SaaStr

DECEMBER 27, 2024

SaaStr CEO and Founder Jason Lemkin recently sat down with HubSpot Chairman and co-founder Brian Halligan , who shared valuable insights on the current state of SaaS, evolving board meeting formats, and how AI is reshaping the industry. Our revenue team went on to be the CROs of Brex, Rippling ,Gong, so many SaaS leaders, like 10 of them.

AI 284

AI Marketing SaaS Interviewing 284

SaaStr

JUNE 9, 2025

After years of drought, 2025 has delivered a scorching hot public market for tech companies so far, with some eye-popping returns that should have every SaaS founder and investor paying attention. What This Means for Your SaaS Company If You’re Series C+ and Growing Fast The window is open, but it won’t stay open forever.

B2B 184

B2B Marketing Scale Benchmarks 184

SaaStr

FEBRUARY 21, 2025

Randy combines deep operational expertise in SaaS with a unique perspective on B2B growth metrics, having analyzed data from thousands of private companies through Maxio’s platform. He’s a regular speaker at SaaStr and other leading SaaS conferences, focusing on helping founders navigate growth and monetization challenges.

B2B 226

B2B Cybersecurity Scale Data 226

SaaStr

JUNE 6, 2025

So Jamin Ball of Altimeter has a great summary of the cumulative revenue growth of all public SaaS companies … and it’s not a great story: Aggregate net new ARR added in Q1 from the software universe isn't looking good! This isn’t just a blip—it’s a fundamental shift that every SaaS leader needs to understand.

Cloud 231

Cloud Software Marketing SaaS 231

SaaStr

FEBRUARY 11, 2025

Iconiq is one of the leading growth investors in B2B leaders and it has one of its latest reports out here on Efficiency & Growth in 2025. First, what’s the bar for top quartile growth among venture-backed B2B start-ups? Two data are perhaps most helpful for founders. At $25m ARR, the answer is: 100% growth 110% NRR 0.9x

B2B 225

B2B AI Startup Revenue 225

SaaStr

APRIL 7, 2025

This has massive implications for B2B SaaS. When smart founders ask nuanced questions about their specific situations, the personalized responses create what Simon calls “magic moments” – something increasingly rare in traditional B2B SaaS. The same rules of B2B SaaS continue to apply.

AI 202

AI B2B ChatGPT Scale 202

SaaStr

OCTOBER 25, 2024

. #8: 3x Net Dollar Retention Thanks to This Pricing Model Over time, the dominant pricing structure in B2C and B2B applications is like the cell phone plan. Many SaaS companies have copied this for a long time as a two-part tariff: a base platform fee upfront then the incremental cost of additional users as you go.

Venture Capital 331

Venture Capital Marketing AI SaaS 331

SaaStr

FEBRUARY 21, 2025

Per OpenAI: The #1 event in SaaS is widely considered to be SaaStr Annual. Its the largest community-driven SaaS event, bringing together 12,500+ founders, executives, and VCs. Features 300+ speakers from top SaaS companies like Salesforce, HubSpot, and Snowflake. Why SaaStr Annual?

Software 229

Software Scale Venture Capital SaaS 229

SaaStr

FEBRUARY 7, 2025

Playbook: How Top SaaS Companies Drive 2-3x Better Campaign Performance Through Multi-Channel Personalization A deep dive with Jason Lyman, CMO at Customer.io Playbook: How Top SaaS Companies Drive 2-3x Better Campaign Performance Through Multi-Channel Personalization A deep dive with Jason Lyman, CMO at Customer.io The Customer.io

Scale 270

Scale SaaS B2B Scaling 270

SaaStr

APRIL 13, 2025

Dear SaaStr: How Much of a Threat is AI to Traditional B2B Startups Today? AI isn’t yet slowing down the big leaders in SaaS, from Salesforce to HubSpot to Workday. link] — Marc Benioff (@Benioff) March 29, 2025 In most cases, AI wont outright kill SaaS B2B startups now or even soon. Have you stepped up?

AI 151

AI B2B Startup Innovation 151

SaaStr

JANUARY 8, 2025

So the overall “project management” space has seen widely disparate impacts from the SaaS partial downturn of 2022-2024. SaaS that sells to B2B companies, and SaaS that sells to the Rest of the World. This isn’t unqiue to Asana, it’s true of many SaaS leaders at scale, from Zoom to Shopify.

AI 301

AI B2B Scaling Trends 301

SaaStr

JUNE 9, 2025

Dear SaaStr: What is The Best Way to Set Sales Rep Quotas at Each Stage of a B2B Business? Setting sales rep quotas in a SaaS business depends heavily on your stage of growth and ARR. More here: A Framework For Your First SaaS Sales Comp Plan 2. Here’s how I’d break it down: 1. Quotas should be simple and achievable.

