Does pre-LOI dilgience help or hurt my chances?
October 28, 2025
by a searcher from The University of Chicago - Booth School of Business in Santa Cruz, CA, USA
I keep losing bids to what I assume are less educated offers
I have a pretty efficient approach - I spend a few days to identify any major risks, make a structure that mitigates those, and ensure I can secure debt. I have strong confidence I can close and try to convey that. The risks I find are quite obvious and material to anyone that has any depth in the industry.
But... I keep on losing to higher bids. (I am something like 0 for 10) It is clear to me that other buyers are not as deep as me and are going to discover issues post LOI. I am not sure if this is an intentional strategy (to re-trade) or accidental (ignorance / exuberance)
Note I am mostly at the low end (500-800K) these days and stay our of overheated verticals. I am bidding at the high end of what a leveraged SBA buyer can afford. I am not using outside equity but I doubt these deals are using.
I am genuinely of the belief that it is better for all parties to discover and deal with issues pre LOI, but it seems like whether true or not, the market doesn't reward that behavior. Should I stick to my guns or is my conservatism just shooting myself in the foot?
For brokers - do you value diligence pre-LOI, and how can buyers convey the benefits of that versus less prepared buyers?
EDIT: thanks all for the input! It's always good to hear that others are in the same boat. I hope all the new buyers coming into the market get quickly informed on affordability and we can get a little more rational. Best of luck all!
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