Head of Enterprise Sales, East

Outtake

$150K — $200K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in enterprise B2B SaaS sales, with minimum 5 years in leadership roles.
  • Proven success in closing six- and seven-figure enterprise deals.
  • Experience selling to security, risk, or related tech sectors.
  • Proven capability in building and scaling sales teams effectively.
  • Technical fluency to converse with CISOs and Threat Intel teams.
  • Proactive approach with strong pipeline creation skills.
  • Weekly presence required in the Brooklyn office.

Responsibilities

  • Own and exceed quarterly and annual revenue goals for the Eastern US territory.
  • Hire and lead a team of Enterprise Account Executives across the region.
  • Develop and execute a comprehensive territory strategy.
  • Engage with CISOs and key stakeholders at Fortune 500 and Global 2000 companies.
  • Collaborate with Product, Marketing, and Customer Success for ROI and account expansion.
  • Establish a structured operational cadence for pipeline and deal reviews.
  • Represent Outtake at industry conferences and community events.
  • Contribute field insights to influence product and market strategies.

Benefits

  • 100% company-paid medical, dental, and vision coverage for employees.
  • Flexible PTO policy trusting employees to manage their time.
  • Annual company retreats and regular in-person team events.
  • In-person collaboration in a waterfront office in Brooklyn.
Full Job Description
The Role

As Head of Enterprise Sales, East, you'll lead and grow Outtake's revenue presence across the Eastern US. You'll build and develop a team of AEs, and go deep with the CISOs, Threat Intel leaders, and brand protection executives who will define this market. You'll report directly to the VP, Global Sales and operate as a key voice shaping Outtake's go-to-market strategy.

At Outtake we are the company where AI Enabled Enterprise selling is innovated, taught, and practiced. Your successful programs and processes from the past are stepping off points to a more efficient AI driven sales process that will drive impactful customer outcomes.

What You'll Do
  • Drive the number: Own and exceed quarterly and annual revenue targets for the Eastern US territory.
  • Lead from the front: Hiring, developing and leading a team of Enterprise Account Executives across the East.
  • Build territory strategy: Develop and execute a territory plan that balances pipeline coverage, strategic accounts, and vertical focus.
  • Command the executive room: Engage directly with CISOs, Threat Intelligence leads, fraud teams, and brand protection stakeholders at F500 and Global 2000 companies.
  • Drive expansion: Partner with Product, Marketing, and Customer Success to ensure customers achieve ROI and expand their footprint over time.
  • Run a tight operation: Build a cross-functional operating cadence around pipeline, forecasting, deal reviews, and regional go-to-market execution.
  • Be a regional presence: Actively represent Outtake in the East Coast cybersecurity and DRP community-at conferences, customer events, and key industry forums.
  • Shape the category: Feed strategic insights from the field directly into product roadmap and positioning conversations.


What You'll Need to Bring
  • 10+ years in enterprise B2B SaaS sales, with at least 5 years in a direct leadership role.
  • Proven track record closing six- and seven-figure deals with complex, multi-stakeholder enterprise buying cycles.
  • Background selling into security, risk, or adjacent enterprise technology. Comfort navigating CISO, SOC, and Threat Intel buyers is a strong advantage.
  • Experience building and developing sales teams from early-stage; you know how to hire, ramp, and retain high-performers.
  • Technical fluency sufficient to lead credible conversations with CISOs, Threat Intel teams, and brand protection leaders, and translate complex AI-driven capabilities into business value.
  • Hunter DNA. You create pipelines, experiment with new approaches, and push through ambiguity.
  • Presence in our Brooklyn office is required weekly.
  • Strong operational discipline: accurate forecasting, pipeline management, and structured deal review cadences.
Life at Outtake
  • Office: We are an in-person team (5 days a week, with flexibility as needed) working out of a stunning waterfront office in Brooklyn. Collaboration, speed, and clarity matter.
  • Health: 100% company-paid medical, dental, and vision for employees.
  • Time Away: Flexible PTO. We trust adults to manage energy, not clock time.
  • Culture & Team: Annual company retreats and regular in-person events.

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