AI Engagement Manager (Strategic)

We are looking for an AI Engagement Manager with 7+ years of experience to own strategic relationships with our largest, most complex property management customers and drive large-scale AI implementations across their portfolios. You'll join a fast-growing vertical AI company doing $200M+ in revenue, backed by a $250M Series E from Andreessen Horowitz, where you'll lead end-to-end product rollouts, pilot conversions, and expansion across accounts with $8-12M+ book sizes. This is a high-autonomy, high-impact role for someone who thrives at startup pace, has deep experience running enterprise software implementations, and can operate from C-suite strategy down to end-user change management.

What will you be doing?

• Leading full-lifecycle AI product implementations (leasing, resident products, CRM migrations) across large property management portfolios — managing discovery, scoping, weekly PMO calls, monthly steering committees, and launch

• Driving pilot conversions and portfolio expansion across accounts with 16,000+ units, running 90-day pilots and phased rollouts across multiple products

• Owning a book of 5-10 high-value strategic accounts and managing change management and adoption at scale — from leadership workshops to end-user training

• Partnering closely with Solutions Engineers on technical integrations and custom implementations, ensuring configurations, knowledge bases, and integrations are set up for success

• Leading data-driven performance reviews and strategic conversations that tie AI outcomes to client KPIs, driving expansion and deepening product adoption

Requirements

Dealbreaker

Work experience

• If customer success profile,​ must have led large-​scale enterprise software implementations with book size of $5M on complex products through full lifecycle (discovery,​ onboarding,​ change management,​ adoption).​

Hard skills

Project management of complex,​ multi-​stakeholder technical implementations

• Understanding of APIs,​ integrations,​ and SaaS product configuration

Miscellaneous

• Must work in-​office ~4 days/week in NYC,​ Chicago,​ Boston,​ or SF

BaselineSeniority

• 7+ years of experience in enterprise software implementation for complex products,​ customer success,​ or management consulting with $5M+ book size

Education

• Completed bachelor's degree

Hard skills

• Change management expertise — driving adoption from C-​suite to end users

Nice-to-haveWork experience

• Managed strategic accounts at a startup or high-​growth tech company

Visa sponsorship details

• Not open to any visas (e.g. US citizen, Green Card holders)