Hosted by Keith Dee, Osage Advisors
This podcast taps the expertise of Keith Dee, President and CEO of Osage Advisors, with more than 30 years of experience advising business owners and families of midsize companies and helping them maximize value through M&A and capital transactions.
100 episodes · publishes weekly · latest 2026-06-25 · ~15 min/episode
Rank
#4275
Substance
54.0
/ 100
Breakdown
Scored 2026-07
Updated monthly
Across the index
#4275 of 6183
Substance
Top 69%
outscores 31% of the index
The Ins and Outs of Selling a Business ranks #4275 on The B2B Podcast Index with a substance score of 54.0 out of 100, scored across 1 recent episode. It scores highest on guest caliber and insight density. Mark Emmer is a credible strategic planning practitioner with a substantial client roster (200+ organizations) and real Vistage-level exposure to mid-market CEOs, but he speaks as a consultant-advisor rather than as an operator who has personally built and exited a business at scale, limiting the depth of hard-won practitioner insight.
Averaged across 1 recently scored episode, with cited evidence.
There are a handful of useful, if not novel, observations - particularly on earnout psychology and the danger of post-close rigidity - but most of the episode is familiar M&A preparation advice padded with pleasantries and host monologues. The density of actionable ideas per minute is low for a 20-minute runtime.
“the seller is holding on too tight to what they did before. You know, so if you're in an earn out situation and now you're working for somebody else, it's not your problem anymore”
“sellers have earnouts, you know, they only get to the end of their earn out like half of the time because they get kind of checked out”
The episode recycles standard sell-side advisory wisdom - advisors matter, market position drives premium, alignment is key, second bite of the apple - with no contrarian or first-principles framing. The Marsalis anecdote is the lone attempt at a fresh angle but is applied as a generic 'preparation beats chaos' metaphor.
“in times of chaos, we need to be more deliberate, we need to be more process driven. In other words, we earn the right to be agile through preparation”
“I think of uh, a, uh, strategy like it's a sheet of music and we're a symphony and everyone has to play their part”
Mark Emmer is a credible strategic planning practitioner with a substantial client roster (200+ organizations) and real Vistage-level exposure to mid-market CEOs, but he speaks as a consultant-advisor rather than as an operator who has personally built and exited a business at scale, limiting the depth of hard-won practitioner insight.
“I've had several clients in transactions recently that not only did they max out their earnout, they got stock in the, uh, purchasing company, which was more valuable than their business was”
“Mark facilitated strategy for more than 200 organizations”
The episode is almost entirely abstract: no named companies, no cited research, and the only figures are hypothetical round numbers offered by the host as illustration rather than real deal data. The single quasi-statistic ('half of the time' on earnouts) is completely unattributed.
“they only get to the end of their earn out like half of the time”
“you got 10 million for your company you stayed with for three years. They sell out down the road at a 3x or 4x or 5x, and next thing you know, you get another check for 20 million”
The host frequently answers his own questions with lengthy anecdotes and statements that seek validation rather than new information, leaving the guest little room to develop ideas; there is no meaningful pushback, challenge of claims, or productive disagreement across the entire episode.
“I mean I had a situation where you know, the son and the father, the son didn't, didn't want it to go and the father says I need to go. Right. And, and he did everything in his power”
“you know, um, in today's market we are seeing more structure in deals that um, is contingent notes, earnouts and you know Typically we talked about this before”
First period on the Index - history builds from here.
1 scored on substance · 60 tracked in total.
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