Head Of Sales

Outtake; New York (NY); On-site; USD 150,000 - 230,000; Full time

Benefits offered by this job

Health insurance

Flexible PTO

Annual company retreats

In-person Brooklyn office

Job summary

Outtake is seeking a Head of Sales to lead and grow revenue across the US. You will build and develop a team of Enterprise Account Executives and engage with 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.

Qualifications

• 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.

Responsibilities

• Drive the number: Own and exceed quarterly and annual revenue targets for the US territory.
• Lead from the front: Hiring, developing and leading a team of Enterprise Account Executives across the US.
• 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 US 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

Skills

Enterprise SaaS sales

Leadership

Strategic selling

CISO engagement

Forecasting

Hiring ramp-up

Job description

About Outtake

Outtake exists to empower and facilitate trust for a digital-first world. Today, impersonation, fraud, AI-driven scams, and identity abuse spread faster than any security team can respond to. So we built something different: an agentic AI platform that proactively detects, monitors, and takes down impersonators, automating protection in hours, not weeks. Built by ex-Palantir, ex-CTO/founders, and ex-Notion engineers, Outtake is designed for clarity, autonomy, and velocity. Our goal is ambitious: become the trust layer of the modern internet. And we intend to do it with a lean, dense, exceptionally talented team. Outtake is backed by top-tier investors and operators who believe in our mission and our model. With strong financial footing and a long runway, we prioritize creating an environment where people can do the best work of their careers.

The Role

As Head of Sales, you'll lead and grow Outtake's revenue presence across the 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 US territory
• Lead from the front: Hiring, developing and leading a team of Enterprise Account Executives across the US
• 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 US 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: For those in NY, 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.
• Culture & Team: Annual company retreats and regular in-person events.

Outtake is an equal opportunity employer. We are committed to building a diverse, inclusive team.