A YC founder contrasts a startup that was not growing, where 140 investor conversations produced two angel checks, with a growing startup that raised its seed round in one week. Michael says having a demo, product, or MVP with customers usually gives founders more leverage. Dalton argues that fundraising before testing a product can come from fear that customers will reject it.
YC Founders Made These Fundraising Mistakes
Speakers
Y Combinator’s Michael Seibel and Dalton Caldwell discuss fundraising mistakes and founder decision-making on Rookie Mistakes.
Dalton says founders can mistakenly treat investors like teachers whose approval they need to earn. He suggests directing that energy toward customers and their problems instead. As a practical check, he recommends tracking time spent talking with customers and building product: 80 to 90 percent of waking work time suggests a healthy focus, while 20 percent suggests a problem.
A founder advises raising only the amount needed and staying lean. Dalton compares money to food rather than oxygen: companies need resources, but too much can cause problems. He says customer revenue and demand can sustain growth, while having fewer resources can push a company to innovate.
Dalton points to Facebook’s early advertising revenue and Google’s popularity before its first funding as examples of companies that were not desperate for cash. He argues that strong traction can lead to better fundraising terms and greater founder ownership. He also encourages founders to learn from companies with substantial revenue, rather than comparing themselves only with startups that have high valuations.
Takeaways
- Use customer growth and product evidence to build fundraising leverage.
- Test whether fear of customer rejection is driving you to raise too early.
- Track how much time goes to customers and product work.
- Raise for a clear need; more cash can create pressure to spend.
- Choose role models by durable business results, such as revenue, rather than valuation alone.
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What was claimed 7
- role atDalton Caldwell is managing partner at
Y Combinator
“being a YC partner”
0:00inThe Hard Conversations Founders Don't Want to HaveYouTube Verified18 sources· Talk
- role atMichael Seibel is worked at YC at
Y Combinator
“I help run the accelerator.”
0:00inHow to Plan an MVPYouTube Verified17 sources· Talk
- featureRookie Mistakes: Shares YC founders' rookie mistakes to help others avoid them
“We've asked YC founders for their rookie mistakes so we can share them with you”
YouTube Unverified1 source· Talk
- role atBrian Chesky is co-founder at
Airbnb
“Brian Chesky at Airbnb”
YouTube Unverified1 source· Talk
- role atMark Zuckerberg is technical founder at
Meta
“I believe this is why Zuckerberg owns so much of the company at exit”
YouTube Verified2 sources· Talk
- metric
Meta: Apparently always profitable, including as a small college social network
“Facebook was apparently always profitable”
YouTube Unverified1 source· Talk
- metric
Google: Had significant traction before raising its first dollar“It was a really popular search engine before they raised a single dollar”
YouTube Unverified1 source· Talk










