The a16z Show

Podbit · The a16z Show

The Two Ways to Sell AI: Lighthouse or Landgrab?

Explore episode Aug 13, 2026

Where this was said

Onboarding Excellence: Decagon, Stuut, and Further AI

At 27:20 · chapter starts 25:00

Elena asks who does onboarding and customer evangelism best, and Joe Schmidt offers three examples that span the risk spectrum. Decagon, the AI customer support company, is his lead example: they enter each engagement with explicit, pre-defined benchmarks — 'here is what we will deliver' — and then hit those benchmarks within the agreed timeframe. This disciplined commitment to measurable outcomes is what builds trust in a high-visibility product. Stuut earns praise for relentless founder-led selling — Tarek and Ben hit the pavement better than almost anyone Joe has seen. Then there's Further AI, an insurance-focused AI company where Joe sits on the board: their customers are some of the largest insurance companies in the world, a sector not historically known for technology adoption. Further AI wins those accounts by leading with governance and security, building a compliance-first posture, and then embedding forward-deployed teams directly in the customer's environment to ensure successful rollout. Andy adds that Further AI is a good example of a lighthouse strategy — winning major insurance brands whose social proof then cascades down the long tail of smaller insurers.

Similar podbits