Look, I have confidence in myself to the point where it borders on ****iness. I think a significant contributor to that confidence is understanding my strengths and weaknesses.
I am not saying this because I don't believe in myself; I'm saying this because I have a track record of failing in this area:
- I could not sell free money to businesses with ERC - Post-pandemic, I became a referral partner for a company that specialized in getting businesses money from the IRS if they paid their employees wages during the government shutdowns. I would go door-to-door for hours in my nearby shopping centers, I would cold call businesses from a database list, and I would run mass email campaigns to business owners. Most businesses were skeptical about the prospect of free money, and once they believed me, they would shop elsewhere for a service that was doing what I was promoting, for cheaper. I only managed to get 2 very small businesses to go through the program before the IRS shut the whole thing down due to too many bad actors in the space taking advantage of businesses.
- I could not sell my ad agency to mortgage lenders - Having worked at a lender before moving back in with my parents, I thought I would have enough of an understanding of the business to sell this service to them. The prospects I would get on calls with had doubts about me being able to deliver on the service, given the market, and didn't want to pay until after a client closed and funds were disbursed (usually a 3-month sale cycle). I had 2 guys go through free trials and get no results because they were insistent on marketing refinance products only (in a market with a very high interest rate), and the one client I did close, I changed the model to accommodate (pay-per-close). He never did close either - I got him around 1 lead per day, he would attempt contact once, then never again.
- I could not sell my SAAS tool to mortgage lenders - I took the above model, thought maybe the price was too high, and decided to switch to a cheaper done-with-you rather than a done-for-you business model. I quickly realized the price wasn't necessarily the objection; it was that I was dealing with customers who wanted to only pay for results (which I couldn't promise, because I'm not the one calling and selling to the leads), wanted everything done for them, and wanted to pay as little as possible - a sentiment that extended to their ad budgets, which somehow surprised them when they weren't getting any leads at $10/day. I had one guy verbally agree, drag his feet for 2 months at my own expense, keeping everything running, waiting for him to get on board, then decided to close it down when he started asking about pausing and resuming, depending on the busy season.
- I could not sell my lawn service to pretty much anyone - Before I shut down that business, I had something like 80 leads and only 3 closes. 2 of those closes were on the lowest-tier plan, and the 3rd wasn't even on a full plan (he wanted a spray plan for weeds, and only for a few months). People appreciated talking to me, but weren't willing to pay monthly for a service like this. Everybody wanted to pay per cut, at the lowest possible price, and expected it to be cut every week at that price. It cost me a lot of money to acquire and service 3 customers on the cheapest plans.
However, I'm seeing some success with selling the dating coaching, because of the point I made here:
I believe the disconnect has been a lack of product-founder fit, as opposed to product-market fit.
I did. It's a 5-year-old article written about sales, written by a sales coach who doesn't want to give an objective yes or no answer. He doesn't provide any actual statistics of his belief, and cites Cialdini's findings throughout history as evidence of looks overcoming qualifications (though none specifically).
It's basically an article about what the author THINKS, and how he ultimately describes that people do business with people they like, and that all other things being equal, he ASSUMES they will like somebody more attractive.
I can tell you from personal experience that good looks aren't ALWAYS a privilege. I've had girls I've matched with think that my profile was fake. I've had girls tell me that they were intimidated by me - just the other day at the gym, I had a friend tell me a girl there was asking about me...I'd hit on her about 2 months ago (not the one from the thread), she agreed to grab drinks, and never responded to my texts, but was always happy to see me and would say hi at the gym now...she was asking my friend if I was a good guy 2 whole months later when she wouldn't even respond for a date. She assumes I'm an a**hole and wants assurance that I'm not, a conclusion she's drawn only from me approaching her and asking her out.
Just look at my promo thread and see how many forum members discredited me because I'm good-looking NOW.
I am a straight, good-looking, white male in 2025. I would argue that puts me at a disadvantage in some areas because people make the assumption that I am the most privileged.