VP of Asset Strategy; Commercial Real Estate

Salary Range: $150-200k annually

Benefits: FREE employee-only medical coverage, a 4% employer 401(k) match, and FREE short-term disability. Other incredible benefits.

Location: Remote in the continental US, with preference for candidates in or near NYC.

Reports to: Executive Leadership

Our Asset Strategy team guides owners and operators of Class A commercial real estate in designing, activating, and evolving amenity strategies that drive long‑term value. We serve as the strategic bridge between owners, property teams, and our placemaking, design, and operations leaders—ensuring every project delivers measurable impact on tenant experience, occupancy, and asset performance.

The VP of Asset Strategy is responsible for ensuring Playbook delivers measurable value to building owners by translating on‑the‑ground operational insights into clear, performance‑driven strategies that improve tenant experience, retention, and asset performance.

This role sits at the intersection of client relationships, internal operations, and strategic growth—owning a portfolio of Playbook’s most important accounts, building and leading the Asset Strategy function, and ensuring alignment between ownership goals and day‑to‑day execution across assets.

• Portfolio Growth and Retention:
  • Achieve 110% Net Recurring Revenue (NRR) retention across the entire Asset Strategy portfolio.
• Portfolio Performance
  • 90%+ aggregate client satisfaction score across all accounts managed by your direct reports.
  • 95% client retention
  • Demonstrated expansion across top 25–30% of revenue base
• Partnership Depth
  • Multi‑threaded relationships across all enterprise accounts
  • Executive engagement on every key account (e.g. Q  attendance, strategic sessions)
  • 100% of accounts with recurring strategic sessions
  • Client includes Playbook in early‑stage decisions
• Strategic Adoption and Impact
  • 100% of enterprise accounts have a clearly documented asset strategy
  • 100% of those strategies actively implemented across operations
• Talent Development:
  • Team operates independently at high strategic level
  • Consistent account quality across portfolio
  • High retention and performance ratings for the Asset Strategy team.

• Own satisfaction, retention, and expansion across assigned portfolio
• Directly manage top‑tier, high‑revenue client relationships
• Accountable for NRR across the portfolio

• Build and maintain deep, trust‑based relationships with ownership groups, asset managers, and executive stakeholders—positioning Playbook as their most trusted strategic partner
  • Serve as the senior strategic advisor to ownership groups and asset managers
• Translate client goals (NOI, leasing, positioning) into actionable strategies
• Lead renewals, expansions, and high‑stakes conversations
• Develop a nuanced understanding of each client’s:
  • investment strategy
  • portfolio priorities
  • internal dynamics and decision‑making processes
• Establish consistent, high‑value touchpoints that go beyond reporting—bringing proactive insights, opportunities, and strategic recommendations
• Serve as a confidant and advisor, not just a service provider—able to challenge assumptions, influence decisions, and guide clients toward better outcomes
• Anticipate client needs before they are explicitly stated, using both data and on‑the‑ground insights from operations
• Build multi‑threaded relationships across each organization to reduce risk and deepen partnership
• Translate complex operational realities into clear, executive‑level narratives that resonate with ownership priorities (NOI, leasing, retention, positioning)

• Design and build the Asset Strategy function as a scalable, high‑impact discipline
• Define:
  • Team structure and roles
  • SOPs and workflows
  • Client segmentation and engagement models
  • Meeting cadences (QBRs, strategy sessions, reporting rhythms)
• Establish a clear answer to:“What critical role does Asset Strategy play, and how do we create value?”

• Directly manage Directors of Asset Strategy
• Together, own the full client portfolio
• Ensure consistency in:
  • client experience
  • strategi…