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Outcome-Based Positioning
Plus: Updates from Stripe, Vanta, Auth0, Vercel, and Supermetrics.
Feb 20
•
Rob Litterst
7
4
How to make PLG + SLG work in the AI era
Plus: Updates from Zoom, Anthropic, Algolia, Vidyard, and Triple Whale.
Feb 13
•
Rob Litterst
5
1
New this week: Lovable, Datadog, Canva and more
Including: Anthropic, Zapier, Synthesia, Fivetran, and Unbounce.
Feb 6
•
Rob Litterst
4
January 2026
5 ways to reframe your pricing and packaging
Plus: Updates from Klaviyo, Lindy, Eden AI, DeepBrain, and Hugging Face.
Jan 30
•
Rob Litterst
7
1
How SaaS Pricing Changed in 2025
500 companies. 2 years of pricing changes. Here's what we learned.
Jan 28
•
Rob Litterst
6
2
5 ways to be customer-friendly
Plus: Updates from Pylon, Gusto, Freshbooks, Ahrefs, and Zuplo.
Jan 22
•
Rob Litterst
7
2
1
How you package is how you sell
Plus: Updates from Slack, Anthropic, Auth0, ElevenLabs, and AiSDR.
Jan 16
•
Rob Litterst
7
6
1
5 Ideas to Drive Upgrades
Plus: Updates from AiSDR, Arize, DeepL, Deputy, and Freshworks.
Jan 9
•
Rob Litterst
8
1
5 Pricing Ideas to Steal this Week
Plus: Updates from Anthropic, Clarifai, NordVPN, Taxdome, and Renderforest.
Jan 2
•
Rob Litterst
5
1
1
December 2025
This Week: OpenAI, Figma, Calendly
Plus: Updates from Veed, Hotjar, Zoom, and more.
Dec 19, 2025
•
Rob Litterst
8
1
The Transformer Playbook (with Metronome CEO Scott Woody)
News from Amplitude, Monday, Chili Piper, Surfshark, and Temporal.
Dec 12, 2025
•
Rob Litterst
4
SaaS Catch-22
Changes from Replit, Sprout Social, Canva, Docusign, and Wistia.
Dec 5, 2025
•
Rob Litterst
5
1
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