Experienced CRO Consultant

We're an an AI transformation services company for B2B revenue organizations, a layer that connects across your GTM systems (email, calendar, CRM, call recordings) and turns that context into decisions and automation. We've sold workflow into 15 of the 20 largest PE firms in the world but are now pivoting to AI transformation work around GTM/RevOps within those companies. We need experienced revenue leaders to tell us where we're right, where we're wrong, and whether the juice is worth the squeeze. This is a paid advisory engagement. We're booking 60-minute working sessions with former CROs and senior revenue leaders. If the first session is valuable on both, we’d plan to have you formally engage as a long term advisor at your hourly rate. What we'll do together: React to the product. We'll walk you through concepts and early material and want your unfiltered gut reactions Mine your history. We'll pick 1–2 real pain points from your last org and pressure-test whether this would have actually solved them — specifics and war stories, not theory. Optional extension. If it clicks, become our subject-matter expert on one specific problem area and join follow-up interviews as we build. Who we're looking for: You've been a CRO, CGO, or VP Sales/Revenue at a B2B company You owned (or heavily influenced) the GTM tech stack — you know how CRM, email, enrichment, and engagement tools fit together, and where they don't You've bought GTM software before and have strong opinions about why adoption succeeds or fails You think in systems — you see the bigger automation picture, not just individual features You're blunt. We're paying for disagreement, not validation. Also open to VP RevOps / Sales Ops leaders and fractional CROs with strong buyer-side experience — if you've sat in the buyer's seat for GTM tooling, tell us why you're a fit. Screening questions What was your most recent revenue leadership role? (Title, company size, what you sold, sales motion) Describe one GTM tool purchase you drove — what made you buy it, or walk away?