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Apr 24, 2024 · 46m · startup-ideas

$100M+/Year Founder Reveals a Brilliant Startup Idea Built on Top of Twitter

Jason Cohen · 32m spoken Greg Isenberg · 8m spoken
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Serial entrepreneur Jason Cohen joins Greg Isenberg on the Startup Ideas Podcast to share high-potential startup opportunities, including an engagement-focused social media tool, lightweight customer data platforms, and AI-assisted strategy software.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Greg holds 19.7% of the talking time here. How this is scored →

Greg as informed peer 3.8 Guest teaching 4.0 Guest disagreement 2.3 Greg pushing back 1.3
05100:0015:0030:0045:002:20–17:57 · Greg as informed peer 5/10 Startup Idea: High-Efficiency Social Media Management Workflow Jason breaks down his custom Twitter workflows and follower algorithms while Greg contributes ideas around feed mechanics and UX productization. When Greg suggests predicting reply volume, Jason quickly pushes back that such precision is unrealistic.17:58–29:11 · Greg as informed peer 4/10 Startup Idea: Unbundled and Affordable Customer Data Platforms Jason corrects Greg's claim that Segment got lost, explaining that moving upmarket was deliberate. Jason also dismisses Greg's suggestion of building for lawyers by detailing why legal tech is historically a graveyard for SaaS startups.29:12–45:00 · Greg as informed peer 6/10 Startup Idea: Strategy Facilitation Software and Modern Agency Models Jason provides an in-depth breakdown of practical business strategy versus useless SWOT frameworks. Greg brings in his own direct agency experience running Late Checkout to validate how software and proprietary systems differentiate service businesses.45:00–46:01 · Greg as informed peer 0/10 Podcast Conclusion and Guest Contact Information Standard outro where Greg plugs social channels and Jason shares his handle and blog information.2:20–17:57 · Guest teaching 4/10 Startup Idea: High-Efficiency Social Media Management Workflow Jason breaks down his custom Twitter workflows and follower algorithms while Greg contributes ideas around feed mechanics and UX productization. When Greg suggests predicting reply volume, Jason quickly pushes back that such precision is unrealistic.17:58–29:11 · Guest teaching 7/10 Startup Idea: Unbundled and Affordable Customer Data Platforms Jason corrects Greg's claim that Segment got lost, explaining that moving upmarket was deliberate. Jason also dismisses Greg's suggestion of building for lawyers by detailing why legal tech is historically a graveyard for SaaS startups.29:12–45:00 · Guest teaching 5/10 Startup Idea: Strategy Facilitation Software and Modern Agency Models Jason provides an in-depth breakdown of practical business strategy versus useless SWOT frameworks. Greg brings in his own direct agency experience running Late Checkout to validate how software and proprietary systems differentiate service businesses.45:00–46:01 · Guest teaching 0/10 Podcast Conclusion and Guest Contact Information Standard outro where Greg plugs social channels and Jason shares his handle and blog information.2:20–17:57 · Guest disagreement 3/10 Startup Idea: High-Efficiency Social Media Management Workflow Jason breaks down his custom Twitter workflows and follower algorithms while Greg contributes ideas around feed mechanics and UX productization. When Greg suggests predicting reply volume, Jason quickly pushes back that such precision is unrealistic.17:58–29:11 · Guest disagreement 5/10 Startup Idea: Unbundled and Affordable Customer Data Platforms Jason corrects Greg's claim that Segment got lost, explaining that moving upmarket was deliberate. Jason also dismisses Greg's suggestion of building for lawyers by detailing why legal tech is historically a graveyard for SaaS startups.29:12–45:00 · Guest disagreement 1/10 Startup Idea: Strategy Facilitation Software and Modern Agency Models Jason provides an in-depth breakdown of practical business strategy versus useless SWOT frameworks. Greg brings in his own direct agency experience running Late Checkout to validate how software and proprietary systems differentiate service businesses.45:00–46:01 · Guest disagreement 0/10 Podcast Conclusion and Guest Contact Information Standard outro where Greg plugs social channels and Jason shares his handle and blog information.2:20–17:57 · Greg pushing back 2/10 Startup Idea: High-Efficiency Social Media Management Workflow Jason breaks down his custom Twitter workflows and follower algorithms while Greg contributes ideas around feed mechanics and UX productization. When Greg suggests predicting reply volume, Jason quickly pushes back that such precision is unrealistic.17:58–29:11 · Greg pushing back 2/10 Startup Idea: Unbundled and Affordable Customer Data Platforms Jason corrects Greg's claim that Segment got lost, explaining that moving upmarket was deliberate. Jason also dismisses Greg's suggestion of building for lawyers by detailing why legal tech is historically a graveyard for SaaS startups.29:12–45:00 · Greg pushing back 1/10 Startup Idea: Strategy Facilitation Software and Modern Agency Models Jason provides an in-depth breakdown of practical business strategy versus useless SWOT frameworks. Greg brings in his own direct agency experience running Late Checkout to validate how software and proprietary systems differentiate service businesses.45:00–46:01 · Greg pushing back 0/10 Podcast Conclusion and Guest Contact Information Standard outro where Greg plugs social channels and Jason shares his handle and blog information.

