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The Director of Asset Strategy is responsible for leading the execution of Advisory engagements, ensuring that Playbook delivers best-in-class consulting and strategy work that consistently exceeds client expectations. Acting as the project lead, this role manages timelines, client communications, and cross-departmental inputs, ensuring deliverables are completed on time, on budget, and with measurable client impact. This role works closely with our VP of Design Development and VP of Placemaking to shape amenity strategies and space programming, while also serving as the primary relationship manager for clients during Advisory phases. Beyond project delivery, the Director of Asset Strategy is accountable for nurturing client trust, identifying opportunities to extend our work into management and operations contracts, and ensuring a seamless handoff into long-term partnerships.
Job Responsibility:
Lead the end-to-end management of Advisory projects, ensuring deliverables are completed with excellence and alignment to client objectives
Build and manage project plans, timelines, and accountability structures across Playbook teams (design, placemaking, operations, marketing, technology)
Facilitate cross-departmental collaboration, ensuring inputs from multiple leaders are streamlined into cohesive, client-ready outcomes
Track risks, issues, and dependencies—proactively problem-solving to maintain project momentum
Serve as the day-to-day client lead during Advisory projects, building trust with ownership, asset managers, and property teams
Translate complex client needs into actionable project goals and communicate progress with clarity and confidence
Navigate client dynamics with professionalism, fostering long-term trust and positioning Playbook as a strategic partner
Act as a thought leader for clients on placemaking, hospitality trends, and tenant engagement best practices
Identify opportunities to extend Advisory engagements into management and operations partnerships
Collaborate with business development and operations leaders to structure proposals and secure long-term contracts
Contribute to upsell strategies, renewal planning, and client business reviews
Track client health across a portfolio of accounts
proactively flag risk and align internal teams on retention plans
Lead quarterly business reviews (QBRs) and strategic planning sessions with VIP clients and executive decision-makers
Partner closely with VP of Design & Development and VP of Placemaking to align strategies and ensure delivery excellence
Act as the connective tissue across departments, ensuring Playbook teams are aligned on client expectations and accountable for their deliverables
Support knowledge-sharing and best practices across the Asset Strategy department
Requirements:
6+ years of experience in client success, account strategy, or consulting—preferably within commercial real estate, workplace experience, or hospitality services across multiple locations or properties
Strong understanding of customer lifecycle management, retention models, and client health monitoring frameworks
Executive presence with excellent communication and presentation skills
experience leading client business reviews with C-suite audiences
Strategic thinker with a strong analytical foundation
ability to interpret data, drive actionable insights, and guide the client based on project goals
Experience influencing product and operational teams through the voice of the customer
Proven ability to lead executive-level client relationships and deliver measurable outcomes across multiple sites or asset types
Deep knowledge of amenity strategy, tenant engagement, and operational excellence in CRE environments
Proven ability to manage high-visibility, client-facing projects with rigor: building project plans, facilitating cross-functional workstreams, and ensuring on-time, high-quality delivery aligned to strategic client objectives
Confident facilitator and communicator with experience leading strategic conversations and business reviews with C-suite stakeholders
What we offer:
FREE employee-only medical coverage under one of our plans
FREE short-term disability and FREE life insurance coverage