AI ToolAI Productivity Tools

CaughtShipping

CaughtShipping is a desktop application for Windows and macOS that monitors whether work applications remain open after a user-defined curfew (8-10 PM start, 6 AM end, minimum 7 hours).

CaughtShipping is a desktop application for Windows and macOS, priced at $7 a month on the Rested plan. InnovaAI rates it 4.1 of 10 for agency adoption, best for Founder, Operations Manager and Project Manager roles.

Situational Fit4.1/10

Agency Audit

CaughtShipping is a desktop app that monitors whether work applications remain open after a user-defined curfew, publishing violations to a public accountability wall and tracking nightly rest streaks. For agencies managing distributed teams or high-burnout roles, it creates structural accountability for after-hours work habits without blocking productivity. The Rested tier adds per-app hourly tracking and weekly report cards, enabling founders and operations leaders to identify which tools drive late-night work and intervene at the team level. Best suited for agencies where burnout visibility and rest compliance are operational priorities.

Situational FitNo WLFreemium
Seats

8recommended

Est. Hours Saved

32/mo

Net Capacity

$2,393/mo

Friction

Low

Illustrative scenario. Not a guarantee. Net capacity is the value of reclaimed time at $75/hr, less the lowest verified paid base plan (flat plan cost is shared). Hours saved come from the service estimate; implementation, taxes, and unprovided usage charges are excluded.

Situational Fit
Fit41
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Best For Your Team
  • Founder handling team burnout monitoring and intervention
  • Operations Manager handling after-hours work pattern analysis
  • Project Manager handling weekly rest compliance tracking
Not Ideal If
  • Your team works genuinely asynchronous hours by design (e.g., distributed across 8+ time zones with no core overlap). CaughtShipping's fixed curfew model assumes a shared definition of 'after hours,' which breaks when your workday is staggered.
  • You have a high-autonomy culture where team members set their own boundaries and resist external monitoring, even if it is public and self-reported. The accountability mechanism depends on intrinsic motivation to keep the streak, not external enforcement.
  • Your agency's primary burnout driver is scope creep or understaffing, not individual work habits. CaughtShipping measures behavior but does not fix capacity problems; it may create resentment if teams feel monitored while under-resourced.

Internal Adoption Path

Team Subscription

$7/mo

$7/mo flat plan

Time Saved Monthly

32 hr/mo

8 seats × 4 hr each

Value of Reclaimed Time

$2,400/mo

modeled at $75/hr labor rate

Net Capacity

$2,393/mo

value − subscription cost

In this model, 8 seats reclaim 32 hours of team time each month. Valued at $75/hr that is $2,400/mo, and after the $7/mo subscription it leaves $2,393/mo of capacity for billable client work.

Illustrative scenario. Not a guarantee. Uses the lowest verified paid base plan. Implementation, taxes, and unprovided usage charges are excluded.

Platform Features

Core capabilities of CaughtShipping

Curfew monitoring with grace period

Watches a curated list of work applications after a user-defined cutoff time (8-10 PM) and grants a configurable grace period (default 5 minutes) to close them. Founders and Operations leads use this to enforce a structural end-of-day boundary without blocking urgent work.

Public accountability wall and blotter

Publishes curfew violations to a shared Wall of Rest (ranked by streak) and a Blotter (falls listed chronologically). Team members see each other's compliance, creating peer accountability that Project Managers can reference in team standups without direct confrontation.

Per-app hourly tracking (Rested tier)

Syncs hourly totals for each work application to a personal dashboard, showing which tools drive after-hours activity. Operations leads use this to identify whether late work correlates with specific tools (e.g., Slack, email, IDE) and redesign workflows to reduce evening engagement.

Weekly rest report cards

Generates a shareable weekly summary showing clean nights, streak length, and per-app usage totals. Project Managers use these to track team rest compliance across sprint cycles and correlate rest patterns with project outcomes.

Emergency overrides and pause days

Allows 2 overrides per month (Free tier) or 1 automatic pardon per month (Rested tier) to cancel a violation without resetting the streak, plus 4 'pause tonight' days to skip monitoring on known high-work nights. Reduces false positives and prevents resentment when legitimate after-hours work is necessary.

Streak tracking and rest ratio

Displays current and best streaks of consecutive clean nights, plus a rest ratio showing the percentage of curfew kept. Designers and Account Executives use streaks as a personal motivation metric and reference them in peer conversations to normalize rest.

What Makes CaughtShipping Different

Unique advantages vs similar tools in this niche

Public accountability wall with streak resets

vs Private habit trackers like Streaks or Habitica

Violations are published to a public Blotter, creating social pressure to log off on time.

Privacy-focused monitoring that never collects content

vs Employee monitoring tools like Time Doctor or Hubstaff

It only records which app was open and for how long, never window titles, file names, URLs, or keystrokes.

Latest Updates

Recent releases and improvements for CaughtShipping

0.1.7, Coming Next

New

A full site redesign with light default and navy night mode, consistent Curfew and Strict mode naming, simpler Rested pricing, and a new Reports window in the app.

