B2B Innovation Underperforming Technical Team 
SaaStr
MAY 23, 2025
They were two developers who had lived through the nightmare of subscription infrastructure while working at Elevate. The Problem Was Real: Apple and Google’s app stores weren’t giving developers the data they needed. ” required weeks of developer time to answer. Managing Them Will Remain a Headache.
SaaStr
JUNE 20, 2025
The Great Spending Showdown: AI vs SaaS in 2025/2026 — What Every B2B Leader Needs to Know We’re witnessing the most dramatic shift in enterprise tech spending since the cloud migration began 15 years ago.
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SaaStr
JUNE 7, 2025
The shift from “innovation budget” to “operational budget” means AI tools must compete directly with established software investments—and many aren’t winning those comparisons yet. Companies are discovering that hiring AI talent or upskilling existing teams takes much longer than anticipated.
Intercom, Inc.
JUNE 10, 2020
I hope this post allows people and teams to safely talk about Product Judgment. If you ever had to face a Manager, Director or Exec as they make bad product decisions and you’re struggling to persuade them otherwise, this post will help you. It takes years to build, and therefore ranges from very weak to very strong.
SaaStr
MARCH 5, 2025
With IPOs becoming increasingly rare (especially in B2B since 2021), M&A has become the more likely exit path for most founders. Manage Team Expectations – Balance transparency with the need to keep the team focused on building the business.
SaaStr
JUNE 13, 2024
Every week, there are significant new developments in tech. If you go to a team and say, “I can do 70% of what your team is doing now automatically and at a fraction of the cost.” Classic B2B SaaS Last Year vs. Summer ‘24 Where are we today? The motion is to consolidate and keep innovating and creating new categories.
Intercom, Inc.
DECEMBER 4, 2019
More recently, however, I’ve realized that the technology industry at large struggles with such clarity and consistency – in marketing terms, there is often a difficulty developing a clear value proposition that aligns with product and brand identity. On innovative, beautiful design? Do you compete primarily on price? On simplicity?
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