
Hosted by Dean Jackson & Dan Sullivan
Join Dean Jackson & Dan Sullivan as they talk about the Joy of Procrastination.
98 episodes · publishes fortnightly · latest 2020-10-01 · ~64 min/episode
Rank
#3834
Substance
57.0
/ 100
Breakdown
Scored 2026-07
Updated monthly
Across the index
#3834 of 6183
Substance
Top 62%
outscores 38% of the index
The Joy of Procrastination ranks #3834 on The B2B Podcast Index with a substance score of 57.0 out of 100, scored across 1 recent episode. It scores highest on guest caliber and specificity & evidence. Speaker A is recognisably Dan Sullivan (Strategic Coach founder) and Speaker B appears to be Dean Jackson, both genuine practitioners with real business track records. However, the format is a loose private chat rather than a structured knowledge-extraction exercise, so their actual expertise is poorly showcased.
Averaged across 1 recently scored episode, with cited evidence.
The episode occasionally surfaces interesting conceptual reframes - Zoom as transportation vs. communication, humans transforming rather than processing information - but these are buried under extended filler: jokes about Canada's military, CHAZ commentary, sports speculation, logistics about sending PDFs, and long personal anecdotes about Ella Fitzgerald and colorized WWI footage. The signal-to-noise ratio across 67 minutes is very poor.
“humans don't process information. We transform information”
“I mean, uh, uh. Anyway. But, uh, anyway. But it just seems to me that this is holding on to old things”
There are a handful of genuinely interesting framings - Zoom as a transportation system with 'virtual real estate' along the tracks, the inequality/unequality distinction (unfairness vs. uniqueness), and humans as information transformers rather than processors - but none are developed with rigor or taken to a useful conclusion; they surface and disappear.
“inequality means that there's massive amount of unfairness, and unequality means there's massive amount of uniqueness”
“Zoom as a transportation system. But what's really interesting, what's happening in the territory next to the tracks”
Speaker A is recognisably Dan Sullivan (Strategic Coach founder) and Speaker B appears to be Dean Jackson, both genuine practitioners with real business track records. However, the format is a loose private chat rather than a structured knowledge-extraction exercise, so their actual expertise is poorly showcased.
“I've now done eight six hour workshops, you know. And uh. And I've kind of got it down where I, I'm not worried about the structure or anything else.”
“25 years of thinking will immediately arrive at the scene when you see what I've done with this”
The Lodestone/David Riling case study is the strongest passage - real names, real numbers, a specific use case with PPP loan context - and provides more concrete detail than most conversational B2B podcasts manage. Outside of that segment, evidence is largely anecdotal or hand-waved.
“David had uh, distributed 1500 loans... he put out to 1500, 1200 said they'd like to come. 800 showed up. But it was interesting. 800 showed up in 800 stayed. Not a person left during the hour.”
“So far we've got one free uh, zone client who's used it to great effect. And that was David Riling, if you'll remember, he's got the community banks in Minneapolis.”
This is two friends rambling with essentially zero host craft - no sharpening questions, no pushback, no follow-through when an idea is raised. Speaker B's responses are almost entirely affirmative ('I love it,' 'yeah,' 'wow') and the conversation lurches between unrelated topics with no editorial control.
“B: Wow, that's an interesting thought. So what is your, what's your observation? A: Well, first of all, to be conscious that there is territory next to the tracks.”
“B: I love that. A: Yeah, it really is.”
2020-10-01
First period on the Index - history builds from here.
1 scored on substance · 60 tracked in total.
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