The only thing I know for certain about early-stage companies is that there will be uncertainty. Even the best opportunities often twist, turn and pivot thousands of times before they produce a return for their investors.
As an angel and the Chief Investment Officer at MergeLane, I focus most of my angel investing diligence on the team. I look for founders that are tenacious enough to break through walls and clever enough to figure out how to go around them.
When I meet with entrepreneurs, I rarely ask conventional questions. Sure, I look at the pro forma, review their business model, check out the competitive landscape, etc., but I typically send those types of questions by email.
When I talk with them, I want to learn how they think and what makes them tick. These are my favorite questions to that end:
I would like to publicly thank my mom for sending a cool and collected text message after her recent accident. That simple message gave me hope that offering kindly candid feedback can, in fact, improve relationships, including the one I have with my mom.
Read more ➞Some of my biggest accomplishments and happiest moments have stemmed from a feeling of discomfort. I am going to publicly commit to staying out of my comfort zone for at least six weeks.
Read more ➞I allowed myself to include all of my “ridiculous” wants and aspirations on my list of 2023 goals, one of which was “finding a coach and co-collaborator who would agree to hold meetings from the chairlift.” Believe it or not, I was actually able to manifest that.
Read more ➞It is amazing what you can achieve if you get out of your own way.
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