enterprise

also referred to as: enterprises

25 statements across 21 episodes · 7 bullish · 5 bearish · 16 people on the record · first statement Mar 17, 2018 by Jason Lemkin · across every show →

Everything said about enterprise, oldest first

Mar 17, 2018 negative
Insight
Lemkin: Enterprise SaaS companies cannot retroactively build free trials
“Folks that I know that are enterprise that they get to a few million revenue. They try to build a free trial later. It's too late. Their DNA is too gone. They, everything's manual. Everything's manual data entry, manual this, manual that, and you'll never have…”
Jason Lemkin Mar 17, 2018 ▶ 33:21 SaaStrPRO AMA with Jason Lemkin
Oct 9, 2018
Insight
Grace: Nail SMB and end users before expanding to enterprise
“If you are selling to both enterprise and SMB, then I think just like anything else, nail the hell out of SMB first before you try to scale up into enterprise, because that is actually where the truism of, you know, like, oh, just follow the end user and don't…”
Merci Grace Oct 9, 2018 ▶ 32:21 Insider's Guide To Building Great Product w/Merci Grace, Slack's First Head of Product
Oct 23, 2018 negative
Insight
Beri: Big data is often useless to enterprises lacking tech talent
“So having this amount of data while maybe useful for Facebook and Google and maybe not useful for us In that context is definitely not useful in many cases for an enterprise because they don't have, if you're an enterprise, and I'm talking about enterprise, wh…”
Sanjay Beri Oct 23, 2018 ▶ 29:13 The Road to Building a 100 Year Company
Jan 2, 2019 neutral
Insight
Enterprise Sales Require Slow Discovery Rather Than Transactional Demos
“When we're selling to an SMB, it's very transactional. It's about demoing the tool and demonstrating utility. When you're selling upmarket, you are you have a selling process where you want to slow things down and go through a process of discovery.”
Darrell Benatar Jan 2, 2019 ▶ 20:50 Going Upmarket, How To Keep Growing When Your Buyer Is No Longer Your User
Jan 2, 2019 positive
Assertion Not checkable as stated
Enterprise Drives UserTesting's Revenue Growth, Not Customer Count
“Enterprise is, you know, the fastest growing part of our business in terms of revenue, not in terms of customers”
Darrell Benatar Jan 2, 2019 ▶ 39:58 Going Upmarket, How To Keep Growing When Your Buyer Is No Longer Your User
Nov 13, 2019 negative
Insight
Jane Kim: The Best Product Does Not Always Win in Enterprise Sales
“Within the enterprise, unfortunately, the best product doesn't always win.”
Jane Kim Nov 13, 2019 ▶ 20:36 Scaling up Sales Managers: 5 Mistakes New Leaders Make with CircleCI | SaaStr Software Community
Nov 8, 2020
Assertion Partly supported
Lemkin: Most enterprises have over 1,000 cloud apps deployed
“Most enterprises have over a thousand cloud apps deployed, right? Most departments have over a hundred”
Jason Lemkin Nov 8, 2020 ▶ 19:20 Going Upmarket, And How Things Have Changed in a Decade, at Trello, with Founder Michael Pryor
Feb 10, 2022 neutral
Insight
Eifrem: Infrastructure software vendors only have direct plays on enterprise build paths
“When you're in an infrastructure company, you always exist on the build path, right? In the enterprise IP buy versus build, right? If they don't go down the build path and want to build themselves with their own project, Like, you don't have a play. Like, if i…”
Emil Eifrem Feb 10, 2022 ▶ 33:27 Lessons Learned Building a $2 Billion Company from Scratch with Neo4j CEO & Co-Founder Emil Eifrem
Aug 25, 2022 bullish
Insight
Lemkin: Cloud startups should accelerate moving upmarket to enterprise
“So much of the money is going into bigger enterprises today in cloud that it's a good conservative bet to go to accelerate that six or nine months in your product roadmap. Go a little more enterprise now where there's less sensitivity, less volatility.”
