SaaStr

APRIL 8, 2025

So it’s become a thing with many founders and VCs to think how far you can go in AI today. 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. So that 30 person, $100m ARR AI B2B start-up? Much faster.

AI 283

AI Sales Hiring Scale B2B 283

SaaStr

FEBRUARY 7, 2025

With Databricks now one of the largest pre-IPO technology companies, with $10 billion of expected non-dilutive financing and a valuation of $62 billion, Ron’s insights are gold for any revenue leader looking to scale. His view is your sales team teaches your customers how to get value out of your product.

Scale 176

Scale Sales Hiring Scaling Revenue 176

SaaStr

DECEMBER 11, 2024

Ironclad CEO and co-founder Jason Boehmig joined Seema Amble, Partner at Andreessen Horowitz at SaaStr Annual to share their observations on what’s currently working and what’s not quite there yet for Artificial Intelligence (AI) in SaaS. What’s Currently Working in AI for SaaS 1.

AI Search 284

AI Search AI Artificial Intelligence B2B 284

SaaStr

FEBRUARY 7, 2025

Dialpad’s Top Learnings Building Its Own AI Stack When it comes to AI implementation in SaaS, most companies are still figuring out whether to build or buy. But Dialpad has been quietly building their AI advantage for over 7 years, processing more than 8 billion minutes of conversations and hitting $300M ARR along the way.

AI 262

AI Scale Government compliance 262

SaaStr

JANUARY 28, 2025

Cutting Through the Noise: Three Gen AI Pioneers Reshaping Enterprise Technology In a pivotal moment for generative AI, Vanessa Larco, partner at NEA, brought together three visionary CEOs convened at SaaStr Annual to share insights that are redefining the technological landscape.

AI Search 244

AI Search AI Artificial Intelligence Technical Review 244

SaaStr

APRIL 7, 2025

After just a month of launching our own SaaStr AI (trained on a decade of content and hundreds of founders, speakers, and events), we’ve already had over 34,000 (!) conversations with our AI in just the first 30 days. With SaaStr AI, we’ve had almost 35,000 founder conversations in less than 30 days. But the reality?

AI 214

AI B2B ChatGPT Scale 214

SaaStr

DECEMBER 25, 2024

I know many are talking about AI fueling 1 person, $1B start-ups. So thats probably as efficient as you can get outside of AI magic. If you are sales-driven, youll usually stall out at $1.5m-$2m in ARR or so if you dont start growing the team to the next level, The First 50. And reps take time to scale.

Sales Hiring 261

Sales Hiring Scale SaaS AI 261

SaaStr

JANUARY 26, 2025

A self-reinforcing flywheel where successful customers: Get promoted Tell their network Become champions Drive organic growth 3. Solve Hard Technical Problems Create multiple moats Patent protection Technical innovation Market leadership 2.

Technical Review 263

Technical Review Payment Solutions Scale Payment Services 263

SaaStr

MAY 4, 2025

Dear SaaStr: How will Ai Change Sales in The Next 12 Months? It’s already fundamentally remade the contact center and post-sales. And it’s just getting there in sales. This will take sales calls from 10% being great to 95% being great because the AI will always be prepared and accurate.

AI 157

AI Scale Sales SMB 157

SaaStr

MAY 3, 2025

Heres how Id break it down: 0 t o $ 1M ARR: Founder-Led Everything Sales : Founders should lead sales. No VP of Sales yetdont even think about it. Having said that, if you have a steady stream of leads and customers, you really can’t hire a great VP of Demand Gen / Growth too early. AI can’t do it all.

Sales Hiring 250

Sales Hiring Part-Time VPE CTO Hire Scale 250

SaaStr

DECEMBER 4, 2024

At this year’s SaaStr Annual AI Summit, Akshay Sharma, Head of Pricing and Monetization at Miro , chats with a panel of experts, including Janie Lee, Head of Product at Loom , Alison Harmon, Head of Growth at OpenAI , and Carsten Holm, VP of Pricing and Monetization at Splunk, about their nuanced approach to pricing and monetization.

Payments 284

Payments Pricing Scale Revenue 284

Tom Tunguz

FEBRUARY 26, 2025

The very best companies lead their customers in that dance. Many mid-market software companies price with the goal of revenue maximization, negotiating for the highest possible price in each sale. Penetration pricing leads to land-and-expand sales tactics. Most startups play defense when discussing pricing with customers.

