SaaStr

APRIL 15, 2025

At SaaStr Workshop Wednesday live , Ethan Kurzwiel, previously partner at Bessemer Venture Partners and now founding partner at Chemistry VC, took us through a deep dive of exactly where Series A funding is right now in 2025. And sign up for the next FREE Workshop Wednesday here.

Technical Review 157

Technical Review Venture Capital Outsourced Development AI 157

SaaStr

MAY 29, 2025

At SaaStr + AI Summit 2025, Jason Lemkin and Kyle Norton CRO of $1B+ vertical SaaS leader Owner (where Jason is on the board) did a deep dive on AI in Sales today. The performance distribution in sales teams will become dramatically wider, forcing tough talent strategy decisions. This creates a talent strategy challenge.

Sales Hiring 231

Sales Hiring Underperforming Technical Team AI Scale 231

SaaStr

FEBRUARY 3, 2025

Jean Dwit (Chief Business Officer at Stripe) and Lindsay Scrace (COO at Checker) have done it multiple times at companies like Google Cloud, Stripe, and Checker. You’re winning true enterprise workloads, not just “fins” (side projects or experimental business lines that don’t represent real adoption).

Scale 272

Scale SMB Enterprise Enterprise readiness 272

SaaStr

APRIL 16, 2025

SaaStr Who Do You Want to Meet Brand new for 2025, were launching the SaaStr Who Do You Want to Meet AI-powered networking program. If you’ve got your ticket for SaaStr 2025, youll receive a separate email from SaaStrs New Who Do You Want to Meet Program with specific instructions.

AI 211

AI Travel Consulting Startup 211

SaaStr

MAY 9, 2025

SaaStr Annual + AI Summit 2025 is just around the corner , taking place at the San Mateo County Event Center from May 13-15, 2025. The session explores how Anthropic’s Claude and other foundation models are being implemented by leading SaaS companies, with real-world applications and strategies.

AI Search 179

AI Search AI Artificial Intelligence Transportation 179

SaaStr

JULY 1, 2025

So ICONIQ Growth is back with their 2025 State of AI Report: Survey Overview It has some great data from 300 high growth software companies building AI products. Why This Matters : Your procurement strategy needs to flip based on use case. ” Bottom Line : One AI strategy doesn’t fit all—segment by user, not by technology.

AI 195

AI Software Review Technical Review Scale 195

SaaStr

JUNE 23, 2025

✨ Lemkin (@jasonlk) June 23, 2025 The $10M-$100M ARR Sprint: How Replit Became the Fastest-Growing “Vibe Coding” App (Or One Of The Fastest) A deep-dive into the AI development platform wars and why Replit’s 10x growth in 5.5 These are venture capital fever dream numbers. AI is incredible at writing code.

Software Review 212

Software Review AI Technical Review Venture Capital 212

SaaStr

FEBRUARY 25, 2025

Sessions typically focus on real metrics, strategies, and lessons learned, not theoretical concepts. Speakers share their playbooks on everything from achieving product-market fit to optimizing CAC:LTV ratios and scaling go-to-market strategies. Many vendors offer special event pricing or extended trials, creating additional value.

Sales Recruiting 183

Sales Recruiting Scale CTO Hire Sales Hiring 183

SaaStr

JUNE 22, 2025

This isn’t your typical “here’s what public companies are doing” report – this is real data from real private companies dealing with real challenges in 2025. Learning #4: The Equity vs. Bootstrap Reality – Paying for Growth Has Hidden Costs The data reveals a fascinating paradox in B2B funding strategies.

B2B 208

B2B Data Scale Startup 208

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. The numbers are staggering: AI spending is set to hit $644 billion in 2025, growing at a mind-bending 76.4% year-over-year.

AI Search 289

AI Search Artificial Intelligence AI CTO Hire 289

SaaStr

JUNE 22, 2025

The IPO market has been … on fire in 2025. When COVID-19 decimated business travel in 2020, Navan could have become another casualty. The strategy paid off: Navan now serves over 11,000 businesses globally, including household names like Zoom, Lyft, Shopify, and Heineken. But we may have our first.

B2B 179

B2B Payments SaaS Payments Payment Services 179

SaaStr

JUNE 11, 2025

✨ Lemkin (@jasonlk) June 5, 2025 5 Interesting Learnings for B2B and SaaS Founders from Circle’s IPO: 1. The B2B / SaaS Parallel : Many SaaS companies build their entire business on one pricing model, one customer segment, or one distribution channel. in revenue in 2024, with 99% coming from interest income on USDC reserves.

compliance 241

compliance Marketplace as a Service B2B Healthcare 241

SaaStr

JULY 11, 2025

While OpenAI dominates headlines with ChatGPT’s viral success, Anthropic has quietly built a business that’s already 40% the size of OpenAI’s revenue, despite having a fraction of the consumer awareness. Valuation comparison (2025): OpenAI : $300B valuation / $10B revenue = 30x multiple Anthropic : $61.5B

ChatGPT 216

ChatGPT Artificial Intelligence Outsourced Development AI 216

SaaStr

JUNE 2, 2025

Run your most critical, AI-powered apps on pic.twitter.com/M6tdOd2uQV — sridhar (@RamaswmySridhar) June 2, 2025 Databricks Neon Deal value: ~$1 billion Neon has more than 18,000 customers Founded in 2021, raised $129.6 Snowflake’s Broader AI Strategy Snowflake’s momentum in AI is accelerating. ” 3.

