Director – Enterprise Sales

About Actively

Actively is building superintelligence for GTM teams. We train custom reasoning agents to think like a company’s best sales reps, and then use them to evaluate millions of datapoint about every single prospect account in the company’s TAM to feed their sales reps the optimal actions to take every day to maximize revenue.

Our customers include some of the fastest-growing companies out there — Ramp, Verkada, Justworks, Ironclad, etc. — for whom we’ve driven hundreds of millions of dollars in added revenue in the past year.

We’ve raised over $22.5M in funding, including a recent Series A led by Bain Capital Ventures

About the role:

We’re looking for a high-caliber Sales Leader to build and lead a team of Enterprise Account Executives. This is a foundational role — you’ll be responsible for shaping our enterprise sales strategy, hiring world-class talent, and building the operational muscle needed to scale quickly and efficiently.

If you’ve managed enterprise sales teams in a fast-moving environment and are excited to build from zero to one, we want to hear from you.

What You'll Do

• Hire, onboard, and coach a team of high-performing Enterprise AEs.
• Drive a culture of excellence around outbound prospecting, pipeline development, and execution.
• Own and optimize our enterprise sales process using proven methodologies (MEDDIC, Challenger, SPIN, etc.).
• Partner closely with marketing, product, and customer success to drive pipeline velocity and cross-functional alignment.
• Lead from the front — participate in high-value deals and strategic negotiations.
• Analyze performance metrics, forecast accurately, and continuously improve the sales playbook.
• Bring new ideas to the table, leveraging forward-looking sales tools and automation strategies.

What You Bring

• 2+ years managing Enterprise AE teams at a high-growth startup or scale-up.
• 8+ years total experience in SaaS sales, with at least 4 years selling into enterprise organizations.
• A track record of hiring and developing top-tier sales talent.
• Mastery of enterprise sales methodologies and pipeline management.
• Startup DNA — you’re scrappy, proactive, and biased toward action.
• Strong communicator and strategic thinker with a passion for building from scratch.
• History of exceeding targets and leading teams to outsized results.

Why Join Us?

• Build and scale your own team from the ground up.
• Work closely with executive leadership and shape company-wide sales strategy.
• Join a high-growth company at the forefront of AI x GTM.
• Competitive salary, commission, and equity — with real upside.

Benefits:

• 🚀 Competitive Early-Stage Equity
• ⚕ Health, Dental, Vision Coverage
• 💡 Unlimited PTO + Recharge Days
• 🍽️ Catered Lunch on Tuesday & Friday w/ Dinners Everyday!
• 🍿 Fully Stock Kitchen
• 💻 Cutting-Edge Tech & Tools
• 🌴 Annual Off-sites & Monthly Events
• 🚆 Commuter Benefits
• 🏢 Cozy Office in NYC

The base salary range for this full-time position based in New York is: $162,500 - $200,000. This position is eligible for incentive stock options, subject to the terms of Actively AI's applicable plans. This position is also eligible for variable compensation of $162,500 - $200,000 subject to personal performance, company performance, and the terms of Actively AI’s applicable plans. Actively AI offers the following benefits for this position, subject to applicable eligibility requirements: health, dental and vision insurance, retirement benefits, and unlimited PTO. Additionally, this role may be eligible for additional benefits such as a commuter stipend. Please discuss with your recruiter for more information.

Note on Pay Transparency:
Actively AI provides an estimate of the compensation for roles that may be hired as required by state regulations. Compensation may vary based on (a) location, as Actively AI factors in specific location when benchmarking compensation for most roles; (b) individual candidate skills and qualifications; and (c) individual candidate experience. Additionally, Actively AI leverages current market data to determine compensation, so posted compensation figures are subject to change as new market data becomes available. The salary, other compensation, and benefits information is accurate as of the date of this posting. Actively.ai reserves the right to modify this information at any time, subject to applicable law. 

Actively AI is committed to equal treatment and opportunity in all aspects of recruitment, selection, and employment without regard to gender, race, religion, national origin, ethnicity, disability, gender identity/expression, sexual orientation, veteran or military status, or any other category protected under the law. Actively AI is an equal opportunity employer; committed to a community of inclusion, and an environment free from discrimination, harassment, and retaliation.