sethserver.com All Assessments
Assessment

Should You Bootstrap or Raise?

Both paths are real. This tells you which one fits what you're actually building.

Includes a personalized analysis written by Seth based on 20+ years of engineering and startup experience.

19 questions · ~4 minutes
Question 1 of 19 Capital Requirements

How much does it cost to build and launch a working version?

Question 2 of 19 Revenue Timeline

How long until you can realistically charge your first customer?

Question 3 of 19 Revenue Timeline

What does your sales motion actually look like?

Question 4 of 19 Market Dynamics

Who are your customers - businesses or consumers?

Question 5 of 19 Market Dynamics

Once customers start using your product, how sticky is it?

Question 6 of 19 Revenue Timeline

How long is your typical sales cycle?

Question 7 of 19 Market Dynamics

How do you plan to reach your first 100 paying customers?

Question 8 of 19 Capital Requirements

How big does the team need to be to ship version one?

Question 9 of 19 Founder Situation

How do you actually feel about taking investor money and what comes with it?

Question 10 of 19 Market Dynamics

Does your business model require market dominance to work?

Question 11 of 19 Revenue Timeline

How long do you realistically expect it to take to find product-market fit?

Question 12 of 19 Founder Situation

How much personal financial runway do you have?

Question 13 of 19 Capital Requirements

Do you have existing customers or contracts that could bridge early revenue?

Question 14 of 19 Founder Situation

Do you want to build a large company or a sustainable business?

Question 15 of 19 Founder Situation

Have you actually talked to a founder who bootstrapped a company similar to yours?

Question 16 of 19 Market Dynamics

How competitive is the market you're entering and how fast is it moving?

Question 17 of 19 Market Dynamics

How defensible is your position without scale?

Question 18 of 19 Capital Requirements

How many people do you need to hire in the first 12 months to execute the plan?

Question 19 of 19 Founder Situation

Are you willing to give up equity and board control?

One last step.

Enter your email to unlock your score, category breakdown, and a personalized analysis with article recommendations based on 20+ years of engineering and startup experience.

No spam. Unsubscribe anytime.

Thinking...

This takes a few seconds while we generate your personalized analysis.

0 out of 100

Category Breakdown

What to do next

Try Another Assessment
Newsletter

Want more like this?

I write about AI, Python, databases, and startups. One email, once a week.

Subscribe →