schedule.
      *
diff --git a/app/Repositories/Eloquent/ScheduleRepository.php b/app/Repositories/Eloquent/ScheduleRepository.php
index 389d06720..030939da7 100644
--- a/app/Repositories/Eloquent/ScheduleRepository.php
+++ b/app/Repositories/Eloquent/ScheduleRepository.php
@@ -31,23 +31,6 @@ class ScheduleRepository extends EloquentRepository implements ScheduleRepositor
         return $this->getBuilder()->withCount('tasks')->where('server_id', '=', $server)->get($this->getColumns());
     }
 
-    /**
-     * Load the tasks relationship onto the Schedule module if they are not
-     * already present.
-     *
-     * @param \Pterodactyl\Models\Schedule $schedule
-     * @param bool $refresh
-     * @return \Pterodactyl\Models\Schedule
-     */
-    public function loadTasks(Schedule $schedule, bool $refresh = false): Schedule
-    {
-        if (! $schedule->relationLoaded('tasks') || $refresh) {
-            $schedule->load('tasks');
-        }
-
-        return $schedule;
-    }
-
     /**
      * Return a schedule model with all of the associated tasks as a relationship.
      *
diff --git a/app/Services/Schedules/ProcessScheduleService.php b/app/Services/Schedules/ProcessScheduleService.php
index 3fa3604a4..1f810d6f5 100644
--- a/app/Services/Schedules/ProcessScheduleService.php
+++ b/app/Services/Schedules/ProcessScheduleService.php
@@ -2,12 +2,11 @@
 
 namespace Pterodactyl\Services\Schedules;
 
-use Cron\CronExpression;
 use Pterodactyl\Models\Schedule;
 use Illuminate\Contracts\Bus\Dispatcher;
 use Pterodactyl\Jobs\Schedule\RunTaskJob;
-use Pterodactyl\Contracts\Repository\TaskRepositoryInterface;
-use Pterodactyl\Contracts\Repository\ScheduleRepositoryInterface;
+use Illuminate\Database\ConnectionInterface;
+use Pterodactyl\Exceptions\DisplayException;
 
 class ProcessScheduleService
 {
@@ -17,62 +16,51 @@ class ProcessScheduleService
     private $dispatcher;
 
     /**
-     * @var \Pterodactyl\Contracts\Repository\ScheduleRepositoryInterface
+     * @var \Illuminate\Database\ConnectionInterface
      */
-    private $scheduleRepository;
-
-    /**
-     * @var \Pterodactyl\Contracts\Repository\TaskRepositoryInterface
-     */
-    private $taskRepository;
+    private $connection;
 
     /**
      * ProcessScheduleService constructor.
      *
+     * @param \Illuminate\Database\ConnectionInterface $connection
      * @param \Illuminate\Contracts\Bus\Dispatcher $dispatcher
-     * @param \Pterodactyl\Contracts\Repository\ScheduleRepositoryInterface $scheduleRepository
-     * @param \Pterodactyl\Contracts\Repository\TaskRepositoryInterface $taskRepository
      */
-    public function __construct(
-        Dispatcher $dispatcher,
-        ScheduleRepositoryInterface $scheduleRepository,
-        TaskRepositoryInterface $taskRepository
-    ) {
+    public function __construct(ConnectionInterface $connection, Dispatcher $dispatcher)
+    {
         $this->dispatcher = $dispatcher;
-        $this->scheduleRepository = $scheduleRepository;
-        $this->taskRepository = $taskRepository;
+        $this->connection = $connection;
     }
 
     /**
      * Process a schedule and push the first task onto the queue worker.
      *
      * @param \Pterodactyl\Models\Schedule $schedule
+     * @param bool $now
      *
-     * @throws \Pterodactyl\Exceptions\Model\DataValidationException
-     * @throws \Pterodactyl\Exceptions\Repository\RecordNotFoundException
+     * @throws \Throwable
      */
-    public function handle(Schedule $schedule)
+    public function handle(Schedule $schedule, bool $now = false)
     {
-        $this->scheduleRepository->loadTasks($schedule);
-
         /** @var \Pterodactyl\Models\Task $task */
-        $task = $schedule->getRelation('tasks')->where('sequence_id', 1)->first();
+        $task = $schedule->tasks()->where('sequence_id', 1)->first();
 
-        $formattedCron = sprintf('%s %s %s * %s',
-            $schedule->cron_minute,
-            $schedule->cron_hour,
-            $schedule->cron_day_of_month,
-            $schedule->cron_day_of_week
-        );
+        if (is_null($task)) {
+            throw new DisplayException(
+                'Cannot process schedule for task execution: no tasks are registered.'
+            );
+        }
 
-        $this->scheduleRepository->update($schedule->id, [
-            'is_processing' => true,
-            'next_run_at' => CronExpression::factory($formattedCron)->getNextRunDate(),
-        ]);
+        $this->connection->transaction(function () use ($schedule, $task) {
+            $schedule->forceFill([
+                'is_processing' => true,
+                'next_run_at' => $schedule->getNextRunDate(),
+            ])->saveOrFail();
 
-        $this->taskRepository->update($task->id, ['is_queued' => true]);
+            $task->update(['is_queued' => true]);
+        });
 
-        $this->dispatcher->dispatch(
+        $this->dispatcher->{$now ? 'dispatchNow' : 'dispatch'}(
             (new RunTaskJob($task))->delay($task->time_offset)
         );
     }
diff --git a/package.json b/package.json
index e0603db4c..8d2aec795 100644
--- a/package.json
+++ b/package.json
@@ -1,9 +1,9 @@
 {
     "name": "pterodactyl-panel",
     "dependencies": {
-        "@fortawesome/fontawesome-svg-core": "1.2.19",
-        "@fortawesome/free-solid-svg-icons": "^5.9.0",
-        "@fortawesome/react-fontawesome": "0.1.4",
+        "@fortawesome/fontawesome-svg-core": "^1.2.32",
+        "@fortawesome/free-solid-svg-icons": "^5.15.1",
+        "@fortawesome/react-fontawesome": "^0.1.11",
         "axios": "^0.19.2",
         "chart.js": "^2.8.0",
         "codemirror": "^5.57.0",
@@ -23,9 +23,9 @@
         "react": "^16.13.1",
         "react-dom": "npm:@hot-loader/react-dom",
         "react-fast-compare": "^3.2.0",
+        "react-ga": "^3.1.2",
         "react-google-recaptcha": "^2.0.1",
         "react-helmet": "^6.1.0",
-        "react-ga": "^3.1.2",
         "react-hot-loader": "^4.12.21",
         "react-i18next": "^11.2.1",
         "react-redux": "^7.1.0",
diff --git a/resources/scripts/api/server/schedules/getServerSchedules.tsx b/resources/scripts/api/server/schedules/getServerSchedules.ts
similarity index 100%
rename from resources/scripts/api/server/schedules/getServerSchedules.tsx
rename to resources/scripts/api/server/schedules/getServerSchedules.ts
diff --git a/resources/scripts/api/server/schedules/triggerScheduleExecution.ts b/resources/scripts/api/server/schedules/triggerScheduleExecution.ts
new file mode 100644
index 000000000..92f7a589f
--- /dev/null
+++ b/resources/scripts/api/server/schedules/triggerScheduleExecution.ts
@@ -0,0 +1,4 @@
+import http from '@/api/http';
+
+export default async (server: string, schedule: number): Promise<void> =>
+    await http.post(`/api/client/servers/${server}/schedules/${schedule}/execute`);
diff --git a/resources/scripts/components/elements/Button.tsx b/resources/scripts/components/elements/Button.tsx
index 300f1a9ea..8577fad7f 100644
--- a/resources/scripts/components/elements/Button.tsx
+++ b/resources/scripts/components/elements/Button.tsx
@@ -57,8 +57,8 @@ const ButtonStyle = styled.button<Omit<Props, 'isLoading'>>`
         `};
     `};
     
