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Join Freehand as the first GTM Architect to build sales enablement from scratch in a remote-first environment.

Location
San Francisco
Compensation
Not disclosed
Level
senior
Type
full time · Remote

Posted by employer 6 months ago

First seen on Joblaze 1 month ago

Last verified on the company career page 1 day ago

Apply at Freehand → Save job Scanned from freehand.ai

AI in the day-to-day

Uses AI to build enablement tooling and content systems.

Requirements

Experience
3–5 years

Not disclosed in this posting: compensation, visa sponsorship.

Benefits

401k Match Remote Work Health Insurance Parental Leave

Joblaze summary

In the role of GTM Architect at Freehand, the individual will develop and implement sales enablement strategies, creating essential training programs and sales collateral from the ground up. This position requires a strong background in revenue enablement within early-stage B2B AI or SaaS companies, along with a deep understanding of market dynamics and seller needs. Ideal candidates will have a proven track record of building effective training and collateral that resonates with sales teams. Freehand's collaborative environment emphasizes autonomy and accountability, making it suitable for those who thrive in a fast-paced, innovative setting.

Joblaze insights

  • Listed about a month ago — first seen on Joblaze September 3, 2026. Last confirmed on Freehand's careers page October 31, 2026.

Quick facts

Is the GTM Architect role remote?
Yes — Freehand lists this as a fully remote position.
How much experience is required?
3–5 years of relevant experience for this GTM Architect role.
What seniority level is this role?
Freehand targets senior candidates for this position.
Is this full-time or contract?
Full-time for this GTM Architect role at Freehand.

From the original posting

The Role & The Team

As our first GTM Architect (aka Sales / Revenue Enablement) hire, you'll build the function from scratch — the playbook, the collateral, the training, the systems. You'll work shoulder-to-shoulder with our Founder CEO, CRO and sellers to understand what's winning, then turn that into infrastructure that scales. This is a commercial role - we want someone who thinks like a seller, uses AI as a reflex, and has opinions on where our next market segment is.

What you'll own:

  • Seller onboarding, training programs, and certification frameworks

  • Sales collateral including decks, one-pagers, battle cards, objection guides

  • GTM narratives for new segments, verticals, and use cases

  • Enablement tooling and content systems, built with AI where it removes friction

  • Leading indicators that tie enablement activity to pipeline and revenue

Who You Are

5+ years in field/ revenue/ sales enablement, ideally at an early-stage B2B AI or SaaS company. You've built from a blank page before and you're energized by it.

  • Designed, own and run seller training programs end-to-end

  • Built collateral field teams actually use — you know why most decks fall short

  • Written GTM narratives: ICP, value prop, competitive positioning, the pitch itself

  • Native AI user — it's in how you draft, research, build, and find leverage

  • Thinks at the market level: spots adjacencies, new segments, brings ideas forward

  • Has genuine credibility with sellers, earned from time working alongside them

  • Context Before Confidence. We get in, ask (a ton of) questions, connect the dots ourselves and move fast. No passengers, no hand-holding. The amount of confidence you'll have in Week 1 is directly proportional to the context strive to gain.

It's a small world. Freehand employees Work Anywhere across the globe (we're remote & travel-first). We also cover your monthly home-internet costs. Every quarter, we arrange for a fully-paid trip to one of our Office Hubs to meet & interact with cross-functional teams.

In addition, we proudly offer the following Benefits to all our full-time employees:

  • Take what you need Vacation Policy

  • Monthly home-internet costs

  • Life Insurance and Disability benefits

  • HSA/FSA Access

  • 401(k) with a 4% Employer Match

  • Fully-paid Parental Leave

 
 
 

Standard company text repeated across Freehand's postings is omitted here.

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