enterprise customer

also referred to as: enterprise customers

13 statements across 13 episodes · 4 bullish · 1 bearish · 12 people on the record · first statement Jun 22, 2022 by Zhenya Loginov · across every show →

Everything said about enterprise customer, oldest first

Jun 22, 2022
Insight
Startups should reject enterprise deals that distract engineering from core products
“If you know that you're gonna need to build a lot for this particular customer that is outside of your normal product roadmap, and that would detract your engineering product resources from building the core product, I wouldn't do it. It's very hard to say no …”
Zhenya Loginov Jun 22, 2022 ▶ 5:15 Mire CRO Zhenya Loginov: Hiring Tips for Sales; Why Dropbox Lost Enterprise | 20VC #900 · 20VC with Harry Stebbings
Jul 2, 2022 negative
Opinion
Yanisse: Expanding Checkr into enterprise too early was his worst decision
“The worst decision for sure was to go too early into the enterprise. So after we had really good traction in the gig economy with tech companies, we decided, I read crossing the chasm. And so I decided, okay, let's expand to enterprise customers. And that was …”
Daniel Yanisse Jul 2, 2022 ▶ 39:28 Daniel Yanisse: Biggest Mistakes Founders Make in the Hiring Process | 20VC #903 · 20VC with Harry Stebbings
Jun 16, 2023 positive
Assertion Not publicly verifiable
Weiss: Over 85% of Slack enterprise customers originate through self-service
“Over 85% of our enterprise customers, so, you know, customers of over a thousand users, started in self-service. So they didn't call up our sales team didn't call them. They started by signing up on slack.com, like, just like an SMB, sharing it with some co-wo…”
Noah Weiss Jun 16, 2023 ▶ 38:42 Noah Weiss: How to Master Product-Led Growth; Scaling PLG to Enterprise at Google & Slack | E1026 · 20VC with Harry Stebbings
Jan 24, 2024 positive
Insight
Trade Contract Discounts for Written Customer Reference Agreements With Early Clients
“Think very carefully on when you're negotiating these terms with your first 25, say, enterprise customers, give and gets. You're going to need their help to get this going. So give them the concessions that they need. Make it worth their while and get it in wr…”
Sean Murray Jan 24, 2024 ▶ 39:48 Sean Murray: Why Discovery Today is F***** & How to Scale Into Enterprise Effectively | E1107 · 20VC with Harry Stebbings
Apr 19, 2024
Insight
Enterprise SaaS customers require systems integrator partners for implementation
“When you're building for the enterprise customer, they are not going to do it themselves. You need an SI partner who will be trained to use it.”
Girish Mathrubootham Apr 19, 2024 ▶ 23:57 Girish Mathrubootham: Biggest Product and Pricing Lessons from Scaling to $597M in ARR | E1142 · 20VC with Harry Stebbings
May 20, 2024
Insight
Arora: Enterprise customers will not tolerate experimental products long-term
“The enterprise customers have slightly different standards and expectations because they're highly unlikely to last too long on an experimental set of products.”
Nikesh Arora May 20, 2024 ▶ 14:20 Nikesh Arora: Lessons from $102BN Market Cap & How to Create & Sustain Competitive Advantage | E1155 · 20VC with Harry Stebbings
Jun 26, 2024 positive
Insight
Bialecki: Going public gives larger enterprise customers confidence in long-term stability
“As we were working with larger businesses, larger customers we knew there was some value in folks knowing that like, Hey, we were in it for the long run.”
Andrew Bialecki Jun 26, 2024 ▶ 38:05 Andrew Bialecki: Is Klaviyo the Most Under-Priced Public Company? | E1170 · 20VC with Harry Stebbings
Oct 23, 2024 neutral
Assertion Not checkable as stated
No enterprise has fully figured out its AI strategy yet
“Absolutely. I think, like, no, any company that's gonna say, oh, we figured out what we're doing with AI, I don't think they're, I don't think they figured it out.”
AJ Tennant Oct 23, 2024 ▶ 19:14 AJ Tennant: How to Build a Sales Machine and Where Most Go Wrong | E2118 · 20VC with Harry Stebbings
Dec 18, 2024 neutral
Insight
Dines: Enterprise clients prefer automation workflows to fail rather than be 'too smart'
“Look, one story that I keep hearing from our customers is they prefer our workflows to fail than to be too smart. Because their risk appetite for this type of workloads, it's low.”
Daniel Dines Dec 18, 2024 ▶ 17:06 Daniel Dines, UiPath CEO & Founder: Why Agents Do Not Mean RPA is F*** | E1240 · 20VC with Harry Stebbings
Oct 9, 2025 neutral
Insight
O'Driscoll: Enterprise AI buyers use startup balance sheet size as key qualification
“I know in some of these wars, having looked at some of these deals and kind of the ERP space and some of the other spaces where you're dealing with enterprise customers, the balance sheet becomes a criteria for qualification.”
Rory O'Driscoll Oct 9, 2025 ▶ 1:16:02 OpenAI's Multi-Billion Deal with AMD & Polymarket, Vercel and Supabase Raise Mega Rounds · 20VC with Harry Stebbings
Nov 7, 2025
Insight
Customizing Product Roadmaps for Single Enterprise Deals Kills Startups
“You've just taken the company and diverted all resources to go build a list of things for a company that may or may not buy, but even if they buy, you've killed the company. Right, because you've taken all the resources to focus on one account, even if you get…”
Chad Peets Nov 7, 2025 ▶ 21:35 20Sales: Why You Need a CRO Pre-Product | Why Remote Sales Teams Do Not Work | How Snowflake Built a Sales Machine with Chad Peets
Jul 9, 2026 bullish
Prediction Not checkable as stated
O'Driscoll: Enterprise Clients Will Pay Double for Higher AI Resolution Rates
“This is a category where everyone can articulate the 30% where it is there. And then to your point, they can go, ooh, the next 10% is going to cost more. That's a high class problem. Maybe what you're saying is you get, you go from 30% resolution to 65% resolu…”
Rory O'Driscoll Jul 9, 2026 ▶ 1:06:03 Enterprises Fear Frontier Models | Sam Altman Offers Trump 5% of OpenAI | DeepSeek Builds Own Chips · 20VC with Harry Stebbings
Jul 11, 2026 neutral
Prediction Not checkable as stated
Jain: Enterprise AI adoption hurdle is Chinese model origin, not open source
“From a point of view of open source and using the model, everybody's going to be fine. The question is going to be, are they okay with the Chinese model or not? That's the only question here. It's not open source versus closed source.”
Arvind Jain Jul 11, 2026 ▶ 13:53 ⁠Why OpenAI and Anthropic Won't Win the App Layer | Glean Founder · 20VC with Harry Stebbings
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