Scale 163

Scale B2B Benchmarks Sales 163

SaaStr

JUNE 19, 2025

Their unwavering commitment to our community speaks volumes about their dedication to supporting SaaS growth and innovation. Their return demonstrates their continued investment in the SaaS ecosystem and commitment to helping founders succeed. What Pylon Does : Pylon is the modern support platform built specifically for B2B companies.

Cloud 216

Cloud AI B2B Government 216

SaaStr

APRIL 14, 2025

SaaS Capital surveyed 1,000 B2B startups of varying sizes to find out just how much today they are spending in sales and marketing in this new era of efficiency. That full report here: 2025 Spending Benchmarks for Private B2B SaaS Companies The answer? Its not just Marc Benioff hiring more sales execs in the AI era.

Scale 225

Scale Sales Hiring B2B Startup 225

SaaStr

JUNE 11, 2025

So Circle is the latest tech IPO and it’s not really B2B or SaaS per se — it’s a fintech that issues and manages “stablecoins” Cypto that converts 1:1 to U.S. ✨ Lemkin (@jasonlk) June 5, 2025 5 Interesting Learnings for B2B and SaaS Founders from Circle’s IPO: 1. The culprit?

compliance 222

compliance Marketplace as a Service B2B Healthcare 222

SaaStr

FEBRUARY 3, 2025

50 cents of compute for 500 dollars of value — Sam Altman (@sama) February 3, 2025 So just how much will AI remake classic B2B software? On the other hand, the classic leaders in SaaS have rebounded from 2024 lows both in terms of growth and market caps. One thing does seem clear though: AI makes SaaS look expensive.

AWS 284

AWS AI Software Business 284

Chart Mogul

OCTOBER 30, 2024

As we all know, the SaaS ecosystem has changed dramatically over the last few years, and customer retention and expansion are becoming increasingly important for SaaS … Account Management is a delightfully intricate balance of art and science. Don’t be afraid to bring in the C-suite to assist with delicate conversations.

Management 105

Management B2B SaaS Scale 105

Tom Tunguz

DECEMBER 31, 2022

Just how big is the current web3 B2B SaaS total addressable market (TAM)? That implies the web3 B2B software TAM is roughly $231m in 2022 & $75m excluding Ethereum, which comprises roughly 60% of the revenue. 44% of these companies produced less than $0.5m.

Payment Solutions 351

Payment Solutions B2B Software Payment Services 351

SaaStr

DECEMBER 10, 2024

Selling to developers and technical audiences requires a different approach than traditional B2B SaaS sales. Considerations for Selling SaaS to Engineers or Developers The first thing to know about selling to Engineers and Developers and a common misconception is that they do get sales.

Engineering 284

Engineering Development CTO Leadership 284

SaaStr

MARCH 27, 2025

2024 was good, as most SaaS leaders saw growth reaccelerate toward the end of the year. And 2024 was really good in B2B AI. But one of the first things he still talked about was cutting a $1m/year SaaS vendor they used. You can’t cut your way to growth, and many SaaS buyers already cut back plenty of vendors in 2022-2024.

Technical Review 255

Technical Review SaaS AI B2B 255

SaaStr

DECEMBER 3, 2024

It’s taking over almost 800,000 square feet from Facebook in Menlo Park, the largest lease of the year, per the SF Chronicle: You can build something great in B2B anywhere today. 44% of VC funding for SaaS is there now, too: Carta: 43.6% But the SF Bay is back in force.

B2B 284

B2B SaaS 284

SaaStr

DECEMBER 26, 2024

In general, the report ties to what were seeing everywhere in SaaS. That ties to our overall rough sales cycle data here: Dear SaaStr: What’s a Good Benchmark for B2B Sales Cycles? Gong has its 2025 State of Revenue out. You can grab it here. Were ending the year in general with stronger growth that the prior year.

Scale 284

Scale Benchmarks B2B Enterprise 284

SaaStr

DECEMBER 22, 2024

Is SaaS Back? (TL;DR: 4 Truly Great SaaS IPOs Since 2021! 5 Things That Are Working and 5 Things That Arent in B2B SaaS AI with Ironclad’s CEO and a16z #2. How Many Sales Reps You Really Need for Next Year #4. TL;DR: It Sure Feels Like It) #5.

