For solopreneurs

No boss. Still a deadline.

Nobody notices when you skip a day. Skipless does. Commit to the work that pays, pick your penalty, and choose who hears when you miss.

What will you commit to?
What does a skip cost you?
10 outreach messages each weekday. Skip it once, and you pay $50.
Get started for freeFree while Skipless is in beta. Change anything before you sign.

Not ready yet? See how it works

Sound familiar?

Working for yourself means freedom. It also means nobody checks. Skipless gives you what a good boss would: targets, deadlines and someone who asks.

“I’ll start prospecting once the website’s finished.”

“Another day of research. Zero messages sent.”

“The launch date moved. Again.”

Skipping always costs you. Just not today.

Nobody notices a skipped day. Your bank account does, eventually.

Day 1Skip prospecting. Nothing happens.
Week 2Push the launch back. Still nothing.
Month 6The pipeline is empty. The bills aren’t.
Year 5Still where you started, watching others pull ahead.
With SkiplessMiss your outreach, pay $50 within a day. Not in five years.

When skipping costs something now, doing the work gets easier.

How Skipless works for solopreneurs

Real screens from the app. Two minutes to set up.

Step 1

Commit to the work that pays

Outreach, shipping, deep work, the launch you keep pushing back. Pick what moves revenue, set the deadline and sign.

Commitments solopreneurs make
10 outreach messages each weekdayShip one feature every FridayTwo hours of deep work before noonLaunch the landing page by 30 Nov
Contract · Send 20 outreach messages

I will send 20 outreach messages to potential clients every week. I check in by 5:00 pm each Friday, proven by self check-in and confirmed by Alex (if Alex doesn’t answer within 24 hours of a deadline, my check-in stands). Each missed week costs $50, charged after a 24-hour dispute window. Alex hears about every miss.

Schedule
Once a week · by 5:00 pm Friday
Proof
Accountability partner · confirmed by Alex
Penalty
$50 per miss · Skip Message
Appeals
Check me
Type your name to signSam Taylor
Sign and lock in
Step 2

Choose what a skip costs

Set the price while you’re clear-headed. It’ll be waiting when “research” starts to feel like work.

Money$50 for every missed week. Suddenly prospecting feels easy.
A Skip MessageYour partner gets it if a miss stands: “I skipped my outreach. Coffee’s on me, plus a progress update.”
Or bothFor the work that pays the bills.

Nothing is charged until a miss stands for 24 hours, so you can always appeal.

Step 3

Report in, like you had a boss

Sent them? Tap Yes, I did it. A partner confirms each check-in, so every week ends with a two-minute report.

Send 20 outreach messagesDue today by 5:00 pm
$50
3h 40m left
Yes, I did itNo, I didn’t
Deep work before noonDue today by 12:00 pm
$10
Checked in at 11:52 am. Confirmed by Alex.
Step 4

Skip, and your partner knows by 5:01

The people you picked get a text or email the moment you miss. If the miss stands, your Skip Message follows and any money is charged.

Working for yourself shouldn’t mean nobody checks.

No app store. Just your home screen.

Add Skipless to your home screen and it opens like an app. Nothing to download or update.

On iPhone
  1. Open skipless.app in Safari, tap ••• then Share.
  2. Tap View More, then Add to Home Screen, then Add.
  3. Open it and log in once with the code from your email.
On Android
  1. Open skipless.app in Chrome.
  2. Tap Install app, or open the ⋮ menu and tap Add to Home screen.
  3. Open Skipless from your home screen.

Why it works

Losing feels about twice as bad as gaining.1 Deciding ahead helps too: when Nobel laureate Richard Thaler had people commit in advance to save part of future pay rises, their savings rate rose from 3.5% to 13.6%.2 And Stanford researchers found people who got regular check-ins were doing 51% more exercise a year later.3

  1. Brown, Imai, Vieider and Camerer. Meta-analysis of 607 estimates of loss aversion. Journal of Economic Literature, 2024.
  2. Thaler and Benartzi. Save More Tomorrow. Journal of Political Economy, 2004.
  3. King and colleagues, Stanford University. Health Psychology, 2007.

Findings from the studies named, not results from Skipless users.

Questions

Isn’t this just a to-do list?

A to-do list doesn’t care when you skip. Skipless adds a deadline, a penalty and someone who hears about it.

What stops me from just tapping Yes?

Your partner. They confirm each check-in, and if they say no, it’s a miss.

What if a client emergency takes my day?

Appeal within 24 hours. Nothing is charged while your appeal is open.

Is it free?

Yes, while Skipless is in beta. After that, one commitment stays free.

Skip once, pay once. Or don’t skip.

Set the deadline your boss would have.