-    ${props => props.size === 'xsmall' && tw`p-2 text-xs`};
-    ${props => (!props.size || props.size === 'small') && tw`p-3`};
+    ${props => props.size === 'xsmall' && tw`px-2 py-1 text-xs`};
+    ${props => (!props.size || props.size === 'small') && tw`px-4 py-2`};
     ${props => props.size === 'large' && tw`p-4 text-sm`};
     ${props => props.size === 'xlarge' && tw`p-4 w-full`};
     
diff --git a/resources/scripts/components/elements/Icon.tsx b/resources/scripts/components/elements/Icon.tsx
new file mode 100644
index 000000000..a7d837896
--- /dev/null
+++ b/resources/scripts/components/elements/Icon.tsx
@@ -0,0 +1,31 @@
+import React, { CSSProperties } from 'react';
+import { IconDefinition } from '@fortawesome/fontawesome-svg-core';
+import tw from 'twin.macro';
+
+interface Props {
+    icon: IconDefinition;
+    className?: string;
+    style?: CSSProperties;
+}
+
+const Icon = ({ icon, className, style }: Props) => {
+    let [ width, height, , , paths ] = icon.icon;
+
+    paths = Array.isArray(paths) ? paths : [ paths ];
+
+    return (
+        <svg
+            xmlns={'http://www.w3.org/2000/svg'}
+            viewBox={`0 0 ${width} ${height}`}
+            css={tw`fill-current inline-block`}
+            className={className}
+            style={style}
+        >
+            {paths.map((path, index) => (
+                <path key={`svg_path_${index}`} d={path}/>
+            ))}
+        </svg>
+    );
+};
+
+export default Icon;
diff --git a/resources/scripts/components/elements/Modal.tsx b/resources/scripts/components/elements/Modal.tsx
index 68d6493de..ae618a42d 100644
--- a/resources/scripts/components/elements/Modal.tsx
+++ b/resources/scripts/components/elements/Modal.tsx
@@ -1,9 +1,10 @@
-import React, { useEffect, useMemo, useState } from 'react';
+import React, { useEffect, useMemo, useRef, useState } from 'react';
 import Spinner from '@/components/elements/Spinner';
 import tw from 'twin.macro';
 import styled, { css } from 'styled-components/macro';
 import { breakpoint } from '@/theme';
 import Fade from '@/components/elements/Fade';
+import { createPortal } from 'react-dom';
 
 export interface RequiredModalProps {
     visible: boolean;
@@ -124,4 +125,10 @@ const Modal: React.FC<ModalProps> = ({ visible, appear, dismissable, showSpinner
     );
 };
 
-export default Modal;
+const PortaledModal: React.FC<ModalProps> = ({ children, ...props }) => {
+    const element = useRef(document.getElementById('modal-portal'));
+
+    return createPortal(<Modal {...props}>{children}</Modal>, element.current!);
+};
+
+export default PortaledModal;
diff --git a/resources/scripts/components/server/schedules/DeleteScheduleButton.tsx b/resources/scripts/components/server/schedules/DeleteScheduleButton.tsx
index 198060388..463202dce 100644
--- a/resources/scripts/components/server/schedules/DeleteScheduleButton.tsx
+++ b/resources/scripts/components/server/schedules/DeleteScheduleButton.tsx
@@ -49,7 +49,7 @@ export default ({ scheduleId, onDeleted }: Props) => {
                 Are you sure you want to delete this schedule? All tasks will be removed and any running processes
                 will be terminated.
             </ConfirmationModal>
-            <Button css={tw`mr-4`} color={'red'} isSecondary onClick={() => setVisible(true)}>
+            <Button css={tw`flex-1 sm:flex-none mr-4 border-transparent`} color={'red'} isSecondary onClick={() => setVisible(true)}>
                 Delete
             </Button>
         </>
diff --git a/resources/scripts/components/server/schedules/NewTaskButton.tsx b/resources/scripts/components/server/schedules/NewTaskButton.tsx
index b46124e64..9234f5b42 100644
--- a/resources/scripts/components/server/schedules/NewTaskButton.tsx
+++ b/resources/scripts/components/server/schedules/NewTaskButton.tsx
@@ -2,6 +2,7 @@ import React, { useState } from 'react';
 import { Schedule } from '@/api/server/schedules/getServerSchedules';
 import TaskDetailsModal from '@/components/server/schedules/TaskDetailsModal';
 import Button from '@/components/elements/Button';
+import tw from 'twin.macro';
 
