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Jason’s Put a $5K Bounty on His Dream Chrome Extension | E2338

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Show notes

This Week In Startups is made possible by:
Every.io: https://every.io/
Northwest Registered Agent: https://www.northwestregisteredagent.com/twistdomain
Sentry: https://sentry.io/twist
Today’s show:
A product that would have cost $500,000 to build in 2006 now costs less than a used car. Jason put up $5,000 on an idea he'd been sitting on for 20 years, and so far, we’ve received dozens of amazing submissions from vibecode experts.
See how well the Top 3 demos fare, and which app was so good, Jason’s already thinking about spinning it off into a startup.
PLUS, an unhoused founder calls in asking how to raise money for not one but two pre-revenue startups? Hear Jason and Lon’s advice.
Submissions:
Submission 1 — https://annotated.wtf By Robert
Submission 2 — https://annotated.bytetalk.ai/feed By Alan Shiflett
Alan on X: https://x.com/alanshiflett
Submission 3 — https://anotated.com/ By Chirag Asarpota
Chirag on X: https://x.com/ChiragAsarpota
Relevant Links:
annotated.com bounty brief — https://annotated.lovable.app/
All active TWiST bounties — https://www.thisweekinstartups.com/bo...
The other open $5,000 bounty: a sidebar companion app for podcasts — https://www.notion.so/launch1/5K-Boun...
Timestamps:
00:00:00 Why Jason bought annotated.com
00:00:33 The original idea: highlight any sentence on the web and dispute it
00:01:25 The rules: the code is open source, and Jason can cancel any time
00:02:06 Submission 1: Robert's annotated.wtf
00:10:08 Every.io - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit https://every.io
00:12:13 Submission 1 Scoring
00:12:28 Submission 2: Allan Shifflet's take
00:13:56 What it got right: profiles, follower counts, trending topics
00:16:40 Submission 3: annotaed.com, and buying the typo domain on purpose
00:20:20 Northwest Registered Agent - Got a new business idea? Northwest Registered Agent helps you bring it to life. Get a free domain, email, phone number, and more - with no purchase required! Learn more at https://www.northwestregisteredagent....
00:23:26 Final scores, and how to enter round two
00:24:48 Incubating annotated inside a venture firm
00:29:46 Sentry - New users can get $240 in free credits when they go to https://sentry.io/twist and use the code TWIST
00:30:18 Ask Jason: a homeless founder with two startup ideas
Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com
Check out the TWIST500: https://www.twist500.com
Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp
Follow Lon:
X: https://x.com/lons
Follow Jason:
X: / jason
LinkedIn: / jasoncalacanis

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