Tommy DobczykOpportunity Zone Advisor, OZ Wizard · Director of Development | Certified Opportunity Zone Advisor

Invest Smarter: Spot Fakes & Ask Tough Questions! #shorts

21 Jun 2026 · 1 min

Watch on YouTube

0:52

In this short instructional video, the speaker urges viewers to adopt a WIIFM (What’s In It For Me) perspective when evaluating investment opportunities, emphasizing the need to assess whether the other party truly has the investor’s best interests at heart. He stresses personal responsibility to scrutinize deals, leveraging an AI tool he calls the “Deal Hunter” to automatically flag potential red flags and generate a comprehensive list of probing questions. By asking these tough questions, investors can uncover hidden risks and prevent deals from going sideways, even if it makes the other party uncomfortable.

Chapters

I hope that this is valuable for all of you to learn inside of being a savvy investor, right? And I want you to get like, if you always like tune into what I call WIIFM, what's in it for me? Like when you can look at where the other person is coming from, you can see like, are they really actually in it for my highest and best interest? Most likely not. So it's up to you to do that. And again, This is where I use, uh, AI and our Deal Hunter and all of that. Like, I'll literally say, point out all the red flags, point out all— like, help give me a list of questions that I need to ask so that I dig in and find out all the things I need to know, where this can go sideways. Can— so, and, and I can guarantee it makes people really uncomfortable when I'm asking the tough questions, right?