Buyer's Guides to AI, Product, Design, and Software Selection

Decision frameworks for the buyer's side of a $50K+ engagement.

Frameworks for buyers, not marketing for vendors.

These are decision frameworks written for the procurement side of an AI, software, or design engagement – founders, CTOs, product owners, procurement leads – facing a $50K+ choice in a market where the signal is weak and the incentives are misaligned.

The selection process most organizations run is broken. RFPs reward proposal-writing skill, not delivery capability. Sales processes are designed to close deals, not ensure fit. Vendor reviews have inflated to the point of meaninglessness. These guides correct for that by surfacing the questions vendors do not want asked, the red flags that predict failure, and the negotiation moves that align incentives with outcomes.

Every guide is buyer-side. We work exclusively for buyers, never for the firms we recommend, so no guide softens a conclusion to keep a vendor relationship intact.

Every Guide on the Site

All 46 guides, organized by pillar. Direct links to the answer you need.

Frequently asked questions

What are these guides?

Decision frameworks for buyers selecting AI, software, or design service providers. Every recommendation is what we'd tell a paying advisory client – not what would generate a referral fee or keep a vendor relationship intact.

Who are they for?

Founders, CTOs, product owners, procurement leads, and operating executives running technology selections of $50K and up. If you're choosing between vendors and the cost of getting it wrong is meaningful, the guides are written for you.

How are they organized?

By pillar – AI, Product, Design, and Software & Partner Selection. Each pillar has its own hub page. Within a pillar, each guide covers one specific decision: how to evaluate a partner, what an MVP development engagement should cost, how to write an RFP, and so on.

Are they free?

Yes. Read anything, link to anything, send them to your team. We earn from advisory engagements, not page views.

Should I read them in order?

No. Each guide is self-contained. Start with whatever is closest to the decision you're scoping – most readers come in through a specific guide and use the pillar pages or related-guide links to go deeper from there.