24 Questions From Angel Investor Ragnar Sass Before He Says BIG FAT YES

Ragnar Sass - founder of Pipedrive (unicorn), LIFT99 & Salto (unicorns to be), and investor in 40+ startups, has put together 24 questions he considers when investing in startups.

Today, we are making them public, knowing they will help both startup founders & future angel investors.

2 years ago i published a 16 questions, what I ask from myself before making an angel investment. In last 24 months - I have looked 4000+ startups & made 20+ investments. Indeed - I have learned A LOT working with amazing founders, who have inspired me heavily to update my list. So here are 24 questions - before I will say big FAT YES!
— Ragnar Sass
  • Can I explain this business & why did I make the investment to my mom?

  • What positive impact will it have in the world & can it make the World a better place. Like IN REAL! Numbers, please.

  • Will they give back to the community & create a new environment for the future unicorn founders?

  • How useful & relevant is my personal experience & know-how for this startup?

  • Are they cool enough that I’d invite them to my own home for dinner?

  • Would I hire these folks to my own team?

  • Are they SO good I could imagine them as co-founders in my next startup?

  • Are they really self-confident & extremely positive?

  • Is any of the co-founders have what it takes to be the CEO of 400+ person company?

  • Does CEO LOVES to sell his product?

  • How proud & excited i would be as an investor (= team member ) of this startup?

  • Are they ready for BIG risks?

  • Why is the team so excited about the product?

  • Have they managed to turn me into its biggest fan?

  • How many folks in my network could be useful investors for this exact startup?

  • Can I make a list of at least 3 of my good friends whom I call so they should join the company ASAP?

  • What could I win & learn personally from this journey if the startup fails?

  • Can I imagine investing in the same founders if they start their next company?

  • Do they really care about company culture & PEOPLE?

  • Can they hire people who are much smarter & much much more experienced? Thanks to Merit Valdsalu

  • Can I explain to my wife why I have a call with a founder at 01.00 AM or during a romantic vacation? Thanks to Alexander Khuda

  • Would I trust them asking advice about the next investment opportunity? Thanks to Anna-Liisa Palatu

  • Will they survive a full pivot? Or the second one? Thanks to Johannes Tammekänd

  • Would this founder survive a 100 km boat marathon with me as a co-pilot? Thanks to Dan Mashiter

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