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

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

Clouded Judgement

MARCH 28, 2025

Data from Stripe (below) shows the speed at which AI native companies are growing compared to SaaS companies. If you, as a software company, got to a certain scale and brand awareness, it was really hard for others to catch you. It simply took too much time to start a competitor, build a product, build a brand, and compete.

Cloud

SaaStr

JULY 14, 2025

Two of the most misunderstood concepts in AI for B2B and SaaS aren’t technical—they’re human. “Human-in-the-loop” and “AI orchestration” have been watered down into feel-good phrases that make AI adoption sound effortless. The reality? That’s not wrong, but it’s incomplete.

AI

USIO

JULY 22, 2025

If you’re building an AI-powered SaaS product, your focus is likely on creating amazing AI features — whether that’s smart automation, AI co-pilots, or data-driven insights. Embedding payment functionality into your AI SaaS doesn’t have to be a massive, complicated project.

Payments

Buffer Resources

AUGUST 13, 2024

  Standout feature for brands: Heepsy provides advanced search filters that allow users to narrow down influencer options based on various criteria such as location, follower count, engagement rates, niche, and more. Standout feature for creators : Creators benefit from HypeAuditor's audience quality verification.

Branding

Tom Tunguz

JULY 22, 2025

As we’ve reached the AI search tipping point , publishers face an existential challenge : ensuring AI systems use their content in answers to maintain relevancy. Instead of bidding to show you ads, publishers vie to inform AI responses. The AI uses quality metrics, not money, to determine winners.

AI Search

Tom Tunguz

FEBRUARY 26, 2025

Consider whether your startup is differentiating on pricing to compete with an incumbent, or if you’re selling a superior product at a premium, in which case using the same pricing model with higher fees reinforces your brand positioning. Move to usage-based pricing : AI software might be priced like databases, charging for compute.

SaaS Payments

SaaStr

JANUARY 26, 2025

Attentive spent months with brands, consumers, and regulators to crack this. This wasn’t just an improvement it fundamentally changed how brands could engage with SMS marketing. The traditional “Text WHY to 12345” SMS opt-in process was clunky and killed conversion rates. The result?

Technical Review

SaaStr

JULY 4, 2025

net income in Q1 2025 (GAAP profitable) Key Metrics: $911 ARPU (+12% YoY), 111% NRR, 88k active locations Customers: 750+ restaurant brands across 88,000+ locations Employees: 617 in the US as of Dec 2024 Acquisition Price: $2B ($10.25/share, share, 65% premium) Why This Deal Matters for B2B and SaaS This isn’t just another PE rollup.

SaaS Payments

SaaStr

MAY 20, 2025

Each module connects to the same Smart CRM database, creating a seamless ecosystem powered by AI. Bold Marketing Investments : The company’s aggressive marketingincluding their memorable Big Game adhas built massive brand awareness.

SMB

SaaStr

JULY 2, 2025

Not MQLs, not pipeline attribution, not brand awareness metrics. ” She kept brand, content, and demand gen. How AI is Changing Marketing (According to Someone Actually Using It) “Every single person on my team has dramatically transformed how they work. ” That was it. Just: people need to know we exist.

Sales Hiring

Clouded Judgement

AUGUST 1, 2025

Subscribe now The AI Operating Model One of the biggest debates in every platform shift is: do the incumbents win, or do the startups take over? They’ve got customer relationships, distribution, brand, and deep integration into existing platforms. We’re about to see the same thing happen again in AI.

Cloud

SaaStr

MAY 10, 2025

2025 SaaStr Annual + AI Summit is THIS WEEK, May 13-15 in SF Bay!! Explore the SaaStr AI Summit. This year, the SaaStr AI Summit is taking over two stages, featuring 100+ top AI startups demoing their products live. We’ve also got 20 of the top AI Ycombinator start-ups in a special demo pavillion.

AI

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

SaaStr

AUGUST 2, 2025

Canva’s aggressive AI investments position it for this premium. AI Integration Success The market is rewarding companies with proprietary AI capabilities. Canva’s recent AI investments and acquisitions (Leonardo.ai) could drive premium valuations if execution is successful. Financial Scale At $2.5B

Scale

SaaStr

JULY 28, 2025

Rather than paying an AI premium, Nice arguably got a bargain on proven enterprise fundamentals while Silicon Valley pays founder premiums for fraction of the revenue. That puts the acquisition at around 8x 2026 forward revenue – actually quite reasonable for a best-in-class AI company with proven enterprise traction.

AI

SaaStr

JULY 11, 2025

The AI race isn’t just about who has the most users—it’s about who can monetize their technology most effectively. Anthropic is ~40% as big as OpenAI by ARR, despite its consumer app Claude being just 5% the size of ChatGPT. ChatGPT’s viral launch created a platform that now serves over 100 million users.

ChatGPT

SaaStr

JULY 8, 2025

Technical Credibility Matters More Unlike consumer companies where marketing and brand often take precedence, B2B software requires deep technical understanding throughout the scaling process. Filed, founder CEO.

Scale

FastSpring

FEBRUARY 6, 2025

Larger technology companies can pay more, offer more benefits, and provide a more marketable brand on a candidate’s resume. So how are smaller companies supposed to compete with large brands for the best talent? to working for smaller brands. And some people really value brand names. Lizzie, welcome to Growth Stage.