 interface Props {
     schedule: Schedule;
@@ -18,7 +19,7 @@ export default ({ schedule }: Props) => {
                 onDismissed={() => setVisible(false)}
             />
             }
-            <Button onClick={() => setVisible(true)}>
+            <Button onClick={() => setVisible(true)} css={tw`flex-1`}>
                 New Task
             </Button>
         </>
diff --git a/resources/scripts/components/server/schedules/RunScheduleButton.tsx b/resources/scripts/components/server/schedules/RunScheduleButton.tsx
new file mode 100644
index 000000000..96424b06e
--- /dev/null
+++ b/resources/scripts/components/server/schedules/RunScheduleButton.tsx
@@ -0,0 +1,48 @@
+import React, { useCallback, useState } from 'react';
+import SpinnerOverlay from '@/components/elements/SpinnerOverlay';
+import tw from 'twin.macro';
+import Button from '@/components/elements/Button';
+import triggerScheduleExecution from '@/api/server/schedules/triggerScheduleExecution';
+import { ServerContext } from '@/state/server';
+import useFlash from '@/plugins/useFlash';
+import { Schedule } from '@/api/server/schedules/getServerSchedules';
+
+const RunScheduleButton = ({ schedule }: { schedule: Schedule }) => {
+    const [ loading, setLoading ] = useState(false);
+    const { clearFlashes, clearAndAddHttpError } = useFlash();
+
+    const id = ServerContext.useStoreState(state => state.server.data!.id);
+    const appendSchedule = ServerContext.useStoreActions(actions => actions.schedules.appendSchedule);
+
+    const onTriggerExecute = useCallback(() => {
+        clearFlashes('schedule');
+        setLoading(true);
+        triggerScheduleExecution(id, schedule.id)
+            .then(() => {
+                setLoading(false);
+                appendSchedule({ ...schedule, isProcessing: true });
+            })
+            .catch(error => {
+                console.error(error);
+                clearAndAddHttpError({ error, key: 'schedules' });
+            })
+            .then(() => setLoading(false));
+    }, []);
+
+    return (
+        <>
+            <SpinnerOverlay visible={loading} size={'large'}/>
+            <Button
+                isSecondary
+                color={'grey'}
+                css={tw`flex-1 sm:flex-none border-transparent`}
+                disabled={schedule.isProcessing}
+                onClick={onTriggerExecute}
+            >
+                Run Now
+            </Button>
+        </>
+    );
+};
+
+export default RunScheduleButton;
diff --git a/resources/scripts/components/server/schedules/ScheduleCronRow.tsx b/resources/scripts/components/server/schedules/ScheduleCronRow.tsx
new file mode 100644
index 000000000..e7918a132
--- /dev/null
+++ b/resources/scripts/components/server/schedules/ScheduleCronRow.tsx
@@ -0,0 +1,35 @@
+import React from 'react';
+import tw from 'twin.macro';
+import { Schedule } from '@/api/server/schedules/getServerSchedules';
+
+interface Props {
+    cron: Schedule['cron'];
+    className?: string;
+}
+
+const ScheduleCronRow = ({ cron, className }: Props) => (
+    <div css={tw`flex`} className={className}>
+        <div css={tw`w-1/5 sm:w-auto text-center`}>
+            <p css={tw`font-medium`}>{cron.minute}</p>
+            <p css={tw`text-2xs text-neutral-500 uppercase`}>Minute</p>
+        </div>
+        <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
+            <p css={tw`font-medium`}>{cron.hour}</p>
+            <p css={tw`text-2xs text-neutral-500 uppercase`}>Hour</p>
+        </div>
+        <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
+            <p css={tw`font-medium`}>{cron.dayOfMonth}</p>
+            <p css={tw`text-2xs text-neutral-500 uppercase`}>Day (Month)</p>
+        </div>
+        <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
+            <p css={tw`font-medium`}>*</p>
+            <p css={tw`text-2xs text-neutral-500 uppercase`}>Month</p>
+        </div>
+        <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
+            <p css={tw`font-medium`}>{cron.dayOfWeek}</p>
+            <p css={tw`text-2xs text-neutral-500 uppercase`}>Day (Week)</p>
+        </div>
+    </div>
+);
+
+export default ScheduleCronRow;
diff --git a/resources/scripts/components/server/schedules/ScheduleEditContainer.tsx b/resources/scripts/components/server/schedules/ScheduleEditContainer.tsx
index 8f9f07fce..d7c5f2abf 100644
--- a/resources/scripts/components/server/schedules/ScheduleEditContainer.tsx
+++ b/resources/scripts/components/server/schedules/ScheduleEditContainer.tsx
@@ -1,12 +1,9 @@
-import React, { useEffect, useState } from 'react';
+import React, { useCallback, useEffect, useState } from 'react';
 import { RouteComponentProps } from 'react-router-dom';
 import { Schedule } from '@/api/server/schedules/getServerSchedules';
 import getServerSchedule from '@/api/server/schedules/getServerSchedule';
 import Spinner from '@/components/elements/Spinner';
 import FlashMessageRender from '@/components/FlashMessageRender';
-import { httpErrorToHuman } from '@/api/http';
-import ScheduleRow from '@/components/server/schedules/ScheduleRow';
-import ScheduleTaskRow from '@/components/server/schedules/ScheduleTaskRow';
 import EditScheduleModal from '@/components/server/schedules/EditScheduleModal';
 import NewTaskButton from '@/components/server/schedules/NewTaskButton';
 import DeleteScheduleButton from '@/components/server/schedules/DeleteScheduleButton';
@@ -16,7 +13,11 @@ import { ServerContext } from '@/state/server';
 import PageContentBlock from '@/components/elements/PageContentBlock';
 import tw from 'twin.macro';
 import Button from '@/components/elements/Button';
-import GreyRowBox from '@/components/elements/GreyRowBox';
+import ScheduleTaskRow from '@/components/server/schedules/ScheduleTaskRow';
+import isEqual from 'react-fast-compare';
+import { format } from 'date-fns';
+import ScheduleCronRow from '@/components/server/schedules/ScheduleCronRow';
+import RunScheduleButton from '@/components/server/schedules/RunScheduleButton';
 
 interface Params {
     id: string;
@@ -26,15 +27,34 @@ interface State {
     schedule?: Schedule;
 }
 
+const CronBox = ({ title, value }: { title: string; value: string }) => (
+    <div css={tw`bg-neutral-700 rounded p-4`}>
+        <p css={tw`text-neutral-300 text-sm`}>{title}</p>
+        <p css={tw`text-2xl font-medium text-neutral-100`}>{value}</p>
+    </div>
+);
+
+const ActivePill = ({ active }: { active: boolean }) => (
+    <span
+        css={[
+            tw`rounded-full px-2 py-px text-xs ml-4 uppercase`,
+            active ? tw`bg-green-600 text-green-100` : tw`bg-red-600 text-red-100`,
+        ]}
+    >
+        {active ? 'Active' : 'Inactive'}
+    </span>
+);
+
 export default ({ match, history, location: { state } }: RouteComponentProps<Params, Record<string, unknown>, State>) => {
     const id = ServerContext.useStoreState(state => state.server.data!.id);
     const uuid = ServerContext.useStoreState(state => state.server.data!.uuid);
 
-    const { clearFlashes, addError } = useFlash();
+    const { clearFlashes, clearAndAddHttpError } = useFlash();
     const [ isLoading, setIsLoading ] = useState(true);
     const [ showEditModal, setShowEditModal ] = useState(false);
 
-    const schedule = ServerContext.useStoreState(st => st.schedules.data.find(s => s.id === state.schedule?.id), [ match ]);
+    // @ts-ignore
+    const schedule: Schedule | undefined = ServerContext.useStoreState(st => st.schedules.data.find(s => s.id === state.schedule?.id), isEqual);
     const appendSchedule = ServerContext.useStoreActions(actions => actions.schedules.appendSchedule);
 
     useEffect(() => {
@@ -48,11 +68,15 @@ export default ({ match, history, location: { state } }: RouteComponentProps<Par
             .then(schedule => appendSchedule(schedule))
             .catch(error => {
                 console.error(error);
-                addError({ message: httpErrorToHuman(error), key: 'schedules' });
+                clearAndAddHttpError({ error, key: 'schedules' });
             })
             .then(() => setIsLoading(false));
     }, [ match ]);
 
