SaaStr

JULY 4, 2025

At Least Right Now. Case Study: Monday.com vs Asana – The Power of Non-Tech Customers Want to see the “non-tech vertical” thesis in action? Predictions for H2 2025 and 2026 1.

Merchant Services 305

Merchant Services SaaS Payments Payment Services Payments 305

Tom Tunguz

MARCH 6, 2023

For most companies, the data science team analyzed data & wrote machine learning models to support the business functions : sales, marketing, customer support. ChatGPT has catalyzed an expectation in users’ minds that all products should converse with users & should be rather intelligent.

Artificial Intelligence 250

Artificial Intelligence ChatGPT Engineering Machine Learning 250

SaaStr

JUNE 7, 2025

Beyond basic ChatGPT usage, effective AI implementation requires specialized expertise that’s in critically short supply. This favors companies with strong enterprise sales capabilities over those relying on viral adoption. Skills bottlenecks are widening. Price pressure is coming.

AI 272

AI Payment Services Payments Scale 272

SaaStr

MARCH 21, 2025

I’m fortune that SaaStr Fund was the first investor in RevenueCat in 2018 and today it’s grown into the #1 tool to manage mobile subscriptions, powering 40% of all mobile subscription apps, and even ChatGPT’s mobile app itself. In SaaS, we often push for 14 day trials when the sales team gets involved especially.

Data 198

Data ChatGPT Mobile SMB 198

SaaStr

FEBRUARY 13, 2025

Let’s ask them: ChatGPT says 70% Deepseek says 40%-60% Claude says 60%-70% If you are building a direct competitor to ChatGPT, you probably have to copy their pricing model, like DeepSeek. So as part of the 10,000 new vendors we’ve seeing a rebirth of Freemium on many levels. How many AI-first tools are Freemium?

AI 202

AI ChatGPT SMB Enterprise 202

SaaStr

FEBRUARY 2, 2025

Sales up 22%! 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! Join a rocketship.

AI 215

AI Technical Review Artificial Intelligence Systems Review 215

SaaStr

JULY 25, 2023

HubSpot Inbound: While not exclusively focused on SaaS, HubSpot Inbound brings together marketers, sales professionals, and customer success teams to explore the latest inbound marketing and customer engagement trends, which are crucial for SaaS companies’ success. According to ChatGPT. appeared first on SaaStr.

ChatGPT 189

ChatGPT AWS SaaS CTO 189

SaaStr

JUNE 24, 2025

We’re living through the biggest transformation in B2B sales since the birth of SaaS itself. Companies with strong AI adoption across their GTM organizations are outperforming peers on virtually every metric: higher quota attainment (61% vs 56%), shorter sales cycles (20 vs 25 weeks), lower cost per opportunity ($8.3K

Scale 184

Scale AI B2B SaaS 184

SaaStr

JULY 3, 2025

billion Remaining Performance Obligations (RPO) hit a record $99 billion, up 53% year-over-year But here’s what’s really wild: In Q4 alone, Oracle signed over 30 AI sales contracts totaling more than $12.5 billion, including one with OpenAI to train ChatGPT in Oracle Cloud. The Revenue Reality Check: Total revenue of $15.90

AI 226

AI Enterprise Cloud Scale 226

SaaStr

DECEMBER 8, 2023

He was just using ChatGPT to generate Python code. Revelations in the Market After the Launch of OpenAI for Enterprise OpenAI shares three things about their journey to building ChatGPT Enterprise, learnings, and what is coming. The short of it is that AI will fundamentally change how sales roles operate and look.

Artificial Intelligence 300

Artificial Intelligence AI ChatGPT Software Engineering 300

Neil Patel

FEBRUARY 11, 2023

It’s so funny how many people are concerned about ChatGPT and Bard. But here is the thing, when you currently perform a search on Bing, Google, or even ask ChatGPT a question neither of them is always correct, which I will get to in a bit. Here’s what ChatGPT spun up. When Google announced Bard, their stock fell 7%.

AI Search 145

AI Search ChatGPT AI Systems Review 145

SaaStr

JUNE 6, 2025

Align sales comp with net revenue retention, not initial ACV 3. You need GEO (Generative Engine Optimization) The Fix : Optimize for AI crawlers, invest heavily in G2 reviews, and ensure your content shows up in ChatGPT/Claude responses 4. The Disruption : 29% of buyers start research with AI search more than Google.

AI Search 147

AI Search AI Technical Review Software Review 147

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. Lead generation tools do change, but the basic motions of sales and marketing haven’t changed much.