SMB

SaaStr

APRIL 5, 2025

SEO: How Rupa Health Dominated Search with Programmatic SEO and AI Rupa Health invested heavily in search, aiming to own the top spots for specific lab tests and biomarkers. AI-Enhanced Content : By layering AI on top of metadata, Rupa scaled content creation, publishing 150 articles a month written by medical professionals.

Scale

SaaStr

APRIL 19, 2025

Dear SaaStr: Should I Buy a Great “ com” At a Crazy Price or Just Stick What the “ ai” We Already Have? If youre early-stage and still building your brand, sticking with the.ai domain is confusing customers or holding back your brand, it might be worth the investment. domain is fine.

AI

Buffer Resources

JULY 23, 2024

When my sister and I started Vinat to make buying wine online more accessible, I thought that any kind of PR was going to be prohibitively expensive for our small brand. I love leveraging AI tools for the headline: You can drop in a written press release and have ChatGPT or similar apps suggest catchy titles, giving you ideas to start with.

Marketing

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

SaaStr

JUNE 9, 2025

The combination of AI excitement, economic stability, and pent-up demand from years of IPO drought has created conditions we haven’t seen since 2021. Learning #4: Data + AI = Premium Multiples Rubrik’s 206% returns reflect the market’s appetite for companies sitting at the intersection of data management and AI enablement.

B2B

Buffer Resources

JULY 24, 2024

💡 Related reading : 6 Social Media Analytics and Reporting Tips for Becoming a Data-Savvy Marketer 5: Use AI to refine your social media captions AI is a big part of work today everywhere and the digital marketing world is no exception. Read more about how we use AI at Buffer to strike the balance between automation and human.

Social Media

Sales Hacker

MAY 9, 2025

In 2023, we saw a surge of SaaS brands adding anything AI-powered or AI-driven into their website headlines. A quick use of Wayback Machine for the top 100 SaaS brands will show you just how pervasive it was. The optics were that if AI wasnt integral to your roadmap and marketing, you were losing relevance.

AI Search

SaaStr

FEBRUARY 7, 2025

Its all flowing into AI and Growth, but its back. Yes, its often AI fueled SaaS leaders. AI has created 100s and even 1000s of new competitors in many categories. AI Has Unlocked More B2B Budget Per Morgan Stanley, 50% of the budget for AI is new. Venture Capital is Back. As fast and as furious as 2021. #2.

Software Review

SaaStr

MARCH 6, 2025

The Top 10 Product Leadership Lessons from Plaid’s and Brex’s Presidents Product leaders often ask me what it takes to build successful products in the age of AI, especially in fintech where the stakes are incredibly high. Embrace AI : Companies not incorporating AI into their products will be left behind.

AI

Sales Hacker

DECEMBER 17, 2024

Guest Speaker Links (Guy Yalif): LinkedIn: [link] Host Speaker Links (Scott Barker): LinkedIn: [link] Newsletter: thegtmnewsletter.substack.com/ Where to find GTMnow (GTMfunds media brand): Website: [link] LinkedIn: [link] Twitter/X: [link] YouTube: [link] The GTM Podcast (on all major directories): [link] Resource we Recommend: HG Insights.

Scale

SaaStr

MARCH 12, 2025

So at SaaStr Annual, Dave Kellogg did a great deep dive on “5 Things Every B2B CEO Needs to Know about Marketing” In the Age of AI it’s even more true today, so I wanted to update our SaaStr take-aways from the deep dive. These “five-five” CMOs barely exist. Better to hire for your specific needs and stage.

Sales Hiring

Buffer Resources

AUGUST 14, 2024

Buffer's AI Assistant is available on all plans, including free, and there's no limit on how many ideas or posts you can create. If you’re interested in tracking mentions of and sentiment towards your company or brand, Hootsuite has some powerful options. Which tool is right for you?

Social Media

SaaStr

JULY 14, 2025

Proven Elite Executive ROI: Real Case Studies Artisan AI: CEO Closes $60K Deal During Live Event “We just closed our first deal from our SaaStr sponsorship (while it’s still happening), a $60k ARR deal. A lot of people are against conferences, but they are an exceptional channel for us.

Scale

SaaStr

AUGUST 4, 2025

Major enterprise customers including VF Corp’s Dickies, Icebreaker, and JanSport brands, as well as Follett Higher Education Group and luxury brand conglomerate Kering Beauty are now on the platform. The AI and Payments Moats Two trends driving this sustainable growth: 1.

Payment Methods

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. This is a brand new way to have 1:1 meetings with peers attending SaaStr. Once you login, our AI-powered matchmaking will start suggesting Who You Should Meet With. Need more help?

AI

SaaStr

JULY 7, 2025

Proven S-Tier ROI: Real Case Studies Artisan AI: Immediate Pipeline Impact While Event is Still Live “We just closed our first deal from our SaaStr sponsorship (while it’s still happening), a $60k ARR deal. 1⃣SaaStr AI London -> Dec 2-3 '25 / [link] 2⃣SaaStr Annual + AI Summit -> May 12-14 '26 / [link] See.

Scale

Sales Hacker

JUNE 27, 2025

It’s a 340-slide deep dive into how AI is reshaping business, product, and go-to-market strategy. The GTM org is getting both smaller and smarter “AI will shrink org size and increase output.” At Harvey, <100 employees are supporting Fortune 100 legal teams with generative AI agents.

AI Search