Head of Engagement Management, Handshake AI

Handshake • San Francisco, CA

1d

About The Position

As Head of Engagement Management, Handshake AI, you will run the Engagement function that owns our largest and most strategic customers end to end. You will lead a multi layered team of Engagement Managers and ICs, and be accountable for revenue, adoption, and retention across a high impact portfolio. You will operate like the GM for our AI customer book of business: setting the strategy for how we land, expand, and retain customers, and making sure we execute at a very high bar. You will work directly with senior leaders at Handshake and C level counterparts at customers, in an environment that is high visibility, high pressure, and fast changing.

Requirements

• 8+ years in customer facing, high ownership roles in SaaS, AI, data, or technical services, with at least 3+ years leading teams.
• Proven success managing and scaling customer facing teams such as engagement management, customer success, consulting, or solutions.
• Track record owning a significant book of business with clear responsibility for renewals, expansion, and customer outcomes.
• Experience working directly with senior stakeholders (VP and C level) at large, complex customers, including in high pressure situations.

Nice To Haves

• Prior experience in AI is helpful but not required.

Responsibilities

• Leading and scaling the Engagement Management team, including hiring, managing, and developing Engagement Managers who own flagship Handshake AI accounts
• Setting the engagement strategy and operating model, including segmentation, coverage, playbooks, and standards for how we work with frontier labs and enterprise customers.
• Driving consistent, high quality execution of customer programs, from onboarding and implementation through production deployments, expansions, and renewals.
• Owning core customer health and performance metrics, such as NRR, churn, adoption, deployment timelines, and executive satisfaction, and using data to drive decisions.
• Partnering with leadership on territory planning, deal strategy, and expansion motions, and ensuring seamless pre to post sales handoffs.
• Acting as an escalation and executive sponsor for our most important and complex customers when stakes and expectations are highest.
• Working with Operations, Product, and Engineering to translate customer needs into roadmap priorities, operational improvements, and new offerings.

Benefits

• Ownership: Equity in a fast-growing company
• Financial Wellness: 401(k) match, competitive compensation, financial coaching
• Family Support: Paid parental leave, fertility benefits, parental coaching
• Wellbeing: Medical, dental, and vision, mental health support, $500 wellness stipend
• Growth: $2,000 learning stipend, ongoing development
• Remote & Office: Internet, commuting, and free lunch/gym in our SF office
• Time Off: Flexible PTO, 15 holidays + 2 flex days
• Connection: Team outings & referral bonuses

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 501-1,000 employees