0.1.6, Current Release

New2026-09-24

CaughtShipping for Windows tray app arrives; app names in usage sync now come from the app itself; redesigned 'This week' block in popover; new embeddable streak badge.

0.1.5

Fix2026-09-09

Fixed grace-countdown timer persistence and an update-gate bug where 0.1.4 couldn't install updates during a Curfew window with no indication why.

0.1.4

New2026-09-09

Device pairing from the browser, macOS notifications for curfew/caught/milestone/account events, Pardon support, Strict mode, launch-at-login, and server-authoritative rest streak.

0.1.3

New2026-08-05

First signed and notarized build so Gatekeeper opens it without a right-click override; fixed a Hardened Runtime check that could report a false failure on every release.

Value Equation

Outcome-likelihood-time-effort assessment for CaughtShipping

Limited agency channel

CaughtShipping scored below the agency-resellability threshold (agency_fit_score < 50). The Value Equation projects agency-side outcomes, which don't apply to tools without a clear resell pathway.

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Pricing

CaughtShipping platform cost to your agency

Rested: $7/mo

Free

$0/mo
Free forever
  • Curfew monitoring, the local popover, and your grace period
  • A full place on the Wall of Rest and the Blotter
  • Public profile, fall cards, and an embeddable streak badge
  • 2 emergency overrides and 4 "pause tonight" a month

Rested

$7/mo
$5/mo annually
  • All-day, per-app hourly tracking synced to your dashboard
  • Full Reports: Overview, Apps, Streak, and Rest, unlimited history
  • A weekly Rest Report Card, ready to share
  • A Rested mark next to your name on the Wall of Rest

No verified white-label program for CaughtShipping: client-facing delivery runs under the platform's native branding.

Market Intelligence

Offer + scale economics for CaughtShipping

Limited agency channel

CaughtShipping scored below the agency-resellability threshold (agency_fit_score < 50). It's a useful tool but not designed for white-labeled or retainer-based reselling, so we don't publish productized offer economics for it.

Contact CaughtShipping

Investment Decision Framework

Strategic vetting analysis for CaughtShipping

Vetting Verdict

Situational Fit

Fit depends on your client mix

Agency Fit(white-label + resell pathway)
41/100
0255075100
Resell Friction(WL + mode + complexity)
75/100
0255075100

Buy If

4
STRATEGIC DRIVER

Your Founder or Operations lead tracks team burnout anecdotally and spends 3+ hours per week in one-on-one check-ins about work-life boundaries. CaughtShipping surfaces after-hours app usage patterns automatically, replacing manual conversation with data.

STRATEGIC DRIVER

Your team experiences recurring burnout cycles tied to specific project phases, and you want to measure whether rest compliance improves after process changes. Weekly Rest Report Cards provide a repeatable metric to track against project timelines.

OPERATIONAL FIT

Your Project Managers manage remote teams across time zones and cannot distinguish between timezone-appropriate late work and burnout-driven violations. Per-app hourly tracking in the Rested tier shows which tools correlate with after-hours activity, enabling targeted workflow fixes.

OPERATIONAL FIT

You operate a small agency (5-15 people) where team culture is tight enough to embrace public accountability without resentment. The Wall of Rest works only if violations feel like shared learning, not punishment.

Skip If

4
CAUTION

Your team works genuinely asynchronous hours by design (e.g., distributed across 8+ time zones with no core overlap). CaughtShipping's fixed curfew model assumes a shared definition of 'after hours,' which breaks when your workday is staggered.

CAUTION

You have a high-autonomy culture where team members set their own boundaries and resist external monitoring, even if it is public and self-reported. The accountability mechanism depends on intrinsic motivation to keep the streak, not external enforcement.

CAUTION

Your agency's primary burnout driver is scope creep or understaffing, not individual work habits. CaughtShipping measures behavior but does not fix capacity problems; it may create resentment if teams feel monitored while under-resourced.

CAUTION

Your team uses work apps for personal projects or learning during off-hours (e.g., side code, skill-building). The tool cannot distinguish between billable and personal activity, so violations will feel false and erode trust in the system.

Bottom Line

CaughtShipping is a desktop app that monitors whether work applications remain open after a user-defined curfew, publishing violations to a public accountability wall and tracking nightly rest streaks. For agencies managing distributed teams or high-burnout roles, it creates structural accountability for after-hours work habits without blocking productivity. The Rested tier adds per-app hourly tracking and weekly report cards, enabling founders and operations leaders to identify which tools drive late-night work and intervene at the team level. Best suited for agencies where burnout visibility and rest compliance are operational priorities.

Reality Check

Trade-offs & Gotchas

Adoption requires team-wide buy-in on public accountability, which some team members may resist. The tool monitors presence only, not context, so a designer reviewing work at 9:15 PM counts as a violation even if it takes 30 seconds. ROI depends on whether your agency culture can sustain the behavioral change the Wall incentivizes.