SaaS Payments 283

SaaS Payments Pricing Strategy Scale 283

SaaStr

OCTOBER 16, 2024

Quality Management is Their Biggest AI Play at the Moment This makes sense. Using AI to understand the efficacy of contact center agents is a big use case. #4. A reminder to not stay too reliant on direct sales as you scale. Working Hard to Add $100m ARR From New Products It’s early here, though.

Scale 284

Scale Compensation SMB Cloud 284

SaaStr

MARCH 9, 2025

Navigating the AI Transformation Journey Calendly is taking a comprehensive approach to AI implementation across its entire customer experience – not just within the product itself. ” Bios: Steven Shu, Chief Product Officer at Calendly Steven brings over 8 years of AI expertise to Calendly. .”

AI 202

AI Scale Education User Experience 202

SaaStr

FEBRUARY 6, 2025

Thread AI’s founder and Palantir alum Maya Gonimah has cracked the code on enterprise AI implementation through their strategic partnership with Google Cloud. Here’s the AI playbook that’s actually working in production today. Trying to create entirely new AI-centric workflows.

AI 189

AI Cloud Enterprise Technical Review 189

SaaStr

JANUARY 24, 2025

Even with AI and Salesforces $300+ Billion market cap behind it: Lets break down a few mid things: Only 2 times to talk provided. In the age of AI. One thing is clear is the team that send this isnt the A or B sales team. So below is an email I got from the Slack team at Salesforce. Its just mid. Its pretty bad. Even in 2025.

Scale 284

Scale Sales AI Enterprise 284

SaaStr

JANUARY 5, 2025

Top Posts: #1: Why The Greatest Sales Teams Just Kill It On Dec 31. 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. When Everyone Else Has Gone Home. #2: But in 2025, Step Up or Step Aside. #4:

Scale 274

Scale AI Scaling SaaS 274

SaaStr

APRIL 14, 2025

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! With a New, AI Demo Stage from 100+ Top AI Start-Ups! AI is transforming SaaS, and were dedicating two massive stages to the SaaStr.AI The SaaStr.AI Summit Is Back and Bigger.

VP of Engineering 204

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

SaaStr

APRIL 13, 2025

AI is The Accelerant. #3. The Problem with Small But Mighty AI Start-Ups #5. The Top 10 Learnings from Launching SaaStrs Own AI: What Every B2B Founder Needs to Know Top Pods & Vids: #1. Sales in the AI Era From the Top CROs with Sam Blond + Jason Lemkin #2. Fake Multi-Product vs. Real Multi-Product #4.

AI 175

AI Scale Cloud Marketing 175

SaaStr

APRIL 20, 2025

The Problem with Small But Mighty AI Start-Ups #2. B2B Startups Spend 15% of Revenue on Sales and 10% on Marketing, Per SaaS Capital #4. Built a Bottom-Up AI SaaS Without a Single Sales Rep #5. The Top 10 Learnings from Launching SaaStrs Own AI: What Every B2B Founder Needs to Kno w Top Vids + Pods: #1.

Scale 147

Scale Customer Success Scaling AI 147

SaaStr

APRIL 5, 2025

But how did they scale so quickly? Here are the five channels that worked for Rupa: Search Engine Optimization (SEO) Social Proof and Trust Building Educational Partnerships and Rupa University Conferences and Event Sponsorships Outbound Sales and Data Quality Lets dive into each. Its about creating high-quality content at scale.

Scale 229

Scale AI Search Sales Hiring Acquisition 229

SaaStr

FEBRUARY 5, 2025

IBM’s $7B Bet on Vertical AI and What It Means for SaaS Founders. What’s emerging is a new paradigm: Vertical AI, where foundation models are specialized for specific industries and use cases. The WatsonX Platform Deep Dive What’s Actually Different Here WatsonX isn’t just another AI platform.

AI 185

AI Scale SaaS Government 185

SaaStr

JANUARY 3, 2025

If you missed part 1 of this interview, you can catch up on their conversation about the current state of SaaS, evolving board meeting formats, and how AI is reshaping the industry. Or a great growth marketer paired with a great sales team will punch above their weight class. Nothing else matters. It can make all the difference.

