Trevor Spencer
780 posts

Trevor Spencer
@TSpencer260
independent sponsor. finance + AI. thoughts carefully distilled and tastefully quantized.








And down goes the middle child.


When people ask me why we sold Morning Brew, I just show them this chart.




The last 3 months has radically changed the potential of how 80% of small businesses will operate. The M&A valuation process for most has not caught up yet. There are 5 levers that drive the price of a small business: → Distributable cash flow to the owner (CF) → Market rate for owner operator compensation (OC) → Durability of cash flows over time (D) → Transferability of cash flows (T) → Expected Growth Rate of Cash Flows (G) The SMB asset value equation: (( CF - OC) / (D + T)) * G This profile has typically yielded anywhere from 3-5x EBITDA depending on company specific factors. How does this change with AI? Magnitude: An overwhelming % of SMB costs are labor related. In an increasingly agentic world, a $2M company that used to be $500K SDE may now very well be a $1M SDE company. Operator comp: Agents will be easier to manage than unpredictable employees. The old school operator role might evaporate completely. Durability: Cuts both ways. A plumbing company’s revenue is as recession-resistant as it was five years ago. A bookkeeping firm with 95% client retention and five-year contracts can still face a durability problem if the underlying service is being commoditized faster than the contracts can reprice. Transferability: An owner who has spent 20 years building relationships can now work with AI systems to document processes, decision trees, and client management protocols in ways that make the business meaningfully less dependent on their continued involvement. A 0.5-1.0x key-person discount may warrant no discount at all. Growth: Most mature SMBs are priced at 0% real growth. AI breaks that assumption in both directions. Businesses on the wrong side of Jevons paradox are selling cheap commodities that will go to zero. Businesses on the right side recognize the newly opened demand and position themselves to capture it at scale. Two businesses with identical trailing financials, in the same industry, at the same EBITDA level, will sell at multiples that differ by 2-3x depending on which side of the future the business positions itself on.






We got bored. Time for Man vs. Machine x.com/i/broadcasts/1…






#1 valuable skill in this world will always be agency. Figuring shit out and getting it done. As a dad to two daughters, it is my responsibility to teach them this skill. To future proof the family legacy. I'd argue this is as close to an existential mission in a rapidly changing world as it gets. But how do you teach your kids agency? Knowledge is not the bottleneck anymore. It's more accessible than ever before (internet and media explosion). Tools are not the bottleneck anymore either. Heading in the same direction (rise of AI). At the same time, self employment rates have been declining. Self employment is a proxy for agency. Maybe the best we have. So agency is the bottleneck. Since agency is not taught in university, how do I create my own agency curriculum for my kids? The answer can't be adversity. Not going to drop my kids in some random potato field in Eastern Idaho and have them figure out how to get home. Or make them run 10 miles in the middle of winter at 4 AM, Goggins style. Maybe it's incentives. Set a goal, dangle $100 in front of them, let them figure out how to achieve it. I don't know, but someone out there must have done an evidence-based study on the habits and methods of families achieving spectacular outcomes across generations. Yes, some will likely be nature and soft skills. But there's gotta be an active nurture component to this as well. If you have come across it, please do let me know.