Jason Lemkin Aug 25, 2022 ▶ 18:33 The Answers To Scaling, Hiring, And Everything Else: An AMA With Saastr Founder & Ceo Jason Lemkin
Oct 27, 2023 neutral
Insight
Lemkin: Launch a Second Product Before Hitting 100 Enterprise SaaS Customers
“In enterprise, it's often around a hundred customers in a group. In mid-market, it's a thousand. And in SMB, you're lucky to get to 10,000 customers without hitting significant headwinds, ok? So my rough, way too rough rules are enterprise, mid-market, SMB. Be…”
Jason Lemkin Oct 27, 2023 ▶ 9:33 How to Navigate Strategic Change for Growth with SaaStr CEO and Founder, Jason Lemkin
Feb 7, 2024 neutral
Insight
Gontovnikas: Most PLG companies are not purely self-service
“Most companies become product-led growth because they think it's gonna be cheap, and they think it's gonna be just self-service. But the reality is that most companies that do product-led growth are not self-service. Because in the end, they need to get to ent…”
Martin Gontovnikas (Gonto) Feb 7, 2024 ▶ 16:07 Mastering High-Volume, Low-CAC Marketing: Strategies from Gorgias, Vercel, and Hypergrowth
Oct 8, 2024
Insight
Padelford: Enterprises build evaluation processes while small entrepreneurs have none
“The enterprise has set up entire organizations and processes to evaluate stuff. They're always evaluating stuff. The average entrepreneur has zero processes to evaluate anything. They're literally just trying to keep it going every day.”
Loren Padelford Oct 8, 2024 ▶ 40:24 The Secrets to Selling and Scaling in Vertical SaaS with Slice's CRO
Jan 8, 2025 negative
Assertion Not checkable as stated
Scrase: Checkr's earlier pivot to enterprise did not succeed
“In terms of the organization when I joined, we had then pivoted, I can talk about it later, to enterprise quite some time ago. Did not succeed.”
Lindsey Scrase Jan 8, 2025 ▶ 4:23 Usage-Based Revenue Models: Successes & Pitfalls from Checkr COO Lindsey Scrase on CRO Confidential
Jan 24, 2025 bullish
Assertion Supported
Lemkin: Enterprise AI drives all current growth in B2B cloud budgets
“All the growth in cloud budget and B to B budget is for AI. Some of it's sure for AI native platforms, some of it's for other things, but all this AI budget is basically in the enterprise. Okay. That's where you see the growth. It's all enterprise.”
Jason Lemkin Jan 24, 2025 ▶ 17:52 9 Things You Can Do to Grow Faster This Year with SaaStr CEO and Founder Jason Lemkin
Feb 12, 2025 neutral
Insight
Grosser: Enterprises prefer predictable, modular pricing over standard pay-as-you-go models
“Enterprises like predictability. They also like a lot more modularity. They like more all-apart. And so we really had to do a lot to unbundle our pricing for enterprise, let them buy more sub-components, and in some cases, price fundamentally differently.”
Jeanne DeWitt Grosser Feb 12, 2025 ▶ 14:59 The Playbook for Going Upmarket with Stripe's CBO and Checkr's COO
Feb 12, 2025 positive
Insight
Grosser: Startups moving upmarket must secure core enterprise workloads over pilots
“If you go into enterprise, you wanted to get the whale, not the fin. A fin was like our little derogatory term to me, like, you didn't really get a legit workload at that company. So I think a lot of times people will get a side project, an experimental busine…”
Jeanne DeWitt Grosser Feb 12, 2025 ▶ 4:34 The Playbook for Going Upmarket with Stripe's CBO and Checkr's COO
Feb 12, 2025 neutral
Assertion Not checkable as stated
Grosser: Stripe's first-year enterprise deals were smaller and higher velocity than expected
“In Stripe's case, actually, it turned out that we were doing a lot more deals, but they were smaller and higher velocity in enterprise in year one.”