speaking balance: gold is Greg, purple is the guest (3 minute bins)

0:00 · Greg 18.5% · guest 81.5%0:00 · Greg 18.5% · guest 81.5%3:00 · Greg 0% · guest 100%3:00 · Greg 0% · guest 100%6:00 · Greg 27.9% · guest 72.1%6:00 · Greg 27.9% · guest 72.1%9:00 · Greg 22.3% · guest 77.7%9:00 · Greg 22.3% · guest 77.7%12:00 · Greg 6.7% · guest 93.3%12:00 · Greg 6.7% · guest 93.3%15:00 · Greg 41.9% · guest 58.1%15:00 · Greg 41.9% · guest 58.1%18:00 · Greg 4.3% · guest 95.7%18:00 · Greg 4.3% · guest 95.7%21:00 · Greg 36.2% · guest 63.8%21:00 · Greg 36.2% · guest 63.8%24:00 · Greg 25.1% · guest 74.9%24:00 · Greg 25.1% · guest 74.9%27:00 · Greg 27.4% · guest 72.6%27:00 · Greg 27.4% · guest 72.6%30:00 · Greg 0% · guest 100%30:00 · Greg 0% · guest 100%33:00 · Greg 0% · guest 100%33:00 · Greg 0% · guest 100%36:00 · Greg 18.2% · guest 81.8%36:00 · Greg 18.2% · guest 81.8%39:00 · Greg 23.6% · guest 76.4%39:00 · Greg 23.6% · guest 76.4%42:00 · Greg 25.7% · guest 74.3%42:00 · Greg 25.7% · guest 74.3%45:00 · Greg 73.4% · guest 26.6%45:00 · Greg 73.4% · guest 26.6%
Sharpest disagreement ▶ 25:27 Direct rejection of legal vertical

Jason bluntly rejects Greg's proposed niche, arguing that building software for lawyers is consistently a low-probability venture because they do not readily adopt or pay for tech.

 Hardest push from Greg ▶ 16:13 Greg defends predictive posting analytics

After Jason expresses skepticism about forecasting content performance, Greg pushes back by explaining how algorithmic shifts toward recommendations make even directional data extremely valuable to creators.

 Biggest teaching moment ▶ 23:15 Reframing enterprise upmarket migration

Jason corrects Greg's assertion that companies like Segment get lost, clarifying that abandoning SMBs for higher ARPU enterprise tiers is an intentional strategy that leaves deliberate market voids.

