Jason Lemkin
Entrepreneur
111
MENTIONS
38
EPISODES
26
PODCASTS
Search complete. 111 mentions across 38 episodes found for "Jason Lemkin".
Nov 4, 2026
E451: Peter Thiel's 27-Year Partner on the AI Bubble, the Venture Capital Crisis, and the PayPal Mafia
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49:41Jack SelbyGUEST
What I often have to be much more on the lookout for is the grandiosity piece.
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49:45David WeisburdHOST
Reminds me of a Jason Lemkin tweet, which I think it was during COVID where he said, in San Francisco, I'm unhappy, but productive.
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49:52David WeisburdHOST
Outside of San Francisco, I'm happier, but less productive.
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49:55David WeisburdHOST
Therefore, I will stay in San Francisco.
20VC: OpenAI Cuts Valuation to $1.25TRN | Public Market Meltdown: GOOG Loses $500BN in 12 Hours | DoorDash Buys Instacart for $17BN | Kalshi Raises $1BN and Cognition Eyes $80BN Valuation
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0:26Harry StebbingsHOST
It's Rory O'Driscoll.
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0:28Harry StebbingsHOST
It's Jason Lemkin coming together to discuss the biggest news in tech.
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0:32Harry StebbingsHOST
Today, we have OpenAI's big fundraise, $1.25 trillion price down from $1.4.
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0:38Harry StebbingsHOST
Apparently, only $11 billion committed.
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5:23Rory O'DriscollPANELIST
It is as simple as that.
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5:24Rory O'DriscollPANELIST
No projection about AI, positively or negatively, just as two securities are going to be sold in the next two months.
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5:31Rory O'DriscollPANELIST
And which one do you want to buy? But Jason told me last week that it was the most
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5:34Jason LemkinPANELIST
underappreciated.
CS Hit Every Metric and Growth Still Flopped
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32:12Dale ZwizinskiHOST
As we start wrapping some of this stuff up, we'd like to go into some uncentered questions with you, a little bit of rapid fire, see how you handle a little bit of the heat in the hot seat.
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32:20Dale ZwizinskiHOST
So Jason Lemkin has written that customer success took the biggest front of the SaaS layoff.
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32:26Dale ZwizinskiHOST
Worse than sales, worse than marketing, and CS got weaponized by sales into chasing renewals.
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32:34Dale ZwizinskiHOST
If CS is really the growth engine, why is it always the first head to be chopped off the block? Ooh, I love this one.
5 Key Reasons You Might Not Want To Show Pricing On Your Website ~ Dan Martell!
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0:23Dan MartellHOST
You know if you did that you'd actually be able to accelerate the sales process.
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0:26Dan MartellHOST
What I want to share with you and I've learned from a lot of incredible folks like Jason Lemkin at Sastr and the folks at HubSpot and many others in the SaaS pricing world, Why in the early days specifically it might make sense to not show your pricing so that you have more flexibility, more opportunities to learn and then finally design your packages to something that's repeatable, scalable once that's figured out.
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0:48Dan MartellHOST
Now I learned this by accident when I was building my company Spheric Technologies.
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0:52Dan MartellHOST
I was 24 when I started.
Harvard Professor: You're Not Ready To Scale Your Business - Mark Roberge
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4:11Mark RobergeGUEST
And one of the, one of the venues I love to, kind of bring some of those big annual insights to is Sastr.
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4:20Mark RobergeGUEST
My friend Jason Lemkin puts that thing on.
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4:22Mark RobergeGUEST
He asked me pretty like every other year to go and keynote it.
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4:26Mark RobergeGUEST
And I've always done different things from like the best plastic practices of product led growth to like common pitfalls in SaaS.
How to Run Effective 1-on-1 Meetings | Dan Martell
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1:36Dan MartellHOST
where he says that he's fired people for not managers, for not doing their one-on-ones.
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1:41Dan MartellHOST
And even Jason Lemkin from Saster Fame talks about it, where he says that one-on-ones are the most powerful tool a founder has to really align with their executive leadership team.
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1:52Dan MartellHOST
So these are all things that I've experienced.
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1:54Dan MartellHOST
I mean, just a few examples.
AI infrastructure debt is colliding with the sovereign bond market
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0:45West BarnwellNARRATOR
Tech giants are issuing massive corporate bonds to fund this hardware cycle.
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0:49West BarnwellNARRATOR
Jason Lemkin told the 20VC podcast that traditional financial sectors are flashing red.
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0:55West BarnwellNARRATOR
Risk limits have been breached.
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0:57West BarnwellNARRATOR
Broadcom essentially had to bail out a debt issue just so Anthropic could purchase its chips.
20VC: David Tisch on Why High Ownership and Concentration is BS | Why No Manager Actually Wants to Stay Small | Why Competing with the Mega Platforms is a Losing Game | Why the Lean Startup is a Fake?
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15:18David TischGUEST
Whereas I think in the past, you would probably put like a negative 80% on that number.
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15:23Harry StebbingsHOST
Well, Jason Lemkin, who I do a lot of shows with every week, we do the weekly show and he's like 100 60 you'll be diluted is that not true in your i don't think the best companies
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15:35David TischGUEST
now like not every company goes up and to the right and never sort of runs into bumps i think the macro when you get big can cause some bumps in valuation you're seeing it right now in some of the biggest labs going out and trying to raise rounds and sort of re re-evaluating the price that they're raising at if you go back in history Uber, Facebook, Airbnb, Ramp, which I think is one of the best modern companies ever, they've all had a bump, a down round.
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16:02David TischGUEST
And so I don't think it's always just up and to the right, but I think in this specific sort of three-year window, there is a lot of continued momentum in terms of valuations.
#220: You Can Skip Venture Capital and Still Raise Too Much - Jerry Nettuno
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37:12Greg HeadHOST
today's world.
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37:13Greg HeadHOST
But looking back, you know, Jason Lemkin, the SASTR guy, the big SASTR conference in Silicon Valley, big following, he asked founders, okay, VC-funded founders, now that starting your next company, you're doing it again, would you raise more money? Would you raise the same money? Would you raise less? Would you raise none? 70% of VC funded former founders said I would raise none, 45%, almost half.
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37:43Greg HeadHOST
And then, you know, the other 30 something percent said, you know, I'd raise a lot less.
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37:48Greg HeadHOST
So it's pretty common, right? You know, we get moving and then you kind of get this thing rolling and you kind of have to keep raising to keep the engine going.
20VC: Anthropic Files S1 Ahead of $2TRN IPO | Instinct's Rumoured $30 Billion Fundraise | Microsoft Laysoff 27,000 While Meta Taps Equity Markets for $95 Billion Capex Spending Spree
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0:26Harry StebbingsHOST
This is 20VC with me, Harry Stebbings.
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0:28Harry StebbingsHOST
This is my favorite show of the week, Jason Lemkin, Rory O'Driscoll, the news that matters.
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0:32Harry StebbingsHOST
And let's be clear.
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0:34Harry StebbingsHOST
There is one story that matters more than any other this week.
5 MINS LATER
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6:02Jason LemkinPANELIST
And why would I waste my time with anything that's 10 to 12 years to IPO? But, you know, it's just one deal in the fund, another two years to distribute, you know, versus five
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6:13Rory O'DriscollPANELIST
years.
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6:14Rory O'DriscollPANELIST
No, I won't ask you, Jason.
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6:16Rory O'DriscollPANELIST
I mean, I think that, you know, I saw a tweet that basically said the same thing.
28 more episodes mention Jason Lemkin.
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