+    const toggleEditModal = useCallback(() => {
+        setShowEditModal(s => !s);
+    }, []);
+
     return (
         <PageContentBlock>
             <FlashMessageRender byKey={'schedules'} css={tw`mb-4`}/>
@@ -60,52 +84,73 @@ export default ({ match, history, location: { state } }: RouteComponentProps<Par
                 <Spinner size={'large'} centered/>
                 :
                 <>
-                    <GreyRowBox css={tw`cursor-pointer mb-2 flex-wrap`}>
-                        <ScheduleRow schedule={schedule}/>
-                    </GreyRowBox>
-                    <EditScheduleModal
-                        visible={showEditModal}
-                        schedule={schedule}
-                        onDismissed={() => setShowEditModal(false)}
-                    />
-                    <div css={tw`flex items-center mt-8 mb-4`}>
-                        <div css={tw`flex-1`}>
-                            <h2 css={tw`text-2xl`}>Configured Tasks</h2>
+                    <ScheduleCronRow cron={schedule.cron} css={tw`sm:hidden bg-neutral-700 rounded mb-4 p-3`}/>
+                    <div css={tw`hidden sm:grid grid-cols-5 md:grid-cols-7 gap-4 mb-6`}>
+                        <CronBox title={'Minute'} value={schedule.cron.minute}/>
+                        <CronBox title={'Hour'} value={schedule.cron.hour}/>
+                        <CronBox title={'Day (Month)'} value={schedule.cron.dayOfMonth}/>
+                        <CronBox title={'Month'} value={'*'}/>
+                        <CronBox title={'Day (Week)'} value={schedule.cron.dayOfWeek}/>
+                    </div>
+                    <div css={tw`rounded shadow`}>
+                        <div css={tw`sm:flex items-center bg-neutral-900 p-3 sm:p-6 border-b-4 border-neutral-600 rounded-t`}>
+                            <div css={tw`flex-1`}>
+                                <h3 css={tw`flex items-center text-neutral-100 text-2xl`}>
+                                    {schedule.name}
+                                    {schedule.isProcessing ?
+                                        <span
+                                            css={tw`flex items-center rounded-full px-2 py-px text-xs ml-4 uppercase bg-neutral-600 text-white`}
+                                        >
+                                            <Spinner css={tw`w-3! h-3! mr-2`}/>
+                                            Processing
+                                        </span>
+                                        :
+                                        <ActivePill active={schedule.isActive}/>
+                                    }
+                                </h3>
+                                <p css={tw`mt-1 text-sm text-neutral-300`}>
+                                    Last run at:&nbsp;
+                                    {schedule.lastRunAt ? format(schedule.lastRunAt, 'MMM do \'at\' h:mma') : 'never'}
+                                </p>
+                            </div>
+                            <div css={tw`flex sm:block mt-3 sm:mt-0`}>
+                                <Can action={'schedule.update'}>
+                                    <Button
+                                        isSecondary
+                                        color={'grey'}
+                                        size={'small'}
+                                        css={tw`flex-1 mr-4 border-transparent`}
+                                        onClick={toggleEditModal}
+                                    >
+                                        Edit
+                                    </Button>
+                                    <NewTaskButton schedule={schedule}/>
+                                </Can>
+                            </div>
+                        </div>
+                        <div css={tw`bg-neutral-700 rounded-b`}>
+                            {schedule.tasks.length > 0 ?
+                                schedule.tasks.map(task => (
+                                    <ScheduleTaskRow key={`${schedule.id}_${task.id}`} task={task} schedule={schedule}/>
+                                ))
+                                :
+                                null
+                            }
                         </div>
                     </div>
-                    {schedule.tasks.length > 0 ?
-                        <>
-                            {
-                                schedule.tasks
-                                    .sort((a, b) => a.sequenceId - b.sequenceId)
-                                    .map(task => (
-                                        <ScheduleTaskRow key={task.id} task={task} schedule={schedule}/>
-                                    ))
-                            }
-                            {schedule.tasks.length > 1 &&
-                            <p css={tw`text-xs text-neutral-400`}>
-                                Task delays are relative to the previous task in the listing.
-                            </p>
-                            }
-                        </>
-                        :
-                        <p css={tw`text-sm text-neutral-400`}>
-                            There are no tasks configured for this schedule.
-                        </p>
-                    }
-                    <div css={tw`mt-8 flex justify-end`}>
+                    <EditScheduleModal visible={showEditModal} schedule={schedule} onDismissed={toggleEditModal}/>
+                    <div css={tw`mt-6 flex sm:justify-end`}>
                         <Can action={'schedule.delete'}>
                             <DeleteScheduleButton
                                 scheduleId={schedule.id}
                                 onDeleted={() => history.push(`/server/${id}/schedules`)}
                             />
                         </Can>
+                        {schedule.isActive && schedule.tasks.length > 0 &&
                         <Can action={'schedule.update'}>
-                            <Button css={tw`mr-4`} onClick={() => setShowEditModal(true)}>
-                                Edit
-                            </Button>
-                            <NewTaskButton schedule={schedule}/>
+                            <RunScheduleButton schedule={schedule}/>
                         </Can>
+                        }
                     </div>
                 </>
             }
diff --git a/resources/scripts/components/server/schedules/ScheduleRow.tsx b/resources/scripts/components/server/schedules/ScheduleRow.tsx
index eb9ff68a5..eccdd0f96 100644
--- a/resources/scripts/components/server/schedules/ScheduleRow.tsx
+++ b/resources/scripts/components/server/schedules/ScheduleRow.tsx
@@ -4,6 +4,7 @@ import { FontAwesomeIcon } from '@fortawesome/react-fontawesome';
 import { faCalendarAlt } from '@fortawesome/free-solid-svg-icons';
 import { format } from 'date-fns';
 import tw from 'twin.macro';
+import ScheduleCronRow from '@/components/server/schedules/ScheduleCronRow';
 
