[Hiring] Lead GTM Engineer @59 Pines

Role Description

We're hiring a Lead GTM Engineer to run our multi-channel outbound motion—hands-on in the stack.

Flexible Title: Can tailor to reflect your skills & experience.

Flexible Time: Can do full-time, part-time, side-gig (off-hours), or fractional (contract).

Flexible Commitment: Can do short-term, long-term, or intermittent.

Why so flexible? We're a FUNDED startup racing to launch end of Q2 2026. That gives us just 3 months to stack features while raising additional working capital. Feel free to jump in, help us ship, then bounce >> or stick around. A successful launch translates into lots of permanent jobs for those that want them. We're also interested in long-term "side gig" relationships, if that's what you're into—in our experience, a few expert hours often beat full-time learning-curve hours.

About The Role

We have a large, multi-industry audience, proven channels, and a defined strategy—this phase is execution, automation, and scale. We're hiring someone to run the engine.

• You own outbound across email, social, and community as one scalable system.
• AI is core—automation, messaging, optimization.
• You build, launch, and iterate in the tools; you own execution decisions and how performance improves.
• Architect-level support is available if you need it—you're trusted to lead, move fast, and not wait on every spec.
• High execution, high ownership, with room to grow into broader leadership.
• If you want end-to-end outcomes and to show executional and strategic range—this is it.

You'll answer:

• How do we technically execute this funnel?
• How do we automate, track, and scale it?
• How do we connect data, tools, and workflows into one system that actually runs?

Possible Tech Stack: Apollo, Clay, Smartlead, Instantly, Lemlist, PhantomBuster, Dripify, Drippi.ai, Warmy.io, GoHighLevel, SendGrid, Zapier, Make, n8n, HubSpot (or Pipedrive), and AI tools for personalization and automation. You won't just use our stack—you'll help define what the "best" options are for our use case.

Compensation

Up to $275,000 max total annual compensation in Tier 1 cities; cash and equity components to be negotiated (amount reflects combined cash and equity components).

What Success Looks Like in 30 Days

• Multi-channel pipeline live — email, LinkedIn, plus one other (Facebook, social DMs, or community).
• Stack connected: CRM, outreach tools, enrichment, analytics in a unified workflow.
• Domain health and deliverability under control; sequences running with reporting on opens, replies, meetings booked.
• Dashboards in place; early experiments producing data.

What Success Looks Like in 60 Days

• Playbooks executed and documented; others can run the systems.
• Bottlenecks identified and addressed; iterating fast on data.
• At least one channel producing qualified leads with clear handoff.

What You'll Do

• Build and connect the stack — CRM, outreach, enrichment, automation; move leads from first touch to qualified handoff.
• Implement tracking — UTMs, attribution, pipelines, dashboards; measure by channel, spot bottlenecks.
• Own deliverability — domain warmup, email infrastructure, list hygiene, sequence iteration.
• Run LinkedIn, Facebook, and X automation — configure tools, avoid platform violations, vary copy and cadence with AI.
• Run experiments and document playbooks — A/B sequences and landing pages; iterate on data; surface what works and what's breaking.

Qualifications

• Hands-on execution — you build and run; not strategy-only or deck-only.
• Technical proficiency with the GTM stack — you've shipped with these or similar tools.
• Multi-channel outbound experience — email, LinkedIn, or social DMs at scale.
• Pipeline thinking — you see the whole flow and connect the pieces.
• Proven AI expertise in outbound — production track record applying AI to personalization, automation, agents, or copy at scale.
• Baseline for the role: you're expected to operate this way from day one—not learn it on the job.
• Fast iteration — hypothesis → experiment → data → decision, in days not weeks.

Nice-to-have

• Appetite to own more of the motion over time and ship without a spec for every move (not required day one).
• Experience collaborating with GTM operators, SDRs, or vendors.
• Venture-backed startup experience.

What You're NOT

• Not a delegator — day one you're doing the work yourself; you may add support over time, but this isn't a management role. If you'd rather delegate than build, this isn't the right fit.