VP of Engineering 188

VP of Engineering AI Search AI Data 188

SaaStr

JUNE 25, 2025

In a recent conversation at SaaStr Annual + AI Summit 2025 , Arvind shared the tactical playbook behind Rubrik’s scale, revealing counterintuitive strategies for product development, customer success, and AI adoption that challenge conventional SaaS wisdom. ” This approach works because it builds trust.

Cybersecurity 254

Cybersecurity AI Scale CTO Hire 254

SaaStr

JUNE 23, 2025

June 30, 2025: The date where if your team hasn’t rolled out a truly great AI into production yet … and seen a boost from it … It’s time to reboot the team. ✨ Lemkin (@jasonlk) June 21, 2025 It’s time. June 30, 2025 marks the time we need to wrap up the era of stalling, of waiting to see in AI. — Jason ✨👾SaaStr.Ai✨

AI Search 169

AI Search AI Technical Review CTO Hire 169

SaaStr

JUNE 14, 2025

But here’s the kicker: Anysphere’s ARR has been doubling approximately every two months, surpassing $500 million in ARR by June 2025. Enterprise AI Goes Mainstream : 78% of organizations now use AI in at least one business function. By 2025, AI might eliminate 85 million jobs but create 97 million new ones.

ChatGPT 217

ChatGPT AI Search AI Growth Hacking 217

SaaStr

JULY 1, 2025

Insights from Jasper Carmichael-Jack, CEO of Artisan at 2025 SaaStr AI Summit About Artisan: AI-powered sales platform building the end-to-end solution —from marketing personalization to AE automation across the entire revenue cycle. Yamini Rangan, CEO of HubSpot, echoed the same at SaaStr 2025: 3.

Scale 207

Scale Software Review Sales Hiring AI 207

SaaStr

JULY 11, 2025

Cursor’s June 2025 pricing adjustments to charge power users more on a variable / token basis —and the subsequent developer pushback—have exposed the fundamental economic tensions in how AI-powered software companies think about monetization. Per seat pricing is hardly dead in the age of AI.

Pricing 211

Pricing Venture Capital Scale AI 211

SaaStr

JUNE 6, 2025

G2 has its latest Buyer Behavior report out and while most of its take-aways are things we know or should know, it’s a wake-up call for anyone thinking AI isn’t important in their category: 🚀 Top 5 SaaStr Learnings from G2’s 2025 Buyer Behavior Report 1. Align sales comp with net revenue retention, not initial ACV 3.

AI Search 141

AI Search AI Technical Review Software Review 141

SaaStr

JULY 1, 2025

✨ Lemkin (@jasonlk) July 1, 2025 Data-Driven Learning #1: Non-Designers Drive 67% of Revenue Growth The Data : Two-thirds of Figma’s customer base identifies as non-designers (product managers, developers, marketers, executives). average revenue per customer over lifecycle The Strategy: Don’t build horizontal.

B2B 169

B2B Benchmarks Retention Enterprise 169

SaaStr

JULY 5, 2025

Where Veeva Stands Today (2025) The results of these early learnings: $2.75B+ annual revenue (2025) – from $129M at IPO in 2013 $45.9B Six months from now, we could be out of business. We have the capital we have – make a profitable business in the capital we have. market cap – up from $2.4B Why a dozen?

Underperforming Technical Team 231

Underperforming Technical Team Sales Hiring compliance Outsourced Development 231

SaaStr

JULY 3, 2025

✨ Lemkin (@jasonlk) July 1, 2025 While everyone’s watching the flashy AI startups and hyperscalers duke it out, two enterprise software giants are quietly crushing it in the Age of AI. billion in Q4 FY2025 Cloud Services became Oracle’s largest business, with non-GAAP operating income up 14% in constant currency to $5.7

AI 224

AI Enterprise Cloud Scale 224

SaaStr

APRIL 28, 2025

Kiren Sekar, Chief Strategy Officer and founding team member at Samsara, came to SaaStr Annual to do one of our best deep dives even on going multi-product. CAC Payback Period Predicts Success More Accurately Than Any Other Metric CAC payback period stands above all other SaaS metrics as the most holistic indicator of business health.

