SaaStr

MAY 11, 2025

So far for SaaStr + AI Summit 2025, May 13-15, we have 711 VCs coming from 298 unique VC firms. A lot of VCs register … a bit late … so we should hit almost 800 by the time SaaStr 2025 is in full swing. How to Meet VCs at SaaStr Annual 2025 #1.

Venture Capital 174

Venture Capital Technical Review Innovation AI 174

SaaStr

MARCH 16, 2025

He spent over eight years scaling their marketing from zero to supporting a multi-billion dollar public company. He came to SaaStr Annual to share his top learnings scaling Datadog’s GTM. He came to SaaStr Annual to share his top learnings scaling Datadog’s GTM.

Scale 239

Scale Sales Hiring Scaling Marketing 239

SaaStr

APRIL 14, 2025

SaaStr Annual has always been the go-to event for SaaS founders, executives, and investors, but 2025 is shaping up to be the best one yet. It’s 50% about the intersection of AI + B2B, 50% about GTM in 2025+, and … 50% about helping you meet the best of the best! 100+ scale-ups and start-ups showing you how they do it!

VP of Engineering 195

VP of Engineering CTO Coach VPCs (Virtual Private Cloud) Scale 195

SaaStr

APRIL 28, 2025

Samsara was intentionally multi-product from the earliest days, and they carefully planned out scaling 5+ products to $100M+ ARR. 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.

Scale 264

Scale Transportation Scaling SMB 264

SaaStr

MAY 5, 2025

Ok about 2,000 of you have already picked your 2025 SaaStr Annual + AI Summit sessions so far and here are the top sessions … for now: 1. The New Rules of SaaS Growth: Whats Next for AI, PLG, and Revenue Scale with HubSpots CEO 2. Kick-off to SaaStr Annual 2025 with SaaStrs Founder & CEO 4.

Scale 174

Scale New CTO CTO AI 174

SaaStr

DECEMBER 26, 2024

Gong has its 2025 State of Revenue out. Is usually see 15%-20% as start-ups scale, but 25% is probably the right target as you scale. You can grab it here. In general, the report ties to what were seeing everywhere in SaaS. Were ending the year in general with stronger growth that the prior year.

Scale 291

Scale Benchmarks B2B Enterprise 291

SaaStr

MARCH 17, 2025

So we’ve all watched the mega VC rounds for OpenAI, Databricks, Anthropic etc as VCs deploy billions into the AI winners at scale. Now there’s a lot going on here and part of the rush in 2024 and 2025 is that more capital is coming into VC again. At a scale we haven’t seen before.

Venture Capital 310

Venture Capital AI Scaling Investment 310

SaaStr

JANUARY 5, 2025

But in 2025, Step Up or Step Aside. #4: 2025 Will Be Radically Different. . #2: Gong: $100k Deals Take About 70 Days to Close #3: Yes, You Need to Focus. 4: HubSpot Co-Founder and Chairman Brian Halligan on AI and SaaS, Board Meetings, and The Incumbent Advantage #5: Most SaaS Apps Are Just Getting Starting With AI.

Scale 279

Scale AI Scaling SaaS 279

SaaStr

JANUARY 12, 2025

Top Posts: #1: 2025 And The Rise of the Mech AE (Account Executive) #2: 2025 Should Be Better Than 2024 For Almost All Leading Public SaaS Companies #3: 38% of Bootstrapped Start-Ups Have Solo Founders. But Only 17% of VC-Backed Ones Do. And 10%-12% of Ones That IPO. #4:

Sales Hiring 286

Sales Hiring Scale Scaling Revenue 286

SaaStr

FEBRUARY 25, 2025

The Best Speakers In The World With hundreds of sessions from proven SaaS leaders who have scaled companies to significant revenue milestones, SaaStr Annual offers practical, actionable insights you won’t find elsewhere. Come to SaaStr Annual 2025, but also visit your partners, customers, and colleagues here in the Bay.

Sales Recruiting 183

Sales Recruiting Scale CTO Hire Sales Hiring 183

SaaStr

MARCH 1, 2025

Over 60% haven’t raised funding since 2021 and likely never achieved the scale to do so, or have seen growth slow: Per Carta, a , : 374 of the original 616 pool had not raised any subsequent rounds. That’s tough, but you still have scale and often, the burn rate is low or in many cases these centicorns are cash-flow positive.