Implementation Reality

Low effort: self-service setup with guided onboarding

Effort: 4/10Time: 4/10

Academy for CaughtShipping

Work through it in order: the course for this service first, then the modules behind it.

Course for this service

CaughtShipping Agency Implementation, Selling Rest Compliance to Enterprise Teams

Learn how to position CaughtShipping as a team wellness and productivity tool for agencies selling to mid-market operations. This course covers setting up curfew policies for client teams, interpreting per-app hourly tracking data to identify workflow bottlenecks, and building recurring revenue through Rested tier adoption and custom reporting dashboards.

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Core concepts

The mental model you need to price and scope the work.

  1. Artifact Versus Engagement SplitConcept

    The artifact is the software the client sees; the engagement is the process design wrapped around it. In AI productivity tools the artifact is nearly free: a client can buy a scheduling layer or a meeting-note app direct in about 90 seconds, so reselling the license alone produces no defensible retainer. The billable work sits in the surrounding design, meaning intake rules, routing logic, handoff standards, and the review step that keeps AI output usable. Forrester's Q3 2026 research found workflow integration, not model capability, is the bottleneck separating agencies that scale AI profitably from those running one-off experiments. A concrete pattern: an agency installs a transcription tool across client delivery, then bills for the meeting-to-task pipeline it builds on top, including who reviews summaries and how action items reach the project board. Price the design, give the artifact away, and the retainer survives the client's next procurement review.

  2. Resale Ceiling TestConcept

    The Resale Ceiling Test asks one question before an agency puts any productivity tool on a client invoice: can the client buy this in 90 seconds without us? Scheduling layers, meeting note automation, and calendar assistants almost always fail that test, which caps what an agency can charge for the license itself. The billable value sits in the process design around the artifact, not the artifact. A concrete illustration: a client can add Calendly booking links and Google Workspace Gemini drafting on their own card in minutes, so an agency that resells either as a line item competes with a checkout page. The same client will pay for a redesigned intake-to-kickoff workflow that cuts scheduling lag and meeting-note cleanup across a retainer. Run the test at proposal stage: if the tool is directly purchasable, price the engagement as workflow redesign and treat the software as the visible deliverable inside it.

  3. Process Envelope PricingConcept

    Process Envelope Pricing treats the productivity tool as the visible deliverable and the surrounding workflow design as the priced engagement. The software is the artifact the client sees; the billable work is the mapping, governance, and adoption plan wrapped around it. This matters because a client can buy Calendly or RescueTime direct in 90 seconds, so a license resale carries no defensible margin. The envelope is where agency revenue lives: intake rules, routing logic, reporting cadence, and the change management that makes the tool stick. A concrete example sits in the current market. Forrester's Q3 2026 research found workflow integration, not model capability, is the main bottleneck separating agencies that scale AI profitably from those running one-off experiments. That finding is the pricing argument: sell the integration envelope, not the seat.

13 modules selected for CaughtShipping

Frequently Asked Questions

Answers about pricing, setup, implementation

CaughtShipping monitors whether work applications remain open after a user-defined curfew (8-10 PM) and publishes violations to a public accountability wall. It tracks nightly rest streaks, generates weekly report cards, and provides per-app hourly usage data (Rested tier only). The tool never blocks applications or collects keystroke-level data; it measures presence only.

Rested costs $7 USD per month or $5 USD per month when billed annually. A free tier is available with basic curfew monitoring, public profile, and a 7-day local reports window.

Founders and Operations leads benefit most, using per-app hourly tracking to identify burnout patterns and redesign workflows. Project Managers use weekly rest report cards to correlate team rest compliance with project outcomes. Account Executives and Designers use streak tracking as a personal motivation metric and reference it in peer conversations to normalize rest boundaries.

CaughtShipping does not directly save hours on billable work. Instead, it reclaims 2-4 hours per month per Founder or Operations lead by automating burnout visibility (replacing manual check-ins) and enabling data-driven workflow fixes. The ROI compounds across a team if reduced after-hours work translates to fewer context-switching interruptions during core hours.

CaughtShipping monitors a curated list of work applications (IDEs, terminals, email clients, Slack, etc.) natively on Windows and macOS. It does not require integration with project management, CRM, or time-tracking tools; it runs as a standalone desktop app and syncs data to a personal dashboard.

CaughtShipping is opt-in at the individual level. Each team member sets their own curfew and can use emergency overrides (2 per month on Free, 1 automatic pardon per month on Rested) or pause days (4 per month on Free) to skip monitoring on known high-work nights. If a team member does not want to participate, they simply do not install the app; there is no enforcement mechanism.

The Rested tier tracks hourly usage with time zone awareness, so team members across regions see their own local curfew times. The curfew window itself (8-10 PM start, 6 AM end, minimum 7 hours) is set per user, so distributed teams can align on a shared definition of 'after hours' or each use their local time.

Free tier: only violations (which app, when, how long past cutoff). Rested tier: hourly totals per app, time zone, and streak data synced to a personal dashboard. CaughtShipping does not collect keystrokes, window titles, file names, or any content. A locked screen or sleeping machine never counts as activity.