Sentry

37 statements across 2 episodes · 11 bullish · 10 bearish · 2 people on the record · first statement May 16, 2024 by Milin Desai · said 119 times in 2 episodes since 2024 · across every show →

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brought up most by David Cramer (68), Brett Berson (25), Milin Desai (23)

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Everything said about Sentry, oldest first

May 16, 2024 positive
Disclosure
Desai: Sentry underpriced Session Replay to drive broad developer adoption
“There was art from pricing and packaging prior art, which is, it's X dollars, and we're like, Now, for the way we operate, we don't want to be at X dollars. We're going to basically focus on adoption. It helps kind of solve this problem, which is our core mark…”
Milin Desai May 16, 2024 ▶ 34:06 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 bullish
Insight
Desai: The 2020s is the decade of data and developers
“This is the decade for data and developers, the one we are in. The prior decade was cloud and SaaS, and the one before that was software-defined everything.”
Milin Desai May 16, 2024 ▶ 4:58 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 neutral
Insight
Desai: You cannot sell to developers, only show up the right way
“You don't sell to developers. You know what I mean? Like there's no selling to developers. You have to just show up in the right way.”
Milin Desai May 16, 2024 ▶ 9:03 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 negative
Insight
Desai: DevTools companies cannot succeed by packaging mediocre products
“Means if you take a VMware or any other enterprise company, they package it up. It's all good enough. We'll be number two, number three. Distribution, ELAs, life is good whether it gets used or not. Can't afford to do that. If you are in the developer land, I …”
Milin Desai May 16, 2024 ▶ 51:36 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024
Insight
Desai: Product managers must reject bespoke features, even for $10M deals
“The art of saying no is the best thing a product manager can do to actually eventually win in a product, right? Because you, typically have like one company. You're basically jamming their features. Oh, I'm paying you ten million dollars. You've got to do this…”
Milin Desai May 16, 2024 ▶ 40:57 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 positive
Assertion Not checkable as stated
Desai: Product marketing initially owned pricing and packaging at VMware
“Pricing and packaging was done by product marketing at VMware initially. Everyone was technical. They understood the product. They could actually You know, demo and sell the product, which helps. Some of the same principles we're using now at Sentry which is y…”
Milin Desai May 16, 2024 ▶ 14:13 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 bullish
Assertion Not checkable as stated
Desai: Sentry grew from $20M to over $100M ARR in 2023
“From around 20 odd million to now north of a hundred, which we crossed last year during this period of time.”
Milin Desai May 16, 2024 ▶ 21:16 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 neutral
Assertion Partly supported
Desai: Sentry SaaS and open source have zero feature delta
“Number one, the software, a SaaS offering is exactly the same as the open source offering. There's no feature delta. So as a company, you can run the fully functional, up-to-the-minute value of Sentry on your own without paying us anything.”
Milin Desai May 16, 2024 ▶ 24:41 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 positive
Assertion Not checkable as stated
Desai: Sentry's second product reached double-digit millions in 18 months
“What we had built initially was successful. Double digit millions in like 18 months. It was growing thousands of customers and everything else.”
Milin Desai May 16, 2024 ▶ 47:42 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 neutral
Insight
Desai: Secondary products must win standalone to achieve outsized outcomes
“When you are trying to be a large, sustainable, long-term company, you have to go after new, net new opportunities. They have to be adjacent though, so they can't be completely disconnected. So the way we said it is, this needs to be able to win as a standalon…”
Milin Desai May 16, 2024 ▶ 50:24 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 positive
Insight
Desai: External CEOs must preserve founder intensity for long-lasting success
“I'm a big proponent that even as companies transition out, and I know some of the founders get tired, but how do you preserve their first principle thinking, the value thinking, the intensity of how they thought about the first product and where it could go? I…”
Milin Desai May 16, 2024 ▶ 7:46 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 bullish
Assertion Not checkable as stated
Desai: Sentry has surpassed 100,000 SaaS organizations
“We've just crossed a 100,000 SaaS orgs because of the sustained kind of commitment to building a great product, being in the community, making sure access is easy, and then participating in the community.”