 export default ({ schedule }: { schedule: Schedule }) => (
     <>
@@ -27,36 +28,19 @@ export default ({ schedule }: { schedule: Schedule }) => (
                 {schedule.isActive ? 'Active' : 'Inactive'}
             </p>
         </div>
-        <div css={tw`flex items-center mx-auto sm:mx-8 w-full sm:w-auto mt-4 sm:mt-0`}>
-            <div css={tw`w-1/5 sm:w-auto text-center`}>
-                <p css={tw`font-medium`}>{schedule.cron.minute}</p>
-                <p css={tw`text-2xs text-neutral-500 uppercase`}>Minute</p>
-            </div>
-            <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
-                <p css={tw`font-medium`}>{schedule.cron.hour}</p>
-                <p css={tw`text-2xs text-neutral-500 uppercase`}>Hour</p>
-            </div>
-            <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
-                <p css={tw`font-medium`}>{schedule.cron.dayOfMonth}</p>
-                <p css={tw`text-2xs text-neutral-500 uppercase`}>Day (Month)</p>
-            </div>
-            <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
-                <p css={tw`font-medium`}>*</p>
-                <p css={tw`text-2xs text-neutral-500 uppercase`}>Month</p>
-            </div>
-            <div css={tw`w-1/5 sm:w-auto text-center ml-4`}>
-                <p css={tw`font-medium`}>{schedule.cron.dayOfWeek}</p>
-                <p css={tw`text-2xs text-neutral-500 uppercase`}>Day (Week)</p>
-            </div>
-        </div>
+        <ScheduleCronRow cron={schedule.cron} css={tw`mx-auto sm:mx-8 w-full sm:w-auto mt-4 sm:mt-0`}/>
         <div>
             <p
                 css={[
                     tw`py-1 px-3 rounded text-xs uppercase text-white hidden sm:block`,
-                    schedule.isActive ? tw`bg-green-600` : tw`bg-neutral-400`,
+                    schedule.isActive && !schedule.isProcessing ? tw`bg-green-600` : tw`bg-neutral-400`,
                 ]}
             >
-                {schedule.isActive ? 'Active' : 'Inactive'}
+                {schedule.isProcessing ?
+                    'Processing'
+                    :
+                    schedule.isActive ? 'Active' : 'Inactive'
+                }
             </p>
         </div>
     </>
diff --git a/resources/scripts/components/server/schedules/ScheduleTaskRow.tsx b/resources/scripts/components/server/schedules/ScheduleTaskRow.tsx
index c79fafd03..1ee55af2c 100644
--- a/resources/scripts/components/server/schedules/ScheduleTaskRow.tsx
+++ b/resources/scripts/components/server/schedules/ScheduleTaskRow.tsx
@@ -1,7 +1,7 @@
 import React, { useState } from 'react';
 import { Schedule, Task } from '@/api/server/schedules/getServerSchedules';
 import { FontAwesomeIcon } from '@fortawesome/react-fontawesome';
-import { faCode, faFileArchive, faPencilAlt, faToggleOn, faTrashAlt } from '@fortawesome/free-solid-svg-icons';
+import { faClock, faCode, faFileArchive, faPencilAlt, faToggleOn, faTrashAlt } from '@fortawesome/free-solid-svg-icons';
 import deleteScheduleTask from '@/api/server/schedules/deleteScheduleTask';
 import { httpErrorToHuman } from '@/api/http';
 import SpinnerOverlay from '@/components/elements/SpinnerOverlay';
@@ -11,6 +11,7 @@ import useFlash from '@/plugins/useFlash';
 import { ServerContext } from '@/state/server';
 import tw from 'twin.macro';
 import ConfirmationModal from '@/components/elements/ConfirmationModal';
+import Icon from '@/components/elements/Icon';
 
 interface Props {
     schedule: Schedule;
@@ -56,7 +57,7 @@ export default ({ schedule, task }: Props) => {
     const [ title, icon ] = getActionDetails(task.action);
 
     return (
-        <div css={tw`flex flex-wrap items-center bg-neutral-700 border border-neutral-600 mb-2 px-6 py-4 rounded`}>
+        <div css={tw`sm:flex items-center p-3 sm:p-6 border-b border-neutral-800`}>
             <SpinnerOverlay visible={isLoading} fixed size={'large'}/>
             {isEditing && <TaskDetailsModal
                 schedule={schedule}
@@ -73,8 +74,8 @@ export default ({ schedule, task }: Props) => {
                 Are you sure you want to delete this task? This action cannot be undone.
             </ConfirmationModal>
             <FontAwesomeIcon icon={icon} css={tw`text-lg text-white hidden md:block`}/>
-            <div css={tw`flex-none sm:flex-1 mb-4 sm:mb-0 w-full md:w-auto overflow-x-auto`}>
-                <p css={tw`md:ml-6 text-neutral-300 uppercase text-xs`}>
+            <div css={tw`flex-none sm:flex-1 w-full sm:w-auto overflow-x-auto`}>
+                <p css={tw`md:ml-6 text-neutral-200 uppercase text-sm`}>
                     {title}
                 </p>
                 {task.payload &&
@@ -87,36 +88,36 @@ export default ({ schedule, task }: Props) => {
                 </div>
                 }
             </div>
-            {task.sequenceId > 1 &&
-            <div css={tw`mr-6`}>
-                <p css={tw`text-center mb-1`}>
-                    {task.timeOffset}s
-                </p>
-                <p css={tw`text-neutral-300 uppercase text-2xs`}>
-                    Delay Run By
-                </p>
+            <div css={tw`mt-3 sm:mt-0 flex items-center w-full sm:w-auto`}>
+                {task.sequenceId > 1 && task.timeOffset > 0 &&
+                <div css={tw`mr-6`}>
+                    <div css={tw`flex items-center px-2 py-1 bg-neutral-500 text-sm rounded-full`}>
+                        <Icon icon={faClock} css={tw`w-3 h-3 mr-2`}/>
+                        {task.timeOffset}s later
+                    </div>
+                </div>
+                }
+                <Can action={'schedule.update'}>
+                    <button
+                        type={'button'}
+                        aria-label={'Edit scheduled task'}
+                        css={tw`block text-sm p-2 text-neutral-500 hover:text-neutral-100 transition-colors duration-150 mr-4 ml-auto sm:ml-0`}
+                        onClick={() => setIsEditing(true)}
+                    >
+                        <FontAwesomeIcon icon={faPencilAlt}/>
+                    </button>
+                </Can>
+                <Can action={'schedule.update'}>
+                    <button
+                        type={'button'}
+                        aria-label={'Delete scheduled task'}
+                        css={tw`block text-sm p-2 text-neutral-500 hover:text-red-600 transition-colors duration-150`}
+                        onClick={() => setVisible(true)}
+                    >
+                        <FontAwesomeIcon icon={faTrashAlt}/>
+                    </button>
+                </Can>
             </div>
-            }
-            <Can action={'schedule.update'}>
-                <button
-                    type={'button'}
-                    aria-label={'Edit scheduled task'}
-                    css={tw`block text-sm p-2 text-neutral-500 hover:text-neutral-100 transition-colors duration-150 mr-4 ml-auto sm:ml-0`}
-                    onClick={() => setIsEditing(true)}
-                >
-                    <FontAwesomeIcon icon={faPencilAlt}/>
-                </button>
-            </Can>
-            <Can action={'schedule.update'}>
-                <button
-                    type={'button'}
-                    aria-label={'Delete scheduled task'}
-                    css={tw`block text-sm p-2 text-neutral-500 hover:text-red-600 transition-colors duration-150`}
-                    onClick={() => setVisible(true)}
-                >
-                    <FontAwesomeIcon icon={faTrashAlt}/>
-                </button>
-            </Can>
         </div>
     );
 };
diff --git a/resources/views/templates/base/core.blade.php b/resources/views/templates/base/core.blade.php
index c726c4f9f..2db9da442 100644
--- a/resources/views/templates/base/core.blade.php
+++ b/resources/views/templates/base/core.blade.php
@@ -3,5 +3,6 @@
 ])
 
