MB508: How High-Achievers Sabotage Great Deals (And How to Stop) — With Derrick Lind
Financial Freedom with Real Estate Investing
Michael Blank
4.7 • 577 Ratings
🗓️ 26 January 2026
⏱️ 36 minutes
🧾️ Download transcript
Summary
In this episode, Michael sits down with Derrick Lind, a structural engineer with 25 years of experience who transitioned from single-family rentals into multifamily syndication. Derrick shares how his analytical mindset both helped—and initially held him back—as he navigated analysis paralysis, conservative underwriting, and fear of taking action. He also discusses how mentorship, networking, and ultimately writing a book (Real Estate Investing for Engineers) helped him break through and close larger deals with confidence.
Key Takeaways
- Analytical strengths can become liabilities — engineers and professionals excel at analysis but often struggle to take action without perfect information.
- Single-family rentals become inefficient at scale, leading many investors to multifamily for better operations, valuation control, and professional management.
- You don’t need 100% certainty to move forward — real estate is forgiving, and most deals allow room to adjust after closing.
- Mentorship and networks accelerate growth by providing experienced perspectives, deal flow, and partnership opportunities.
- Being overly conservative can prevent deals entirely — it’s better to manage risk than avoid it altogether.
- Authority builds credibility — writing a book positioned Derrick as a trusted expert and opened doors with investors and partners.
Check Out His Book
Real Estate Investing for Engineers: Grow Passive Income with a Technical Mindset - By Derrick Lind
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Resources
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For full episode show notes visit: https://themichaelblank.com/podcasts/session508/
Transcript
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| 0:00.0 | Hey, dealmakers, welcome to the show where it's all about financial freedom with real estate. |
| 0:03.7 | Let's do this. |
| 0:12.0 | So today on the show, I have Derek Lind, a structural engineer, I've been doing it for 25 years. |
| 0:16.7 | And like so many real estate investors got started with some flips and some rentals and then finally |
| 0:22.2 | scratched ahead going, my gosh, this isn't really profitable. And it was starting to become |
| 0:26.7 | kind of a pain of butt when he got up to five properties before getting into multifamily. And that's |
| 0:31.2 | kind of when he joined us as well. And so as an engineer, he's got a blessing and a curse, right? |
| 0:35.6 | Blessing, very structured, great with numbers, but more engineer, he's got a blessing and a curse, right? Blessing, very structured, great |
| 0:38.6 | with numbers, but more cursed because he suffers as many engineers do from this analysis, |
| 0:43.8 | paralysis. And it's not just engineers. There's also professionals, attorneys, doctors, |
| 0:48.6 | people that have to be very careful in what they're doing. And in many cases, that serves them. |
| 0:56.4 | Instruction engineer, if they don't have a blueprint, that's 100% ready to go. |
| 0:59.9 | You know, bad things will happen. |
| 1:01.2 | Same thing with a surgeon. |
| 1:02.3 | If they're not very, everything's planned out, precise, right up front, people are going to die. |
| 1:06.7 | Right. |
| 1:07.0 | So it's very, very important for certain professions, which serves them very well, but in other aspects, once they get into the world of entrepreneurship, it breaks down a little bit. So that strength that was very, something that was really helped him get ahead in their career is going to start holding them back. And we talk about it on the show here because he struggled with that as well and so many people do. In fact, he wrote a book on it, just came out recently on Amazon called Real Estate Investing for engineers. |
| 1:32.7 | And he has literally five chapters talking about all the different reasons that the analytical types do not move forward with the thing that they want to do, |
| 1:40.4 | which is typically getting involved in real estate, syndications, that kind of stuff. |
| 1:45.0 | I don't have the time. It's not, I don't have the money. I don't know how to do this. The market's not right. The interest rates are too high, right? Wherever the case may be. And we really talk about how overcoming that. So I hopefully you'll get a lot of benefit from this because a lot of people struggle with that. It's the one thing that they want to do. Yes, they want to do this multifamily |
| 2:03.9 | syndication things so that they become financially free, but they're still afraid to pull the trigger. And, you know, and Derek talks about that. How did he struggle? How did he struggle with that? How did he overcome that as well? So also, how did he get into his first deal? And we talked also about writing a book because a lot of people want to write a book and don't do that. He wrote a book. We talked about that in the show as well. So with that, let's get an interview with Derek Lent. Derek, welcome to the show today. Hey, good to be here. Yeah, so you've done a significance. You were participating in a pretty big deal, and you also wrote a book about real estate investing, which is super interesting. What I know about you is that you're a structural engineer. You've been doing it for a long time. And so why in the world did you start looking into real estate? And if so, what did you start looking into? Like, |
| 2:51.8 | just rewind the clock a little bit here. What was going on in your life where you're like, |
... |
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