Milin Desai May 16, 2024 ▶ 26:52 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
May 16, 2024 positive
Insight
Desai: External developers won't adopt your devtool if internal developers won't
“It starts in-house with our own developers. Are you going to use it? Are you using it? If you're not going to use it, why the hell do you think some other developer at another company is going to use Sentry for solving that scenario.”
Milin Desai May 16, 2024 ▶ 18:39 Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (CEO)
Jun 19, 2025
Insight
Cramer: Most founders fail because they focus on technology over business
“Here's a mistake I think of all founders. Not all. Majority of founders make. And, you know, we know the SaaS majority of founders fail. Maybe this is related. And I, and I'm just purely anecdotes from the companies I've invested in, and some of them are like …”
David Cramer Jun 19, 2025 ▶ 23:55 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
Opinion
Cramer: Sentry's tracing product drives 20% of revenue despite lacking PMF
“We have this tracing product. It is, you know, something, it's at least 20% of our business. At our scale, you would call that, like, at least a good entry level success. And I would tell you, I don't think the product is very good. I don't think it remotely h…”
David Cramer Jun 19, 2025 ▶ 1:02:34 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025
Disclosure
Cramer: Tracking startup adoption matters more than daily revenue or sales forecasts
“I actually, I could not tell you any of the day of the week, how much money we make. I can give you rough ballpark numbers of how many customers we have, and if we are growing net customers or not, and I can probably tell you we're probably missing sales forec…”
David Cramer Jun 19, 2025 ▶ 1:13:58 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 positive
Assertion Not checkable as stated
Cramer: Major late-2000s Django projects relied on his third-party libraries
“I would say pretty much if you were building a Django thing in that era and you were actually trying to do anything of substance, you were using something I had written, not necessarily in the core of Django, but like some third party thing, like century was b…”
David Cramer Jun 19, 2025 ▶ 15:16 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 bullish
Assertion Partly supported
Cramer: JavaScript developers remain tech's largest and fastest-growing segment every year
“And that is like the P zero of the entire company is like, we have to solve JavaScript first. And it's because we recognize that was the growth of the industry. And I think, I don't remember where I got this data, I just quote it forever, was the first year wh…”
David Cramer Jun 19, 2025 ▶ 1:12:01 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
Disclosure
Cramer: FedRAMP and China expansion are among Sentry's lowest roadmap priorities
“FedRAMP will be one of the last things we ever do, or maybe China, one of these really nuanced, complicated things to pull off that takes lots of resourcing, last thing we'll ever do, because one, the bucket of customers is smaller, not the dollars of customer…”
David Cramer Jun 19, 2025 ▶ 55:37 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
Disclosure
Cramer: Sentry targets every customer of rival startups reaching $10M ARR
“If you get, I don't know, say your ten million in revenue, we will come after every logo you have. We haven't done it that much, but we have gone after two companies, and they basically don't exist anymore.”
David Cramer Jun 19, 2025 ▶ 1:38:01 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025
Disclosure
Cramer: Sentry refused Uber's lucrative enterprise contract to avoid on-premise software
“Uber actually did pay for a year for a support contract. And it was a lot of money. It was a big, big contract for us. And we did, we chose to not renew it. And I'm like, I don't want to be in that business. I don't want to sell on-prem software. I don't want …”
David Cramer Jun 19, 2025 ▶ 38:49 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 neutral
Disclosure
Cramer: Sentry lacks product-market fit beyond its core error monitoring product
“We have some stuff that looks promising, but like I would not claim we have product market fit on, on the rest of our suite yet.”
David Cramer Jun 19, 2025 ▶ 42:41 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 bearish
Disclosure
Cramer: Sentry deprioritizes Java and .NET because new projects avoid them
“Even today, I will tell you at the company, we deprioritize things like Java or .NET as a technology stack, because most companies are not starting a new project with Java or .NET or a bunch of these old languages, right? Doesn't mean they're not valuable and …”
David Cramer Jun 19, 2025 ▶ 26:57 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 bullish
Insight
Cramer: Enterprise incumbents cannot compete with bottoms-up tools that win developers
“Enterprise companies cannot compete with us when we undercut them on price, when we undercut them on market share, when we are the developer's first choice.”