 @section('container')
+    <div id="modal-portal"></div>
     <div id="app"></div>
 @endsection
diff --git a/routes/api-client.php b/routes/api-client.php
index 51a2f0dec..fa0455018 100644
--- a/routes/api-client.php
+++ b/routes/api-client.php
@@ -72,6 +72,7 @@ Route::group(['prefix' => '/servers/{server}', 'middleware' => [AuthenticateServ
         Route::post('/', 'Servers\ScheduleController@store');
         Route::get('/{schedule}', 'Servers\ScheduleController@view');
         Route::post('/{schedule}', 'Servers\ScheduleController@update');
+        Route::post('/{schedule}/execute', 'Servers\ScheduleController@execute');
         Route::delete('/{schedule}', 'Servers\ScheduleController@delete');
 
         Route::post('/{schedule}/tasks', 'Servers\ScheduleTaskController@store');
diff --git a/tests/Integration/Api/Client/Server/Schedule/ExecuteScheduleTest.php b/tests/Integration/Api/Client/Server/Schedule/ExecuteScheduleTest.php
new file mode 100644
index 000000000..00c57d4a4
--- /dev/null
+++ b/tests/Integration/Api/Client/Server/Schedule/ExecuteScheduleTest.php
@@ -0,0 +1,94 @@
+<?php
+
+namespace Pterodactyl\Tests\Integration\Api\Client\Server\Schedule;
+
+use Pterodactyl\Models\Task;
+use Illuminate\Http\Response;
+use Pterodactyl\Models\Schedule;
+use Pterodactyl\Models\Permission;
+use Illuminate\Support\Facades\Bus;
+use Pterodactyl\Jobs\Schedule\RunTaskJob;
+use Pterodactyl\Tests\Integration\Api\Client\ClientApiIntegrationTestCase;
+
+class ExecuteScheduleTest extends ClientApiIntegrationTestCase
+{
+    /**
+     * Test that a schedule can be executed and is updated in the database correctly.
+     *
+     * @param array $permissions
+     * @dataProvider permissionsDataProvider
+     */
+    public function testScheduleIsExecutedRightAway(array $permissions)
+    {
+        [$user, $server] = $this->generateTestAccount($permissions);
+
+        Bus::fake();
+
+        /** @var \Pterodactyl\Models\Schedule $schedule */
+        $schedule = factory(Schedule::class)->create([
+            'server_id' => $server->id,
+        ]);
+
+        $response = $this->actingAs($user)->postJson($this->link($schedule, '/execute'));
+        $response->assertStatus(Response::HTTP_BAD_REQUEST);
+        $response->assertJsonPath('errors.0.code', 'DisplayException');
+        $response->assertJsonPath('errors.0.detail', 'Cannot process schedule for task execution: no tasks are registered.');
+
+        /** @var \Pterodactyl\Models\Task $task */
+        $task = factory(Task::class)->create([
+            'schedule_id' => $schedule->id,
+            'sequence_id' => 1,
+            'time_offset' => 2,
+        ]);
+
+        $this->actingAs($user)->postJson($this->link($schedule, '/execute'))->assertStatus(Response::HTTP_ACCEPTED);
+
+        Bus::assertDispatched(function (RunTaskJob $job) use ($task) {
+            $this->assertSame($task->time_offset, $job->delay);
+            $this->assertSame($task->id, $job->task->id);
+
+            return true;
+        });
+    }
+
+    /**
+     * Test that the schedule is not executed if it is not currently active.
+     */
+    public function testScheduleIsNotExecutedIfNotActive()
+    {
+        [$user, $server] = $this->generateTestAccount();
+
+        /** @var \Pterodactyl\Models\Schedule $schedule */
+        $schedule = factory(Schedule::class)->create([
+            'server_id' => $server->id,
+            'is_active' => false,
+        ]);
+
+        $response = $this->actingAs($user)->postJson($this->link($schedule, "/execute"));
+
+        $response->assertStatus(Response::HTTP_BAD_REQUEST);
+        $response->assertJsonPath('errors.0.code', 'BadRequestHttpException');
+        $response->assertJsonPath('errors.0.detail', 'Cannot trigger schedule exection for a schedule that is not currently active.');
+    }
+
+    /**
+     * Test that a user without the schedule update permission cannot execute it.
+     */
+    public function testUserWithoutScheduleUpdatePermissionCannotExecute()
+    {
+        [$user, $server] = $this->generateTestAccount([Permission::ACTION_SCHEDULE_CREATE]);
+
+        /** @var \Pterodactyl\Models\Schedule $schedule */
+        $schedule = factory(Schedule::class)->create(['server_id' => $server->id]);
+
+        $this->actingAs($user)->postJson($this->link($schedule, '/execute'))->assertForbidden();
+    }
+
+    /**
+     * @return array
+     */
+    public function permissionsDataProvider(): array
+    {
+        return [[[]], [[Permission::ACTION_SCHEDULE_UPDATE]]];
+    }
+}
diff --git a/tests/Integration/Services/Schedules/ProcessScheduleServiceTest.php b/tests/Integration/Services/Schedules/ProcessScheduleServiceTest.php
new file mode 100644
index 000000000..4941a9bd9
--- /dev/null
+++ b/tests/Integration/Services/Schedules/ProcessScheduleServiceTest.php
@@ -0,0 +1,99 @@
+<?php
+
+namespace Pterodactyl\Tests\Integration\Services\Schedules;
+
+use Mockery;
+use Pterodactyl\Models\Task;
+use InvalidArgumentException;
+use Pterodactyl\Models\Schedule;
+use Illuminate\Support\Facades\Bus;
+use Illuminate\Contracts\Bus\Dispatcher;
+use Pterodactyl\Jobs\Schedule\RunTaskJob;
+use Pterodactyl\Exceptions\DisplayException;
+use Pterodactyl\Tests\Integration\IntegrationTestCase;
+use Pterodactyl\Services\Schedules\ProcessScheduleService;
+
+class ProcessScheduleServiceTest extends IntegrationTestCase
+{
+    /**
+     * Test that a schedule with no tasks registered returns an error.
+     */
+    public function testScheduleWithNoTasksReturnsException()
+    {
+        $server = $this->createServerModel();
+        $schedule = factory(Schedule::class)->create(['server_id' => $server->id]);
+
+        $this->expectException(DisplayException::class);
+        $this->expectExceptionMessage('Cannot process schedule for task execution: no tasks are registered.');
+
+        $this->getService()->handle($schedule);
+    }
+
+    /**
+     * Test that an error during the schedule update is not persisted to the database.