Jeanne DeWitt Grosser Feb 12, 2025 ▶ 19:43 The Playbook for Going Upmarket with Stripe's CBO and Checkr's COO
Feb 12, 2025 neutral
Disclosure
Checkr paused an early enterprise push due to product and engineering gaps
“Checkr years ago did this wrong. So there were all the signals Jean was mentioning there. Our customers are pulling us up a lot of demand and interests, even like closing some early, you know, more innovative enterprise logos. And the team at the time, before …”
Lindsey Scrase Feb 12, 2025 ▶ 7:36 The Playbook for Going Upmarket with Stripe's CBO and Checkr's COO
Feb 28, 2025 bearish
Insight
Zinman: Upmarket SaaS firms become irrelevant by abandoning SMBs
“People don't realize that the SMBs and mid-market of today are the enterprise of tomorrow. So they getting used to use another product, they're getting used to use another platform, and eventually they become the enterprise companies. And then those enterprise…”
Eran Zinman Feb 28, 2025 ▶ 11:16 AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
Mar 14, 2025
Assertion Not checkable as stated
Mehta: SaaS gross retention ranges from mid-70s (SMB) to 95%+ (core)
“In general, you find roughly in SAS that SMB oriented businesses that sell to SMB have gross retention somewhere between mid seventies and mid eighties. Enterprise oriented businesses that are maybe departmental apps are anywhere from 85 to low nineties. Poor …”
Nick Mehta Mar 14, 2025 ▶ 7:33 The Top 10 Customer Success Metrics Investors Care About in 2025 with Gainsight CEO Nick Mehta
May 21, 2025 neutral
Assertion Not checkable as stated
Lemkin: Enterprise CIOs Maintain AI Budgets Amid Vendor Consolidation Mandates
“If you are there, every buyer, every, especially the enterprise, every CIO has AI budget today. We can talk about whether it's discretionary or budgeted or where it's coming from. Everyone has budget for AI. So more money's going out at the CIO's office at the…”
Jason Lemkin May 21, 2025 ▶ 11:46 SaaS + AI: It’s Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin
Aug 25, 2025 neutral
Disclosure
Awotona: Calendly shifted engineering resources heavily toward enterprise from 2020 onward
“From, I would say maybe from twenty-twenty to, twenty-twenty onwards, we made that asymmetric, so we allocated a lot more to that enterprise. Then we did PLG.”
Tope Awotona Aug 25, 2025 ▶ 24:03 From PLG to Enterprise to SMB: Insights from Calendly's CEO Tope Awotona
Sep 5, 2025 bullish
Assertion Not checkable as stated
AI-Native Startups Are Outspending Large Enterprises on AI Infrastructure
“One really interesting thing that's happening is lots of more AI native companies and newer companies are actually spending more than like bigger enterprises who are maybe not super sure about putting things into production, but we want more of them.”
Gorkem Yurtseven Sep 5, 2025 ▶ 27:01 Anthropic, Cursor, FaL & Bessemer Venture Partners: The Realities of Scaling AI
Sep 10, 2025 positive
Assertion Supported
Sloan: G2 data shows enterprises were the fastest to adopt AI
“And surprisingly in that same report, the fast, the fastest people to switch are enterprises. Usually enterprises aren't the ones that adopt it first, but that is what the data showed us is that enterprise were first movers here and they were doing it because …”
Sydney Sloan Sep 10, 2025 ▶ 5:43 Swapping Notes on the AI Revolution in Marketing with G2's CMO Sydney Sloan
Jun 9, 2026 bullish
Prediction Not checkable as stated
Masad: Major AI agent capability jump coming in Q3/Q4
“I think we're now probably on a, like a bit of a, the start of a downturn in terms of people perception of agents. And I think later by like Q three and four, we're going to see another major capabilities jump and the tools will get a lot better. And I think w…”
Amjad Masad Jun 9, 2026 ▶ 39:30 What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder
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