Scale 275

Scale Sales Hiring Sales Recruiting AI 275

SaaStr

JULY 31, 2024

In this week’s Workshop Wednesday , SaaStr Founder and CEO Jason Lemkin shares the 7 things the best sales reps get right and the 8 ways the rest make things worse. #1: The best sales reps solve your problems. When you’re doing so well that you’re in order-taking mode, sales reps don’t have to solve a problem.

Scale 275

Scale Sales Pricing ChatGPT 275

SaaStr

NOVEMBER 5, 2023

I’m using ChatGPT , Slack , Gong , Salesforce , Retool , and Google Workspace. #2. ChatGPT — the marketing analyst I’ve never had! #3. What’s your core stack of apps today? What’s the number one top new app you’ve added the past year?

ChatGPT 267

ChatGPT Marketing Travel Sales 267

Sales Hacker

FEBRUARY 1, 2023

Editor’s note: AI is no longer some hypothetical future in sales — it’s here now. AI isn’t going to take your sales job. If you’ve played with ChatGPT, DALL-E, or other OpenAI tools, you know it can be surprisingly tricky. Here are 7 critical errors to avoid when selling into the C-suite — plus ChatGPT prompts to lend an assist.

ChatGPT 118

ChatGPT AI Education Communication 118

SaaStr

APRIL 29, 2025

250+ speakers. 12,000+ SaaS leaders. 100B+ in market cap. 250+ speakers. 12,000+ SaaS leaders. 100B+ in market cap.

AI Search 158

AI Search AI New CTO Scale 158

IT World

APRIL 14, 2023

There has been an increase in discussions and trades related to ChatGPT on the dark web since March, according to Check Point.

ChatGPT 121

ChatGPT Sales 121

SaaStr

JUNE 20, 2025

billion valuation after 175M round Scale AI : $29 billion valuation / “sale” with Meta’s $14.3 Ready When AI Hit and Went All-In When ChatGPT launched in late 2022, most SaaS companies scrambled to add AI features. billion total funding, $157 billion valuation Anthropic : $8.4 billion in funding xAI : $6.4

AI Search 280

AI Search Artificial Intelligence AI CTO Hire 280

SaaStr

JUNE 29, 2025

While everyone was building ChatGPT wrappers, Palantir was quietly becoming the infrastructure layer that makes AI actually useful in large organizations. This isn’t just revenue acceleration—it’s a complete transformation of their sales motion. Commercial TCV Moonshot : U.S. government revenue still grew 45% YoY.

AI 252

AI Artificial Intelligence Software Review Technical Review 252

User Pilot

JANUARY 16, 2024

From analyzing market trends to churning user needs and technical feasibility into golden product ideas, there are many benefits of ChatGPT for product managers. A potent tool, ChatGPT has proven to be a strategic addition to the product management toolkit, churning out ideas in even the most unlikely scenarios.

ChatGPT 105

ChatGPT Management Underperforming Technical Team Technical Review 105

Sales Hacker

OCTOBER 15, 2024

Cliff is a recipient of the 2024 Modern Sales Leader award from HubSpot and a 2024Top 50 CRO to Watch by Pavilion. Attention’s generalized insights allow you to ask any question across all of your conversations – think of it like ChatGPT for your sales calls.

Acquisition 110

Acquisition Sales Hiring ChatGPT AI 110

Sales Hacker

JULY 26, 2023

Love it or hate it, artificial intelligence is massively changing the game in sales — and has huge potential for account executives. And AI (particularly ChatGPT) has supercharged my productivity and learning — and helped me get back some of my oh-so-precious time. Because the future of sales isn’t man versus machine.

ChatGPT 94

ChatGPT Scale AI Search AI 94

SaaStr

JANUARY 3, 2024

In some ways, Elastic may be under some of the most theoretical threats of all from ChatGPT and the like. After all, ChatGPT is the first threat in search in many ways. Channel Sales Are Important. Still, Wall Street seemed to like its slower but efficient growth. It send the stock price up 112% over the past 12 months!

ChatGPT 266

ChatGPT AI Search Sales Hiring Scale 266

SaaStr

APRIL 30, 2024

How do you build GTM efficiency in SMB sales? Lesson #1: Just Say No Once he joined, Kyle quickly discovered that Owner had a leaky bucket and had either bad or no targeting on prospects, was closing a lot of poor-fit customers, and there were a lot of miss set expectations from sales so customer handoff was sketchy at best.