+     */
+    public function testErrorDuringScheduleDataUpdateDoesNotPersistChanges()
+    {
+        $server = $this->createServerModel();
+
+        /** @var \Pterodactyl\Models\Schedule $schedule */
+        $schedule = factory(Schedule::class)->create([
+            'server_id' => $server->id,
+            'cron_minute' => 'hodor', // this will break the getNextRunDate() function.
+        ]);
+
+        /** @var \Pterodactyl\Models\Task $task */
+        $task = factory(Task::class)->create(['schedule_id' => $schedule->id, 'sequence_id' => 1]);
+
+        $this->expectException(InvalidArgumentException::class);
+
+        $this->getService()->handle($schedule);
+
+        $this->assertDatabaseMissing('schedules', ['id' => $schedule->id, 'is_processing' => true]);
+        $this->assertDatabaseMissing('tasks', ['id' => $task->id, 'is_queued' => true]);
+    }
+
+    /**
+     * Test that a job is dispatched as expected using the initial delay.
+     *
+     * @param bool $now
+     * @dataProvider dispatchNowDataProvider
+     */
+    public function testJobCanBeDispatchedWithExpectedInitialDelay($now)
+    {
+        $this->swap(Dispatcher::class, $dispatcher = Mockery::mock(Dispatcher::class));
+
+        $server = $this->createServerModel();
+
+        /** @var \Pterodactyl\Models\Schedule $schedule */
+        $schedule = factory(Schedule::class)->create(['server_id' => $server->id]);
+
+        /** @var \Pterodactyl\Models\Task $task */
+        $task = factory(Task::class)->create(['schedule_id' => $schedule->id, 'time_offset' => 10, 'sequence_id' => 1]);
+
+        $dispatcher->expects($now ? 'dispatchNow' : 'dispatch')->with(Mockery::on(function (RunTaskJob $job) use ($task) {
+            return $task->id === $job->task->id && $job->delay === 10;
+        }));
+
+        $this->getService()->handle($schedule, $now);
+
+        $this->assertDatabaseHas('schedules', ['id' => $schedule->id, 'is_processing' => true]);
+        $this->assertDatabaseHas('tasks', ['id' => $task->id, 'is_queued' => true]);
+    }
+
+    /**
+     * @return array
+     */
+    public function dispatchNowDataProvider(): array
+    {
+        return [[true], [false]];
+    }
+
+    /**
+     * @return \Pterodactyl\Services\Schedules\ProcessScheduleService
+     */
+    private function getService()
+    {
+        return $this->app->make(ProcessScheduleService::class);
+    }
+}
diff --git a/tests/Unit/Services/Schedules/ProcessScheduleServiceTest.php b/tests/Unit/Services/Schedules/ProcessScheduleServiceTest.php
deleted file mode 100644
index 01bbac149..000000000
--- a/tests/Unit/Services/Schedules/ProcessScheduleServiceTest.php
+++ /dev/null
@@ -1,85 +0,0 @@
-<?php
-
-namespace Tests\Unit\Services\Schedules;
-
-use Mockery as m;
-use Tests\TestCase;
-use Cron\CronExpression;
-use Pterodactyl\Models\Task;
-use Pterodactyl\Models\Schedule;
-use Illuminate\Contracts\Bus\Dispatcher;
-use Pterodactyl\Jobs\Schedule\RunTaskJob;
-use Pterodactyl\Services\Schedules\ProcessScheduleService;
-use Pterodactyl\Contracts\Repository\TaskRepositoryInterface;
-use Pterodactyl\Contracts\Repository\ScheduleRepositoryInterface;
-
-class ProcessScheduleServiceTest extends TestCase
-{
-    /**
-     * @var \Illuminate\Contracts\Bus\Dispatcher|\Mockery\Mock
-     */
-    private $dispatcher;
-
-    /**
-     * @var \Pterodactyl\Contracts\Repository\ScheduleRepositoryInterface|\Mockery\Mock
-     */
-    private $scheduleRepository;
-
-    /**
-     * @var \Pterodactyl\Contracts\Repository\TaskRepositoryInterface|\Mockery\Mock
-     */
-    private $taskRepository;
-
-    /**
-     * Setup tests.
-     */
-    public function setUp(): void
-    {
-        parent::setUp();
-
-        $this->dispatcher = m::mock(Dispatcher::class);
-        $this->scheduleRepository = m::mock(ScheduleRepositoryInterface::class);
-        $this->taskRepository = m::mock(TaskRepositoryInterface::class);
-    }
-
-    /**
-     * Test that a schedule can be updated and first task set to run.
-     */
-    public function testScheduleIsUpdatedAndRun()
-    {
-        $model = factory(Schedule::class)->make(['id' => 123]);
-        $model->setRelation('tasks', collect([$task = factory(Task::class)->make([
-            'sequence_id' => 1,
-        ])]));
-
-        $this->scheduleRepository->shouldReceive('loadTasks')->with($model)->once()->andReturn($model);
-
-        $formatted = sprintf('%s %s %s * %s', $model->cron_minute, $model->cron_hour, $model->cron_day_of_month, $model->cron_day_of_week);
-        $this->scheduleRepository->shouldReceive('update')->with($model->id, [
-            'is_processing' => true,
-            'next_run_at' => CronExpression::factory($formatted)->getNextRunDate(),
-        ]);
-
-        $this->taskRepository->shouldReceive('update')->with($task->id, ['is_queued' => true])->once();
-
-        $this->dispatcher->shouldReceive('dispatch')->with(m::on(function ($class) use ($model, $task) {
-            $this->assertInstanceOf(RunTaskJob::class, $class);
-            $this->assertSame($task->time_offset, $class->delay);
-            $this->assertSame($task->id, $class->task->id);
-
-            return true;
-        }))->once();
-
-        $this->getService()->handle($model);
-    }
-
-    /**
-     * Return an instance of the service for testing purposes.
-     *
-     * @return \Pterodactyl\Services\Schedules\ProcessScheduleService
-     */
-    private function getService(): ProcessScheduleService
-    {
-        return new ProcessScheduleService($this->dispatcher, $this->scheduleRepository, $this->taskRepository);
-    }
-}
diff --git a/yarn.lock b/yarn.lock
index 113b3370c..9c1724ca9 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -888,30 +888,31 @@
   resolved "https://registry.yarnpkg.com/@emotion/unitless/-/unitless-0.7.5.tgz#77211291c1900a700b8a78cfafda3160d76949ed"
   integrity sha512-OWORNpfjMsSSUBVrRBVGECkhWcULOAJz9ZW8uK9qgxD+87M7jHRcvh/A96XXNhXTLmKcoYSQtBEX7lHMO7YRwg==
 