Scale 260

Scale Transportation Scaling SMB 260

SaaStr

FEBRUARY 2, 2025

Owner.com has distinguished itself by consolidating dozens of point solutions into a single, integrated platform that helps small business owners compete effectively online. A huge congrats to Team @owner for a record start to 2025!! New restaurants up +31% in 1 month! Sales up 22%! Join a rocketship.

AI 211

AI Technical Review Artificial Intelligence Systems Review 211

Payrix

JANUARY 28, 2025

In this episode of PayFAQ: The Embedded Payments Podcast, host Ian Hillis welcomes Matt Downs, President of Worldpay for Platforms, to discuss software-led payments predictions for 2025 and beyond. Navigating market dynamics in 2025 and beyond Matt emphasized the cyclical nature of the payments industry, likening it to a pendulum.

Payments 130

Payments Payment Solutions Merchant Services Payment Methods 130

SaaStr

JUNE 4, 2025

Referrals are Chime’s largest acquisition driver since 2022 , helping bring sales & marketing spend down to 26% of revenue in Q1 2025, from 42% in 2022. Keep Driving Up ARPU, Slowly But Steadily Chime’s ARPU grew from $231 to $251 (Q1 2024 to Q1 2025). million in Q1 2025. In a business serving 8.6

Outsourcing Services 198

Outsourcing Services Scale Banking Customer Lifetime Value 198

Buffer Resources

MAY 5, 2025

In this fully updated guide, you’ll find all the current Facebook ad dimensions, file types, and technical details you need to create standout ads in 2025.  💡 Ads are one part of your Facebook strategy, but don’t forget about optimizing your profile. 💡 New to advertising on Facebook?

Social Media 102

Social Media Advertising Mobile Branding 102

SaaStr

JUNE 17, 2025

Except instead of two egos competing for attention, it’s one AI platform systematically absorbing the functionality of entire categories of business software. The Numbers Don’t Lie: OpenAI Is Playing a Different Game OpenAI announced it now has 3 million paying business users, up from the 2 million it reported in February.

ChatGPT 255

ChatGPT Software Review B2B AI Search 255

SaaStr

JULY 9, 2025

For SaaS founders, NVIDIA’s journey offers critical lessons about platform strategy, timing major transitions, and building infrastructure that becomes indispensable. But here’s what’s brilliant about their early strategy—they didn’t just build graphics cards, they built an entire ecosystem.

SaaS Payments 199

SaaS Payments Payment Solutions Payments Payment Services 199

SaaStr

MAY 19, 2025

We’ll do deep dives on all the SaaStr + AI Summit 2025 speakers soon! Were going to look back in a few years and be shocked by how much time it used to take to just do basic business tasks before AI. The winners will be those who embrace AI as the core operating system of their business – not just another feature or module.

AI 211

AI Technology ChatGPT Cloud 211

SaaStr

JUNE 14, 2025

SaaS Is Still Slowing Down, Unfortunately: What Q1 2025 Numbers Reveal About the Cloud Software Market The 40% Rule: Why This Number Changes Everything Here’s the uncomfortable truth: 40% of workloads have now moved to the cloud. Three Strategies for SaaS Leaders Strategy 1: The Replacement Play Don’t just add AI features.

AI 255

AI Cloud Software Review Underperforming Technical Team 255

SaaStr

JUNE 10, 2025

pic.twitter.com/9ir56bGbSu — Satya Nadella (@satyanadella) April 4, 2025 But this noise is obscuring a much simpler reality that every SaaS and B2B founder and engineering leader needs to understand: A lot of B2B software was never actually hard to build. You really know intelligence has been commoditized when CEOs start vibe coding!

B2B 268

B2B Software Scale AI 268

Payrix

DECEMBER 18, 2024

The world of Embedded Payments saw remarkable developments in 2024, shaping strategies and innovations across the industry. Software companies are increasingly integrating payments as a core component of their business models rather than treating them as ancillary features.

Payments 130

Payments Embedded Payments Merchant Services Payment Services 130

Sales Hacker

JUNE 27, 2025

GTMnow shares insight around the go-to-market strategies responsible for explosive company growth. GTMnow highlights the strategies, along with the stories from the top 1% of GTM executives, VCs, and founders behind these strategies and companies. The post Mary Meeker’s 2025 AI Report appeared first on GTMnow.

AI Search 95

AI Search AI Artificial Intelligence Scale 95

SaaStr

JULY 4, 2025

At SaaStr’s packed AI Summit 2025 , Box CEO Aaron Levie and IBM VP of AI Raj Datta did a deep dive together with SaaStr’s Jason Lemkin on how B2B companies should think about AI agents. “Very quickly you realize more companies are actually in the data business than they initially thought.” ” Levie asked.

AI 212

AI B2B ChatGPT Sales Hiring 212