Director of Customer Success

Henry AI

Henry AI

Sales & Business Development, Customer Service
New York, NY, USA
Posted on Jan 21, 2026

About Henry AI:

Henry.ai is hiring for a Director of Customer Success to own the the customer experience end-to-end.

Henry is transforming how commercial real estate professionals create deal materials—pitch decks, BOVs, and loan packages—by automating the most time-consuming parts of the process. Using cutting-edge generative AI and proprietary data integrations, our platform helps brokers move faster, win more, and focus on what matters most. Backed by top-tier investors including Y Combinator and Susa Ventures, Henry is already trusted by the world's largest CRE brokerages, investors, and lenders.

About the Role:

We’re a fast-growing startup looking for a Director of Customer Success to own the customer lifecycle end to end. This includes the day to day work and the big picture of how we engage, retain, and grow our customer base. You’ll design scalable programs, identify opportunities for deeper value, and work cross-functionally to make sure our clients see us as an irreplaceable partner.

This is a role where you are willing to roll up your sleeves and do everything you need to make the customer and company successful. You need to live being in the trenches with the customer to be learn how to make them evangelist for our platform.

Responsibilities:

  • Make the customer an evangelist of Henry AI

  • Build on our culture of customer obsession. Every touch point a client has should feels like they are staying at the Four Seasons.

  • Be fast as lightening when it comes to responding to our customers. We need to be extremely proactive and responsive whether we are handling implementation, support, or general product feedback.

  • Develop an end to end custom plan for every customer we onboard with clear SLAs for success including activation, usage, and general customer sentiment

  • Listen to the customer like your life depends on it. Partner with Product and ENG to align roadmaps with client needs.

  • Build and track key metrics (NRR, health scores, NPS) to measure impact and adjust quickly.

  • Lead strategic account reviews and help shape client expansion strategies.

Qualifications:

  • 2-4 years in Customer Success or Account Management

  • Background at a top-tier Series A-C company with experience scaling a team

  • Strong relationship-building skills.

  • Experience turning insights into action, and action into measurable results.

  • Comfortable in a fast-changing environment with a bias toward action.

  • Ability to commit to 5-days a week in our SoHo office

What to expect:

  • Best in class comp.

  • A seat at the table to shape how we engage and grow our customers.

  • High autonomy and ownership — your work will directly move company metrics.

  • Benefits, perks, and a generous equity package