 Greg holds their own ▶ 38:27 Greg details agency strategy mechanics

Greg demonstrates operational expertise by detailing how his agency Late Checkout designs product and community strategies for major brands like Nike and Dropbox using proprietary AI tooling.
the scores for every segment, with the reasoning behind each
ChapterTopicGreg as informed peerGuest teachingGuest disagreementGreg pushing backWhy
Startup Idea: High-Efficiency Social Media Management Workflow 5432 Jason breaks down his custom Twitter workflows and follower algorithms while Greg contributes ideas around feed mechanics and UX productization. When Greg suggests predicting reply volume, Jason quickly pushes back that such precision is unrealistic.
Startup Idea: Unbundled and Affordable Customer Data Platforms 4752 Jason corrects Greg's claim that Segment got lost, explaining that moving upmarket was deliberate. Jason also dismisses Greg's suggestion of building for lawyers by detailing why legal tech is historically a graveyard for SaaS startups.
Startup Idea: Strategy Facilitation Software and Modern Agency Models 6511 Jason provides an in-depth breakdown of practical business strategy versus useless SWOT frameworks. Greg brings in his own direct agency experience running Late Checkout to validate how software and proprietary systems differentiate service businesses.
Podcast Conclusion and Guest Contact Information 0000 Standard outro where Greg plugs social channels and Jason shares his handle and blog information.

Statements from this episode (8)

Insight
Cohen: Expanding Markets Constantly Create Niches Too Small for Big Players
“And it also means niches will constantly be blooming because as it expands, like there's no way that the larger players can do a perfect job in all of the niches. That's just never true. And so there's opportunities for, again, if you don't want to make a bill…”
Jason Cohen Apr 24, 2024 ▶ 1:42
Assertion Contradicted
Cohen: Interacting with unbalanced follower-ratio accounts lowers Twitter reach
“Like if people have a follower to following ratio, that's really out of whack and you interact with them, it actually lowers your reputation and reach.”
Jason Cohen Apr 24, 2024 ▶ 3:14
Opinion
Cohen: Most social media growth advice lacks validated data backing
“I think the question of how to quote unquote, how to do social media well. I don't think is very data-based and you could potentially argue it's not possible to be data-based cause it's too complicated and there's too much that the noise of what happens online…”
Jason Cohen Apr 24, 2024 ▶ 13:49
Insight
Isenberg: Social media algorithms make follower counts increasingly less valuable
“And especially as the algorithms are becoming more for you page versus, you know, follower base where followers are becoming less and less valuable and the type of stuff that's getting seen on, on people's feeds has to be, it's similar to like how TikTok works…”
Greg Isenberg Apr 24, 2024 ▶ 16:27
Insight
Cohen: Upmarket software shifts create market voids for simple alternatives
“Segment was kind of like that at the beginning, and they ended up going upmarket. Often when that happens, a void is left behind because the original concept That was more for engineers and it was flexible and simple. That concept was still right. It's still r…”
Jason Cohen Apr 24, 2024 ▶ 21:05
Opinion
Cohen: Law firms are a low-probability niche for software startups
“I don't think lawyers are a good niche ever. Like the number of startups that try to do lawyers, like it's a very, very low probability success niche. It's just, they don't get tech. They don't like to spend money oddly because they have a lot of money.”
Jason Cohen Apr 24, 2024 ▶ 25:32
Opinion
Jason Cohen: SWOT analysis workshops are useless and produce no new insights
“And work and workshops like making a SWOT, which I think is useless. And my evidence of that is it's rare that you do a SWOT and come away with some kind of insight you didn't know before. And you, it's also rare to ever reference one again afterwards.”
Jason Cohen Apr 24, 2024 ▶ 30:09
Insight
Cohen: Standard customer testimonials no longer differentiate consulting agencies
“You don't have to be as popular as that to have good materials so that when you Are doing your sales calls in your ways. You have an edge over the next agency who just says, I do strategy. Here's three customers who are happy. You can call them. Yes. We all ha…”
Jason Cohen Apr 24, 2024 ▶ 44:20
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