SaaStr

MAY 5, 2025

Dear SaaStr: Why Do Enterprise Customers Insist on Pilots? I know your sales team probably hates pilots, because in a sense, it means they have to sell the deal twice. Once for the pilot, and again to convert the pilot for a longer deal. Having an “opt out” clause after a pilot ends helps, but still, it’s a double sale. But the thing is, net net it might be less work.

Enterprise 238

Enterprise Leadership Investment Metrics 238

Buffer Resources

MAY 5, 2025

You're spoiled for choice when it comes to Facebook ads — from images and videos to carousels and collections, there’s a format (and placement) for just about every goal. Advertising on Facebook also gives you the chance to experiment and find just the right approach for your brand.  But with so many options, it’s important to keep up with the latest Facebook ad specs.

Social Media 101

Social Media Advertising Mobile Branding 101

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. From Startup to $10B+: Lessons on Scaling, AI, and the Future of SaaS with Dropboxs Founder and CEO 3. Kick-off to SaaStr Annual 2025 with SaaStrs Founder & CEO 4.

Scale 172

Scale New CTO CTO AI 172

Stax

MAY 5, 2025

In recent years, businesses have seen this massive shift from desktop to mobile devices which has forced them to develop apps with built-in integrated payment gateways. But when it comes to payments, mobile apps have to contend with a few unique challenges. In addition to the usual concerns around security and compliance, there’s also the issue of user experience.

Payments 88

Payments Payment Services Merchant Services Payment Solutions 88

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Payment Features

SaaStr

MAY 5, 2025

I’m seeing an alarming trend across the SaaS landscape that’s going to separate winners from losers in the next 18 months: The AI Slow Roll. You know what I’m talking about: It’s the VP of Engineering who’s “still evaluating Windsurf and Cursor” but says it’s still a little bit early. It’s the Product leader confidently declaring AI “isn’t ready for prime time because of hallucinations.” It’s the CRO insisting that 

AI 274

AI Fractional VPE Scale SaaS 274