Scaling 312

Scaling Strategy 312

SaaStr

NOVEMBER 29, 2024

Start-ups, scale-ups and public companies in 2021 would hire a lot of folks they just wouldn’t hire today. If you are running the same playbook in 2025 to get a job that you ran in 2021, it probably won’t work. I know for many, this seems a much harder time to find a new job What I can tell you is this.

Sales Hiring 290

Sales Hiring Scale Marketing SaaS 290

SaaStr

DECEMBER 18, 2024

and >accelerating< – 80% Gross Margins – 500 $1m+ customers 20x ARR doesnt seem >that< high pic.twitter.com/5qW7jeReQc — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) December 17, 2024 So SaaS is back. And it will be cash-flow positive in 2025. It will be cash-flow positive in 2025. #4.

AI 291

AI Cloud Enterprise SaaS 291

SaaStr

FEBRUARY 7, 2025

In the latest episode of SaaStr’s CRO Confidential Series, our host Sam Blond sits down with Ron Gabrisko, CRO of Databricks , to unpack the journey from $1M in ARR to crossing $3B ARR at the end of January 2025. So we have a mix of both, but I think as we’ve scaled it’s become an advantage. ” The lesson?

Scale 183

Scale Sales Hiring Scaling Revenue 183

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. Companies like Bamboo HR and Scale AI are already automating their entire sales and revenue operations using AI-powered customer conversation analysis.

Sales Hiring 170

Sales Hiring Underperforming Technical Team AI Scale 170

SaaStr

JANUARY 19, 2025

So one big theme of 2025 SaaStr Annual (May 13-15 in SF Bay) will be going deep on Vertical SaaS. We’ll hear from the CRO of $3B Clio (legal SaaS), the CEO and CRO of Flock Safety (police and safety SaaS), and dozens of others on how to scale their vertical SaaS industries and platforms. See you there! How Kyle does it here: #3.

Scale 189

Scale Sales Hiring Scaling SMB 189

SaaStr

MAY 26, 2025

They’ll personalize outreach at scale without the “spray and pray” feel of traditional automation. 50% though will be standard soon — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) May 11, 2025 The 2026 Account Executive Role “We will need AEs. We’re close here. Just fewer.”

Scale 243

Scale Sales Hiring AI Sales 243

SaaStr

NOVEMBER 24, 2024

How to Successfully Bring AI Products to Market at Scale with GitHub’s CRO” # 2. Samsara’s Rise to Vertical SaaS Leader and $1B+ ARR with Samsara’s CEO and Co-Founder” #3 What Really Matters in SaaS in 2025 with Jason Lemkin and Dave Kellogg # 4. Carta: 43.6%

Scale 287

Scale AI Startup Scaling 287

SaaStr

APRIL 8, 2025

Many of the early break out leaders in AI for B2B and otherwise have been “small but mighty teams” Honestly we’d all love it if that scaled. And can it sell and scale sales? So it’s become a thing with many founders and VCs to think how far you can go in AI today. I’m not so sure.

AI 287

AI Sales Hiring Scale B2B 287

SaaStr

MAY 1, 2025

They have to be product experts" @lennysan + @jasonlk pic.twitter.com/kWdOBxtnjz — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) May 23, 2024 Here’s a checklist to get it right: 1. But if you get it right, theyll help you scale to the next level. And someone you can trust with your few, precious leads. "That

Sales Hiring 266

Sales Hiring Scale Sales Interviewing 266

SaaStr

MAY 28, 2025

Niche B2B Tools Struggle for Scale Smaller, specialized B2B software companies like Webicon and Silvaco have underperformed, suggesting investors prefer platforms with broader market appeal and clearer paths to significant scale. Somewhat smaller IPOs are possible and the market is good with them. returns and 54.7% for the last 20.

Technical Review 188

Technical Review Software Review Cybersecurity Advertising 188

SaaStr

FEBRUARY 12, 2025

Meet Wyatt Jenkins: From Construction Sites to Chief Product Officer If you want to understand how vertical SaaS companies scale to $1B+ in revenue while staying true to their customers, there’s no better person to learn from than Wyatt Jenkins, Chief Product Officer at Procore Technologies.

Construction 255

Construction Scale SaaS Travel 255

SaaStr

MAY 19, 2025

We’ll do deep dives on all the SaaStr + AI Summit 2025 speakers soon! No technology in history has scaled this rapidly – not even close. link] — Aaron Levie (@levie) May 19, 2025 Even Leading Tech Companies Feel Behind on AI Perhaps most telling: even recognized AI-forward companies feel they’re falling behind.