Sales Hiring 284

Sales Hiring Scale Systems Review Interviewing 284

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 251

Construction Scale SaaS Travel 251

SaaStr

FEBRUARY 6, 2025

The Next Big Thing in AI Compliance: What ISO 42001 Means for Your SaaS Company The Cold Hard Truth About AI Risk in SaaS Picture this: Your product team’s AI chatbot gets breached. Why ISO 42001 Actually Matters (Like, Really Matters) Here’s the deal: AI isn’t just another feature anymore. No protocol.

compliance 175

compliance AI Scale SaaS 175

Sales Hacker

OCTOBER 29, 2024

David Knight is the Co-founder and CEO of Avarra, an AI-powered platform that simulates human-to-human interactions to accelerate sales onboarding and training. Discussed in this Episode: The power of AI simulations in providing experiential learning for sales reps. The future of AI in sales training and enablement.

Scale 117

Scale Scaling Sales Funnel AI 117

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. How AI is Reshaping Enterprise SaaS: Learnings from Boxs CEO & IBMs GVP of A.I.

Scale 175

Scale New CTO CTO AI 175

SaaStr

JANUARY 1, 2025

Not everywhere, not at every start-up or scale-up. It’s not just AI, although that’s part of it. It was a time when a pandemic lead to rapidly accelerating buying in a way we may never see again. And AI is adding so much fuel to the fire. So it’s in the air. 2025 should be (even) better.

Scale 282

Scale AI B2B Scaling 282

SaaStr

APRIL 29, 2025

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

AI Search 162

AI Search AI New CTO Scale 162

SaaStr

DECEMBER 22, 2024

The Future of AI, Open Source and Enterprise SaaS with Databrick’s Founder CEO Ali Ghodsi: #2. “Lessons Learned in Scaling Databricks, AWS, VMWare and More” with Databrick’s SVP and GM Ed Lenta #3. The Top 5 Lessons Learned Scaling Databricks’ to $1.5B ARR with VP Product Nadim Hossain #5.

Scale 274

Scale AWS Leadership AI 274

SaaStr

AUGUST 9, 2024

From startup to $500M CARR, Spencer Burke, SVP of Growth at Braze, shares how Braze scaled a growth and customer success team. In this AI moment we’re in, there are still many moments in scaling a company where intuition still matters. You don’t have to leave as the organization scales. This isn’t new.

Scale 291

Scale Sales Hiring Scaling Startup 291

SaaStr

NOVEMBER 24, 2024

83% of You Haven’t Gotten AI SDRs to Work — Yet #2. How to Successfully Bring AI Products to Market at Scale with GitHub’s CRO” # 2. Moving Beyond Traditional Sales, Clay CEO & Co-Founder Kareem Amin and Sam Blond, ex-CRO of Brex, on the Future of AI-Driven Growth # 5. Top Posts: #1. Carta: 43.6%

Scale 280

Scale AI Startup Scaling 280

SaaStr

JUNE 13, 2024

Earlier this month, Gong’s CEO and Co-Founder Amit Bendov sat down with SaaStr Founder and CEO Jason Lemkin at SaaStr Europa 2024 to talk about all things AI and the lessons learned while scaling to billions. Back in 2015, Google AI beat the world chess champion easily. AI was starting to diagnose diseases better than doctors.

Scale 306

Scale AI Sales Underperforming Technical Team 306

SaaStr

APRIL 2, 2025

The support space has been turned upside down by AI, with as much as 40% of all support issues now handled by AI at many leaders. 50% Attach Rates for AI In $30k+ Deals, But Much Lower for SMBs This is also what I’ve seen in the contact center. It’s one of the fastest-changing spaces in B2B. 47% of revenue in U.S.,

Scale 271

Scale AI SMB B2B 271

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!! 3) Generate high-quality training data that continuously improves AI performance.

AI Search 175

AI Search AI Startup Scale 175

SaaStr

OCTOBER 25, 2023

For part one of this Ask Me Anything session, Jason covers everything you need to know about hiring your first VP of Sales, what he really thinks about AI, what the future of lead generation in 2024 looks like, and much more. Q: Should Early-Stage Companies Sprinkle in AI? Let’s jump right into the questions.

Scale 284

Scale Sales Hiring Sales Recruiting AI 284