The 99% of UNsuccessful Entrepreneurs Were Risk-Takers Too!! So…

“Risk-Taking” has basically become an entrepreneurial badge of honor. The greater the initial risk, the cooler the retrospective story — if, If, IF *IF* the story ends up being a *SUCCESS* story!

But… is this Causation or Correlation?

If I constantly see photos of sad people sitting in front of brick walls… can I conclude that brick walls are the CAUSE of sadness?!?

Does the successful entrepreneur achieve success BECAUSE of his/her risk-taking? IN SPITE OF his/her risk-taking? Or REGARDLESS of his/her risk-taking?

And couldn’t/shouldn’t we ask all those same questions about the role of “risk-taking” in the FAILURES of the UNsuccessful Entrepreneurs?

You will OFTEN hear about / read about the <1% whose big RISK-TAKING resulted in great success, fame, wealth, etc. But you will RARELY hear about the >99% whose big risk-taking led to failure — accompanied by stress, anxiety, regret, depression, bankruptcy, divorce… — or worse!

So… What’s My Point?

*AND WHY DOES IT EVEN MATTER* if we‘re giving “RISK-TAKING” too much credit for entrepreneurial success stories??

  • It matters because it creates a startup culture that (unnecessarily — and, in my opinion, unwisely) encourages risk-celebration and risk-glorification (rather than risk-mitigation)…
  • It matters because it indirectly encourages “risk-tolerance levels” to be used as a primary means of differentiating “REAL” Entrepreneurs from those who “don’t have what it takes”
  • It matters because it establishes caution, risk-aversion, and pragmatic decision-making (a reluctance to ignore probability and statistics by going “All-In / Full-Time” initially) as bad things, as weaknesses, as a “weeding out” criterion (for “what it takes to be an entrepreneur”), essentially choosing Optimism Over Objectivity and prioritizing “risk-taking & risk-tolerance” ABOVE criteria like: Intelligence? Talent? Skill? Ability? Expertise? Creativity? Passion? Hustle? Motivation? Determination? Dedication? Work Ethic?
  • And that all matters because it’s pushing away a HUGE talent pool of potentially-phenomenal founders, co-founders, and entrepreneurial employees (who could have been valuable assets to a plethora of Idea Stage / Pre-Revenue startups, if only it weren’t so frowned upon to mitigate risk and start as a part-time entrepreneur — Sacrificing Weekends And Nights #SWANstartups)… And it’s keeping this HUGE talent pool away from YOUR Startup… from MY Startup… and from a yet-to-be-founded, Game-Changing Startup [that will one day create the medical device that will be used to cure the rare form of cancer that your future grandchild will one day get diagnosed with!]**

**[Editor’s Note: Maybe that last part was a bit dramatic, but hopefully you get the point — The entire startup community is missing out on MANY talented would-be entrepreneurs (albeit initially part-time entrepreneurs), because we’re hung up on this “all-or-nothing” mentality and rhetoric.]

It’s kinda crazy if you think about it, to judge or look down upon (or push away) those whose only/primary “flaw” is that they simply aren’t comfortable with taking a risk that has a proven track record of ~99% Failures!?!*


That’s how excessively wordy I am!
I thought you needed a break!
Though I should probably just make this a separate post at some point…

ACT 2 BEGINS IN 3… 2… 1…

If the GOAL is more successful startups (rather than just simply keeping the “Entrepreneur Club” exclusive to those with the risk-tolerance or personality type or personal financial situation to take the plunge and go “All-In/Full-Time” — prior to achieving any of Objective Indicator of better-than-average success/fail odds?)… WHAT IF we (as a startup community) start thinking about (and implementing!) more ways to proactively MITIGATE/REDUCE RISK for potentially-GREAT entrepreneurs, co-founders, and entrepreneurial employees — who might be PHENOMENAL, GAME-CHANGING ADDITIONS TO STARTUPS — but for whom it’s ONLY risk-tolerance / risk-aversion keeping them away?

For Discussion/Debate:

If you had to choose one, would you build your core startup team with people from Group 1 or Group 2:

- Average intelligence, minimal experience, no areas of expertise, but open to learning new things, particularly if you can teach them…
- Born risk-taker, able to work FULL-time (for no pay or below-market pay — minimal opportunity cost because they’ve never really had a real/regular job and don’t really want to).

- Super-smart, great experience and expertise, one of the best at what they do (coding, design, sales, digital marketing, whatever) — therefore probably twice as effective/efficient (minimal learning curves necessary) compared to an average/new person. However —
- Not a risk-taker. Really likes what you’re doing but, (as a pragmatist who recognizes the realistic likelihood of startup success as a long-shot,) no way are they leaving the comfort/security of their current high-paying job (that’s crazy!), could only commit 10 to 20 hours/week, primarily weekends and nights (for no pay or below-market pay). Would be open to going all-in/full-time after you have achieved some Objective Indicator that you’re not just one of the 99% of startups that will fail despite truly believing you are the 1% that will succeed.

DO YOU REALIZE how many people there are out there (from GROUP 2) who would be INCREDIBLE ASSETS to your startup, except for the fact that (due to their personal risk-tolerance, financial situation, personality type, whatever) they are simply not willing (or able) to give up their current salary/benefits to join you?

If any of the above resonated with you and you’d like to discuss further — or might be interested in working with us to build-out a program or two (The S.W.A.N. Startup?Sacrificing Weekends And Nights!), to help promote these ideas, attract GREAT part-time entrepreneurs, and actually build/launch some cool “Starter Startups” based on some of our “ Improvement Ideas & Initiatives”, please get in touch! —

P.S. And/Or, if you completely disagree with everything I wrote and would like to discuss or debate (or just tell me why you think I’m an idiot), I’d honestly love to hear from you too! —


Entrepreneurial Epiphanies & Lessons Learned + Thoughts & Theories Pertaining to Problems & Pitfalls + Innovative Improvement Initiatives → → 19 “STARTER STARTUPS” IN 2019?! (Pitching for PART-TIME Partners!) - P.S. Talk to us if you're interested/intrigued by ANY of our stuff!

“ReThinking Startups”

Written by

JOIN US in ReThinking Startups / ReThinking WHATEVER! LAUNCH & LEARN! New Products, Content, Marketing, Side Hustles, STARTER STARTUPS!


Entrepreneurial Epiphanies & Lessons Learned + Thoughts & Theories Pertaining to Problems & Pitfalls + Innovative Improvement Initiatives → → 19 “STARTER STARTUPS” IN 2019?! (Pitching for PART-TIME Partners!) - P.S. Talk to us if you're interested/intrigued by ANY of our stuff!

Welcome to a place where words matter. On Medium, smart voices and original ideas take center stage - with no ads in sight. Watch
Follow all the topics you care about, and we’ll deliver the best stories for you to your homepage and inbox. Explore
Get unlimited access to the best stories on Medium — and support writers while you’re at it. Just $5/month. Upgrade