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59 Pines

We're a credible, funded, remote-first startup led by a serial technical founder, and backed by a 20-person team. The product is live in private alpha.

Head of GTM (Outbound)

DirectorDirectorFull TimeRemoteLead

Location

United States

Posted

7 days ago

Salary

$400,000,000K / year

Seniority

Lead

No structured requirement data.

Job Description

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more.

Role Description

We're hiring a Head of GTM (Outbound)! This is the other half of our marketing leadership. Our Fractional CMO owns the narrative — brand, content, storytelling, category creation. You own distribution.

  • Outbound acquisition through direct outreach, automation, and AI-powered systems across email, LinkedIn, Facebook, DMs, groups, and communities.
  • No paid ads. No performance marketing. No CPMs.
  • Building a 0-to-1 role from first experiment to scalable system.
  • Work side by side with GTM engineers to stand up experiments fast, get data, and optimize.
  • Manage a growing team of outbound specialists — email ops, LinkedIn automation, Facebook/social outreach, manual DM reps, GTM hackers, and pay-per-lead vendors.
  • This is a technical, hands-on outreach leadership role — not a brand, content, or "marketing manager" role.

Qualifications

  • Technical and hands-on — can configure outreach tools, wire up automations, build dashboards, and run experiments.
  • 0-to-1 experience — has built an outbound motion from nothing before.
  • Deep fluency with GTM tooling — Clay, Phantom Buster, Apollo, Instantly, Dripify, HubSpot, Zapier/Make, GoHighLevel, or similar.
  • AI-native — uses AI to vary copy, personalize at scale, automate sequences, and compress cycle time.
  • Data-driven decision maker — builds dashboards, tracks CAC by channel, and makes kill/scale decisions from the numbers.
  • Fast experimenter — measures in days, not quarters.
  • Can lead a team — has managed outbound specialists, SDRs/BDRs, or GTM operators.
  • Systems thinker — sees the whole outreach pipeline, not just individual channels.
  • Startup speed — thrives in environments where there's no playbook.
  • Stealth-aware — understands why early-stage companies need to be deliberate about what they expose and to whom.

Requirements

  • Build outbound from zero — design experiments, stand up infrastructure, and create the playbook from scratch.
  • Work hands-on with GTM engineers — configuring sequences, wiring up automations, reviewing data.
  • Run fast experiments — design, launch, measure, and kill or scale outbound experiments.
  • Step back and work the numbers — analyze what's working and model CAC by channel.
  • Scale what works into systems — turn winning experiments into repeatable, automated playbooks.
  • Manage the outbound team — lead email ops, LinkedIn automation, Facebook/social outreach, manual DM reps, GTM hackers, and pay-per-lead vendors.
  • Push AI automation hard — identify where AI can replace manual effort without sacrificing quality.
  • Protect stealth — ensure outreach feels organic and does not expose the product prematurely.
  • Collaborate with the CMO — align outbound messaging with brand narrative.
  • Report on performance with clarity and take ownership of results.

Benefits

  • Up to $400,000 max total compensation in Tier 1 cities; cash and equity components to be negotiated.

Company Description

We're a credible, funded, remote-first startup led by a serial technical founder, and backed by a 20-person team. The product is live in private alpha.

Job Requirements

  • Technical and hands-on — can configure outreach tools, wire up automations, build dashboards, and run experiments.
  • 0-to-1 experience — has built an outbound motion from nothing before.
  • Deep fluency with GTM tooling — Clay, Phantom Buster, Apollo, Instantly, Dripify, HubSpot, Zapier/Make, GoHighLevel, or similar.
  • AI-native — uses AI to vary copy, personalize at scale, automate sequences, and compress cycle time.
  • Data-driven decision maker — builds dashboards, tracks CAC by channel, and makes kill/scale decisions from the numbers.
  • Fast experimenter — measures in days, not quarters.
  • Can lead a team — has managed outbound specialists, SDRs/BDRs, or GTM operators.
  • Systems thinker — sees the whole outreach pipeline, not just individual channels.
  • Startup speed — thrives in environments where there's no playbook.
  • Stealth-aware — understands why early-stage companies need to be deliberate about what they expose and to whom.
  • Build outbound from zero — design experiments, stand up infrastructure, and create the playbook from scratch.
  • Work hands-on with GTM engineers — configuring sequences, wiring up automations, reviewing data.
  • Run fast experiments — design, launch, measure, and kill or scale outbound experiments.
  • Step back and work the numbers — analyze what's working and model CAC by channel.
  • Scale what works into systems — turn winning experiments into repeatable, automated playbooks.
  • Manage the outbound team — lead email ops, LinkedIn automation, Facebook/social outreach, manual DM reps, GTM hackers, and pay-per-lead vendors.
  • Push AI automation hard — identify where AI can replace manual effort without sacrificing quality.
  • Protect stealth — ensure outreach feels organic and does not expose the product prematurely.
  • Collaborate with the CMO — align outbound messaging with brand narrative.
  • Report on performance with clarity and take ownership of results.

Benefits

  • Up to $400,000 max total compensation in Tier 1 cities; cash and equity components to be negotiated.

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