AI 211

AI Technology ChatGPT Cloud 211

SaaStr

JUNE 18, 2024

They’ve raised their expectations for both 2024 and 2025 for SaaS: Gartner is now projecting overall SaaS spend to be up a stunning 20.0% The post Gartner: SaaS Spend is Actually Accelerating, Will Hit ~$300 Billion in 2025 appeared first on SaaStr. Canva just announced it’s growing 40% at $2.4B How does this all net out?

SaaS 327

SaaS AI Enterprise Scaling 327

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

APRIL 4, 2025

So we’ll have ~20 of the latest AI start-ups from YCombinator at a special YC Demo Pod area at 2025 SaaStr Annual! Come meet them (and also watch 100+ present live at our first AI Demo Stage ) at 2025 SaaStr Annual, May 13-15 in SF Bay!! Here’s more on a dozen of them to meet IRL!: The Numbers : Processing 1.2B

AI Search 174

AI Search AI Startup Scale 174

SaaStr

FEBRUARY 7, 2025

At SaaStr AI Day 2025, Jim Palmer, Dialpad’s Chief AI Officer (and co-founder of TalkIQ, which Dialpad acquired), shared the tactical playbook they used to build and scale their AI capabilities. Here are the key learnings every SaaS company should know. The Build vs. Make this decision early.

AI 260

AI Scale Government compliance 260

SaaStr

JANUARY 20, 2025

What To Do Next Audit your current payment/finance offerings Survey your customers about their financial pain points Start conversations with embedded finance providers Focus on partners who can scale globally with you Remember: In SaaS, revenue diversity is power.

Payments 246

Payments Finance Payment Services SaaS Payments 246

SaaStr

MAY 21, 2025

link] — Akshay Krishnaswamy (@hyperindexed) May 5, 2025 5 Interesting Learnings: 1. Adjusted Free Cash Flow Margins Have Nearly Doubled Palantir reported adjusted free cash flow of $370 million in Q1 2025, representing a 42% margin. 24% GAAP profit margins! We are early. The company now sits on $5.4 billion and $1.8

Artificial Intelligence 152

Artificial Intelligence Government AI Benchmarks 152

SaaStr

APRIL 29, 2025

SaaStr Annual + SaaStr AI Summit 2025! It’s days away now! The ultimate gathering of SaaS and AI leadership is about to happen in San Francisco. We’re bringing together the true founders, revenue leaders and product visionaries that are actually driving the next wave of AI first software. Not talking heads. Not theorists.

AI Search 160

AI Search AI New CTO Scale 160

SaaStr

FEBRUARY 6, 2025

As more SaaS companies rush to embed AI across their stack – from code generation to sales automation – the risks are scaling even faster than the benefits. It’s about getting your documentation right before you scale. Building it early with ISO 42001 compliance could be your unfair advantage in 2025 and beyond.

compliance 174

compliance AI Scale SaaS 174

SaaStr

APRIL 20, 2025

The Top 10 Customer Success Metrics Investors Care About in 2025 with Gainsight CEO Nick Mehta #4. From $1M to $3B ARR: Databricks CRO Ron Gabrisko on Scaling a Revenue Rocket Ship LIVE: Top 10 Things We Learned from the New SaaStr AI with Jason Lemkin + Assistant UI #3.

Scale 141

Scale Customer Success Scaling AI 141

SaaStr

MAY 4, 2025

2025 And The Rise of the Mech AE (Account Executive) 7. The key is to start small, figure out what works, and scale from there. It’s already fundamentally remade the contact center and post-sales. At least, the best AEs. The mid tier AEs? We may or may not need them anymore (see next point). And it’s accelerating.

AI 163

AI Scale Sales SMB 163

SaaStr

MARCH 23, 2025

The Top 10 Customer Success Metrics Investors Care About in 2025 with Gainsight CEO Nick Mehta #4. The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr Founder Jason Lemkin #5. The Revenue Playbook: Ripplings Top 3 Growth Tactics at Scale with Rippling CRO Matt Plank

Scale 160

Scale AI Sales Customer Support 160

SaaStr

FEBRUARY 26, 2025

pic.twitter.com/RhXYJqZuMg — Marc Benioff (@Benioff) February 26, 2025 Let’s dig in more 5 Interesting Learnings: #1. And while 9% growth isn’t crazy, think about the scale for a moment. Salesforce Growth: FY26 $40.9B (guidance) FY25 $37.9B Salesforce Operating Cash Flow: FY26 $14.5B (guidance) FY25 $13.1B

Scale 202

Scale Sales Hiring Azure Cloud 202