David Cramer Jun 19, 2025 ▶ 1:15:09 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
Disclosure
Cramer: Sentry gets no positive ROI from most conferences it attends
“We're at a lot of conferences, for example, we don't get ROI out of most of those.”
David Cramer Jun 19, 2025 ▶ 1:20:23 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025
Disclosure
Cramer: Sentry ran a billboard campaign mocking corporate CEOs
“We have this open source pledge thing. You can kind of figure out that we ran it, but, like, we put up billboards with these funny-looking faces on them that, like, made fun of CEOs and stuff, and it's like, activism.”
David Cramer Jun 19, 2025 ▶ 1:40:14 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025
Disclosure
Cramer: Why he gave up board control and hired his own replacements
“I gave up board control. I hired a CEO to take my job. I hired a CTO to take my job.”
David Cramer Jun 19, 2025 ▶ 46:45 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 neutral
Assertion Not checkable as stated
Cramer: Direct sales now account for one-third of Sentry's revenue
“And I think today, a third of revenue is sales, which is not that much at our scale, right?”
David Cramer Jun 19, 2025 ▶ 52:55 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025
Assertion Not checkable as stated
Cramer: Sentry reached $600K in profitable revenue before raising venture capital
“We had, so we're a little bit different. Like we were bootstrapped on the business side. We had a couple thousand paid customers. Like, 600 K or something before we fundraised or profitable, if you will, but you know, profitable is that we didn't pay ourselves…”
David Cramer Jun 19, 2025 ▶ 16:48 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 neutral
Insight
Cramer: Traditional sales playbooks fail in product-led developer companies like Sentry
“I am now fully convinced that sales definitely increases our ACV, but is not the most efficient thing in a business like ours, or cannot be run, at least in a traditional way.”
David Cramer Jun 19, 2025 ▶ 48:20 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
Insight
Cramer: Enterprise software startups mistakenly abandon their long-tail SMB customers
“One thing I see people do is they grow over time, they grow their business, become enterprise companies, and then they forget about what got them there. They forget about the long tail customer, the SMB or the mid market or something. And so many people do thi…”
David Cramer Jun 19, 2025 ▶ 1:33:46 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
Insight
Cramer: Never ignore your gut skepticism when interviewing candidates
“At the very least, when it comes to hiring, it is the absolute right advice. Trust your gut on if the person knows Or is aligned or whatever. Cause every single time it seems skeptical. Like to me, it's like, it's been wrong. It's been a bad hire and you have …”
David Cramer Jun 19, 2025 ▶ 1:17:31 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025
Insight
Cramer: There are no truly new industries, just modern versions
“There are no new industries, generally speaking. You can debate on the AI space, but generally speaking, there's not new industries. There's just new versions of the same industry, and Century was in that.”
David Cramer Jun 19, 2025 ▶ 26:04 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 neutral
Assertion Not checkable as stated
Cramer: Sentry's core error monitoring has barely changed in 15 years
“The core version of Sentry, the air monitoring component, does not look that different than it did 1015 years ago.”
David Cramer Jun 19, 2025 ▶ 1:00:23 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
Insight
Cramer: Founders cannot replicate other startups' paths to product-market fit
“You can't apply their successes. It just doesn't work. Like, great. Century has product market fit. There's nothing you can learn from how we achieved it that you can apply to your business. Cause it was like, Just fortunate. Coincidence, right?”
David Cramer Jun 19, 2025 ▶ 1:18:11 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 neutral
Assertion Not checkable as stated
Cramer: Sentry's open-source core technology is used by every single competitor
“All the tech that makes Sentry valuable is permissive open source. And for example, we have this one technology used by every single competitor in the world, you know, from the biggest to the smallest. We give that away for free.”
David Cramer Jun 19, 2025 ▶ 1:35:08 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
Jun 19, 2025 negative
What-if
Cramer: Sentry would never have reached current scale staying strictly open-source
“I think the problem is if we had waited years and we had just say worked on the open source version of Sentry, which is still exists roughly. It's self-hosted. I don't know. I don't think we ever would have gotten here.”
David Cramer Jun 19, 2025 ▶ 31:06 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
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