Scale 290

Scale SMB Sales Hiring Sales 290

IT World

FEBRUARY 14, 2023

For enterprises, chatbots such ChatGPT have the potential to automate mundane tasks or enhance complex communications, such as creating email sales campaigns, fixing computer code, or improving customer support. Research firm Gartner predicts that by 2025, the market for AI software will reach almost $134.8 in 2021 to 31.1%

ChatGPT 116

ChatGPT Enterprise Artificial Intelligence AI 116

SaaStr

NOVEMBER 12, 2023

in 2024, to Over $1 Trillion For The First Time No, Most “Pretty Good” Sales Reps Can’t Just Sell Any SaaS Product Dear SaaStr: What does a US-Based SaaS company Need to Know Before Expanding into Europe? SaaStr 697: What SaaStr CEO and Founder Jason Lemkin Really Thinks About AI, Sales & Lead Gen In 2024  4.

ChatGPT 166

ChatGPT Compensation Acquisition AI 166

SaaStr

DECEMBER 31, 2023

This is how you build and maintain credibility with sales. Not just ChatGPT for day-to-day stuff, but apps like Copy.ai Kyle’s foray into B2B tech sales started in 2013 when he joined Looker as the 6th employee. What’s the number one top new app you’ve added the past year? How could it not be AI related?

ChatGPT 275

ChatGPT Scale AI B2B 275

Sales Hacker

OCTOBER 22, 2024

Attention’s generalized insights allow you to ask any question across all of your conversations – think of it like ChatGPT for your sales calls. Attention also lets you build automated workflows tailored to your needs.

Venture Capital 110

Venture Capital ChatGPT AI Consulting 110

Sales Enablement, SaaS and Growth

JUNE 9, 2025

I used ChatGPT and Lovable to create the app, and it can be seen below (you can also view it on Lovable ). The Brief To create a curated, interactive gallery of 100 of history’s greatest artworks, I combined the research capabilities of ChatGPT with the design power of Lovable.

AI 130

AI Artificial Intelligence ChatGPT Mobile 130

Buffer Resources

JULY 23, 2024

  This cost us a third of the price of influencer marketing tests we had done and drove far more sales and visibility.   We’ve since published a new press release about once a month and have continued to see the impact on website traffic, sales, general brand visibility, and consumer trust.

Marketing 110

Marketing Branding ChatGPT AI 110

Sales Hacker

MAY 17, 2023

Writing good emails is vital in sales, and every salesperson has their own email tactic. But you only get one shot at getting your sales emails opened, so it’s critical to do it right. In this episode of the Sales Hacker podcast, our host Colin Campbell welcomes Will Allred , the co-founder and COO of Lavender.

ChatGPT 132

ChatGPT CTO Coach Artificial Intelligence Sales 132

SaaStr

NOVEMBER 5, 2023

SaaStr 697: What SaaStr CEO and Founder Jason Lemkin Really Thinks About AI, Sales & Lead Gen In 2024   2. SaaStr 696: The Chat GPT Growth Story: How AI is Changing the Way We Work with OpenAI’s Head of Sales, Aliisa Rosenthal     3. The 2 Hour Rule The 6 Must-Have Go-To-Market Models Divvy Used to Its $2.5B

ChatGPT 150

ChatGPT Scale Compensation Acquisition 150

SaaStr

AUGUST 30, 2023

G2 CEO Godard Abel deep dives into his original vision for G2, going multi-product, selling with multiple sales teams, demand gen spend, and why AI is the most important thing right now. G2’s OpenAI-Powered Monty Changes The Game G2’s Monty, powered by ChatGPT, will be the best way to discover longtail apps for software buyers.

AI Search 245

AI Search AI Software Review Scale 245

Predictable Revenue

JANUARY 23, 2024

Collin's top tool picks from 2023 are the essential tools that made a mark: Apollo, Clay, Chat GPT, and Orum. The post Collin Stewart’s Favorite Things From 2023 appeared first on Predictable Revenue.

ChatGPT 130

ChatGPT Revenue Development Sales 130

Sales Hacker

MAY 1, 2023

Providing feedback has been a challenge for busy sales managers for decades. It helps that a majority of sales meetings are happening over video and being recorded. Related: How To Manage A Sales Team: 12 Expert Tips For Success These days, AI is everywhere you look. Related: How To Approach Sales Coaching Like a Pro 1.

AI 130

AI Sales Technical Review ChatGPT 130

SaaStr

MARCH 30, 2024

Figma is where we collaborate on design, and – increasingly – ChatGPT helps out across both design and written work. The website is on (a beefed up instance of) WordPress , Circle is what’s powering our online community, we recently switched to Docusaurus to host our documentation, and use Transistor.fm for our podcast.

Marketing 270

Marketing ChatGPT Mobile Onboarding 270