-"@fortawesome/fontawesome-common-types@^0.2.19":
-  version "0.2.19"
-  resolved "https://registry.yarnpkg.com/@fortawesome/fontawesome-common-types/-/fontawesome-common-types-0.2.19.tgz#754a0f85e1290858152e1c05700ab502b11197f1"
+"@fortawesome/fontawesome-common-types@^0.2.32":
+  version "0.2.32"
+  resolved "https://registry.yarnpkg.com/@fortawesome/fontawesome-common-types/-/fontawesome-common-types-0.2.32.tgz#3436795d5684f22742989bfa08f46f50f516f259"
+  integrity sha512-ux2EDjKMpcdHBVLi/eWZynnPxs0BtFVXJkgHIxXRl+9ZFaHPvYamAfCzeeQFqHRjuJtX90wVnMRaMQAAlctz3w==
 
-"@fortawesome/fontawesome-svg-core@1.2.19":
-  version "1.2.19"
-  resolved "https://registry.yarnpkg.com/@fortawesome/fontawesome-svg-core/-/fontawesome-svg-core-1.2.19.tgz#0eca1ce9285c3d99e6e340633ee8f615f9d1a2e0"
-  integrity sha512-D4ICXg9oU08eF9o7Or392gPpjmwwgJu8ecCFusthbID95CLVXOgIyd4mOKD9Nud5Ckz+Ty59pqkNtThDKR0erA==
+"@fortawesome/fontawesome-svg-core@^1.2.32":
+  version "1.2.32"
+  resolved "https://registry.yarnpkg.com/@fortawesome/fontawesome-svg-core/-/fontawesome-svg-core-1.2.32.tgz#da092bfc7266aa274be8604de610d7115f9ba6cf"
+  integrity sha512-XjqyeLCsR/c/usUpdWcOdVtWFVjPbDFBTQkn2fQRrWhhUoxriQohO2RWDxLyUM8XpD+Zzg5xwJ8gqTYGDLeGaQ==
   dependencies:
-    "@fortawesome/fontawesome-common-types" "^0.2.19"
+    "@fortawesome/fontawesome-common-types" "^0.2.32"
 
-"@fortawesome/free-solid-svg-icons@^5.9.0":
-  version "5.9.0"
-  resolved "https://registry.yarnpkg.com/@fortawesome/free-solid-svg-icons/-/free-solid-svg-icons-5.9.0.tgz#1c73e7bac17417d23f934d83f7fff5b100a7fda9"
+"@fortawesome/free-solid-svg-icons@^5.15.1":
+  version "5.15.1"
+  resolved "https://registry.yarnpkg.com/@fortawesome/free-solid-svg-icons/-/free-solid-svg-icons-5.15.1.tgz#e1432676ddd43108b41197fee9f86d910ad458ef"
+  integrity sha512-EFMuKtzRMNbvjab/SvJBaOOpaqJfdSap/Nl6hst7CgrJxwfORR1drdTV6q1Ib/JVzq4xObdTDcT6sqTaXMqfdg==
   dependencies:
-    "@fortawesome/fontawesome-common-types" "^0.2.19"
+    "@fortawesome/fontawesome-common-types" "^0.2.32"
 
-"@fortawesome/react-fontawesome@0.1.4":
-  version "0.1.4"
-  resolved "https://registry.yarnpkg.com/@fortawesome/react-fontawesome/-/react-fontawesome-0.1.4.tgz#18d61d9b583ca289a61aa7dccc05bd164d6bc9ad"
-  integrity sha512-GwmxQ+TK7PEdfSwvxtGnMCqrfEm0/HbRHArbUudsYiy9KzVCwndxa2KMcfyTQ8El0vROrq8gOOff09RF1oQe8g==
+"@fortawesome/react-fontawesome@^0.1.11":
+  version "0.1.11"
+  resolved "https://registry.yarnpkg.com/@fortawesome/react-fontawesome/-/react-fontawesome-0.1.11.tgz#c1a95a2bdb6a18fa97b355a563832e248bf6ef4a"
+  integrity sha512-sClfojasRifQKI0OPqTy8Ln8iIhnxR/Pv/hukBhWnBz9kQRmqi6JSH3nghlhAY7SUeIIM7B5/D2G8WjX0iepVg==
   dependencies:
-    humps "^2.0.1"
-    prop-types "^15.5.10"
+    prop-types "^15.7.2"
 
 "@fullhuman/postcss-purgecss@^2.1.2":
   version "2.3.0"
@@ -3780,11 +3781,6 @@ https-browserify@^1.0.0:
   version "1.0.0"
   resolved "https://registry.yarnpkg.com/https-browserify/-/https-browserify-1.0.0.tgz#ec06c10e0a34c0f2faf199f7fd7fc78fffd03c73"
 
-humps@^2.0.1:
-  version "2.0.1"
-  resolved "https://registry.yarnpkg.com/humps/-/humps-2.0.1.tgz#dd02ea6081bd0568dc5d073184463957ba9ef9aa"
-  integrity sha1-3QLqYIG9BWjcXQcxhEY5V7qe+ao=
-
 i18next-chained-backend@^2.0.0:
   version "2.0.0"
   resolved "https://registry.yarnpkg.com/i18next-chained-backend/-/i18next-chained-backend-2.0.0.tgz#faf2e8b5f081a01e74fbec1fe580c184bc64e25b"
@@ -5429,7 +5425,7 @@ promise-inflight@^1.0.1:
   version "1.0.1"
   resolved "https://registry.yarnpkg.com/promise-inflight/-/promise-inflight-1.0.1.tgz#98472870bf228132fcbdd868129bad12c3c029e3"
 
-prop-types@^15.5.0, prop-types@^15.5.10, prop-types@^15.6.1, prop-types@^15.6.2, prop-types@^15.7.2:
+prop-types@^15.5.0, prop-types@^15.6.1, prop-types@^15.6.2, prop-types@^15.7.2:
   version "15.7.2"
   resolved "https://registry.yarnpkg.com/prop-types/-/prop-types-15.7.2.tgz#52c41e75b8c87e72b9d9360e0206b99dcbffa6c5"
   integrity sha512-8QQikdH7//R2vurIJSutZ1smHYTcLpRWEOlHnzcWHmBYrOGUysKwSsrC89BCiFj3CbrfJ/nXFdJepOVrY1GCHQ==