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 247

Scale Sales Hiring Scaling Marketing 247

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 204

VP of Engineering CTO Coach VPCs (Virtual Private Cloud) Scale 204

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 179

Scale New CTO CTO AI 179

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 316

Venture Capital AI Scaling Investment 316

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 289

Scale Benchmarks B2B Enterprise 289

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 278

Scale AI Scaling SaaS 278

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 195

Sales Recruiting Scale CTO Hire Sales Hiring 195

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 285

Sales Hiring Scale Scaling Revenue 285

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 311

Scaling Strategy 311

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

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 289

Sales Hiring Scale Marketing SaaS 289

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 289

AI Cloud Enterprise SaaS 289

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 182

Scale Sales Hiring Scaling Revenue 182

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 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 217

AI Technology ChatGPT Cloud 217

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 286

Scale AI Startup Scaling 286

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 288

AI Sales Hiring Scale B2B 288

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 165

AI Search AI New CTO Scale 165

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 147

Scale Customer Success Scaling AI 147

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

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 179

AI Search AI Startup Scale 179

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

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 267

AI Scale Government compliance 267

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

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 179

compliance AI Scale SaaS 179

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 165

Scale AI Sales Customer Support 165

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 207

Scale Sales Hiring Azure Cloud 207

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 162

AI Scale Sales SMB 162

SaaStr

FEBRUARY 14, 2025

It didn’t get the buzz I think mainly because it’s a “Re-IPO” Sailpoint first went public in 2017, then Thamo Bravo took them private in 2022, and now public again in 2025! Net net, there are a lot more SaaS and B2B IPOs coming in 2025-2027 than most folks realize. Why wasn’t there more buzz?

Cybersecurity 189

Cybersecurity SaaS B2B Scaling 189

SaaStr

APRIL 6, 2025

The Top 10 Customer Success Metrics Investors Care About in 2025 with Gainsight CEO Nick Mehta #5. The Revenue Playbook: Ripplings Top 3 Growth Tactics at Scale with Rippling CRO Matt Plank SaaStr CRO Confidential: Principles that Drove Wizs $0 to The First $100m ARR | Wiz CRO Colin Jones #4.

Scale 194

Scale Software Review Marketing Cloud 194

SaaStr

MARCH 19, 2025

Since then, it has IPO’d and transitioned to a new mature phase, where it’s highly profitable and focused on efficient scaling. ” Drew Houston has been CEO since Day 1 in 2008 and we’re super excited to have him speaking at 2025 SaaStr Annual, May 13-15 in SF Bay !

AI Search 179

AI Search Scale AI B2B 179

SaaStr

FEBRUARY 2, 2025

Top Posts: #1: Its 2025 And Even Salesforces Sales Team is Kind of Phoning It In (At Least Some Of It) #2: The #1 Reason SaaS Companies Stall Out at $15m-$20m ARR #3: AI is the Best Thing to Ever Happen to SaaS. Its Unlocking Even More Budget #4: Whats Really Going in Venture Today: Deals Are Down, But Big AI Dollars Are Up.

AI 162

AI Sales Hiring Scale B2B 162

SaaStr

MAY 1, 2025

— Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) December 2, 2024 A great cold email can absolutely work, and does work. For example: I saw your post about how Gorgias scaled to $10M ARR with a small team. For example: Were raising $2M to scale sales and marketing. Were raising $2M to scale sales and marketing.

Scale 164

Scale Startup Investment Scaling 164

SaaStr

APRIL 8, 2025

" with @lennysan pic.twitter.com/eULOECEPZw — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) August 10, 2024 We’ve talked a lot about this over the years on SaaStr but this is a great chance to summarize it all: First, you should hire your first salesperson once youve closed at least 10 customers yourself.

Sales Hiring 191

Sales Hiring Scale Sales Pricing 191