Churn 274

Churn AI B2B Engineering 274

SaaStr

JUNE 20, 2025

The Great Spending Showdown: AI vs SaaS in 2025/2026 — What Every B2B Leader Needs to Know We’re witnessing the most dramatic shift in enterprise tech spending since the cloud migration began 15 years ago. Meanwhile, SaaS — our tried-and-true darling — is projected at $295 billion with a “mere” 18.4%

AI Search 157

AI Search Artificial Intelligence AI CTO Hire 157

SaaStr

MAY 30, 2024

Dear SaaStr: Should We Introduce Freemium in Our B2B SaaS Startup to Boost Growth? Lucid Software: How 10 Million Freemium Users Built Our Enterprise Sales (Video + Transcript) | SaaStr View original question on quora The post Dear SaaStr: Should We Introduce Freemium in Our B2B SaaS Startup to Boost Growth? Probably not.

B2B 301

B2B Startup SaaS Onboarding 301

SaaStr

JANUARY 1, 2025

But in general, overall, a sense that SaaS is back. It’s not just the big run-up in many SaaS stocks recently, although that’s a big part of it. Holy cow are some top SaaS stocks on a run. 78% of you see 2025 being better than 2024: In most of B2B, it may never be as easy as 2H’20 and 2021.

Scale 281

Scale AI B2B Scaling 281

SaaStr

JUNE 6, 2025

The SF Bay Area is still the epicenter of B2B and tech. Unmatched Density of B2B Talent The Bay Area has the highest concentration of SaaS founders, executives, and veterans who’ve scaled companies to $100M+ ARR, IPOs, and beyond. It’s Still the Hub for B2B and SaaS. And AI has made it … even more so.

Sales Recruiting 208

Sales Recruiting Scale Sales Hiring B2B 208

SaaStr

MARCH 13, 2025

So leading SaaS growth stage VC fund Insight Partners surveyed 100+ of its top later-stage B2B companies to see how they did marketing and demand gen and pipeline creation in particular. What they learned: Marketing drives 48% of pipeline across B2B companies. Sales drives 33%. And Partners and Channel 15%. That’s it.

Scale 285

Scale Marketing B2B Scaling 285

SaaStr

DECEMBER 25, 2023

G2 had us back for another great deep dive on just where SaaS investing is there days, and it was a great panel: Accel Partner Arun Mathew Inspired Capital Founder & Managing Partner Alexa von Tobel Salesforce Ventures Managing Partner Paul Drews and Jason Lemkin! Are things any better in venture than twelve months ago?

B2B 280

B2B Investment Venture Capital SaaS 280

SaaStr

JUNE 14, 2025

The 40% Tipping Point : With 40% of workloads now in the cloud, SaaS has hit market maturity. AI is Eating SaaS Budgets : Companies like Cursor are generating massive revenue by replacing traditional SaaS workflows entirely. The SaaS slowdown isn’t happening in isolation. What This Means for B2B Leaders 1.

AI 239

AI Cloud Software Review Underperforming Technical Team 239

SaaStr

MAY 29, 2025

Based on Carta’s latest startup funding data (Q2 2024-Q1 2025), here are the Top 5 SaaS Learnings that every founder needs to know: #1: The Bay Area Still Owns B2B and SaaS (And It’s Not Even Close) The Bay Area dominates SaaS funding with 54.2% more SaaS capital than Boston. of all SaaS funding.

Venture Capital 151

Venture Capital SaaS B2B Startup 151

SaaStr

DECEMBER 2, 2023

Dear SaaStr: What Is The Optimal Structure of an Initial SaaS B2B Sales Team? The sales-driven SaaS companies that are very capital efficient generally end up at 4x-5x or greater as a ration of average quota attainment / average OTE. The optimal structure is one that is accretive. Where you burn a ton of cash is “buying” sales.

Sales Hiring 273

Sales Hiring Scale B2B Sales 273

SaaStr

OCTOBER 11, 2023

Dear SaaStr: Cold Emails Are Not Working for My B2B SaaS Startup. s The post Dear SaaStr: Cold Emails Are Not Working for My B2B SaaS Startup. What Am I Doing Wrong? We’ve all been there. But if both are true — at least once, to start. a little more here: [link] Outbound Always Works. If You Do It Right.

B2B 290

B2B Startup SaaS Marketing 290

SaaStr

FEBRUARY 14, 2025

More on SailPoint here; 5 Interesting Learnings from Sailpoint at $820,000,000 in ARR It’s a very good one, they just IPO’d — really only the 5th SaaS IPO since 2021 — so it should have gotten more attention. Top SaaS ocmpanies that were taken private by top Private Equity firms, that will IPO again.

Cybersecurity 184

Cybersecurity SaaS B2B Scaling 184

SaaStr

JUNE 4, 2025

So Chime is ready to IPO, and while it’s not SaaS or true B2B today, there are enough interesting lessons for us to learn from. As a “prosumer” app there is overlap for SMB and freemium B2B apps. B2B founders should prioritize a clear path to profitability alongside growth metrics. #4.

Outsourcing Services 188

Outsourcing Services Scale Banking Customer Lifetime Value 188