Free Workbook | Vol. 1 Sales Edition

The hire that doesn’t stick almost always comes from a fuzzy ICP.

A 6-part operator’s workbook for defining your next Sales hire— before you post the job, take the meeting, or interview the first résumé.

  • Separate today from tomorrow — and find the gap that produces mis-hires.

  • Pressure-test segment, ACV, cycle, and GTM machine against the hire you have in mind.

  • Includes the four most common mis-hires we’ve seen across 500+ placements.

  • Used by founders and revenue leaders at growth-stage SaaS and ad-supported media companies.

Built by operators who’ve run Sales themselves — not career recruiters. Trusted by Series A through pre-IPO teams.

THE SALES ICP WORKBOOK

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WHAT’S INSIDE

Six parts. Built on the same diagnostic we run before every Sales search.

Each part includes operator-level questions and a “Why it matters” callout — so you know not just what to ask, but how the answer should steer the hire.

TODAY

What are you actually selling today?

Segment, ACV, cycle, multi-threading, technical complexity, motion. The reality, not the deck. Seven operator-level questions.

TOMORROW

Where is the sale going — tomorrow?

The 12 – 18 month state, with the same precision. Where the mis-hire lives: in the unspoken gap between today and tomorrow.

PART 03

The GTM machine around them

Marketing, SDRs, enablement, SEs, RevOps,leadership. Sixty percent of any rep’s productivity is the machine. Map yours honestly.

PART 04

Now — who fits?

Matched experience, builder vs. optimizer, quota history in context, tools fluency, player-coach vs. pure IC.

PART 05

Compensation reality

Are you paying for who you described? Equity, OTE mix, accelerators, and the upside narrative that wins finalists.

PART 06

The four common mis-hires

The Big-Logo Trap. The Segment Mismatch. The Inbound Crusher. The Aspirational Hire. The expensive patterns — out loud.

A SAMPLE FROM THE WORKBOOK

This is what every question looks like.

An operator-level prompt, followed by what your answer means for the hire. Twenty-five of these across six parts.

FROM PART 01 – TODAY

03 How long is the sales cycle, honestly?

7 days. 30 days. 90 days. 6–12 months. We need the truthful median from signed deals — not what you wish it was.

Why it matters. A marketer arriving from a 70%-marketing-sourced environment will assume the GTM machinery exists to convert demand. If yours is 15%, the gap is exposed in the first board meeting, and they’ll be holding the bag.

24 more questions like this one — across six parts. Get the full workbook

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ALSO AVAILABLE

The Marketing ICP Workbook — which marketer are you actually hiring?

The same diagnostic, applied to the function where the title hides the job. Demand Gen vs. Content vs. Events vs. ABM vs. PMM — they’re not interchangeable.