Vice President, Strategic Planning & Initiatives

About this role

Enterprise is a national nonprofit that exists to make a good home possible for the millions of families without one. We support community development organizations on the ground, aggregate and invest capital for impact, advance housing policy at every level of government, and build and manage communities ourselves. Since 1982, we have invested $92.0 billion and created 1.1 million homes across all 50 states, the District of Columbia, Puerto Rico and the U.S. Virgin Islands – all to make home and community places of pride, power and belonging.

Join us at enterprisecommunity.org  

Working at Enterprise    At Enterprise, you’ll be part of a diverse, committed team making a difference every day. You will collaborate with some of the smartest minds and biggest hearts in our field. You’ll be empowered to drive systems change and take bold steps to advance racial equity. And you will find a career home where you’re valued and supported in your growth journey. 

Enterprise offers career opportunities in our offices across the country with an  exceptional benefits package .

Job Description Summary The Vice President, Strategic Planning and Initiatives serves as the principal integrator and strategic right hand to the President, enabling the effective leadership and operation of the division. This role ensures that the President's priorities are translated into organized action, that the leadership team operates with coherence and accountability, and that the division's operating rhythm supports high performance.

This is a role of trust, discretion, and organizational influence. The VP, Strategic Planning and Initiatives operates at the executive level — managing enterprise-sensitive information, coordinating across organizational boundaries, and carrying peer-level credibility with senior leaders. The role does not direct the leadership team but works as a trusted coordinator who ensures alignment, reduces friction, and amplifies the President's impact. Job Description

The VP, Strategic Planning and Initiatives occupies a unique position in the division's leadership structure. The role sits within the President's office and operates with delegated authority in defined domains. It is not a line of leadership role — it does not hold formal supervisory authority over the President's direct reports — but it is expected to function as a peer to that group in terms of organizational weight, credibility, and access.  

The role handles matter of significant sensitivity, including confidential personnel and organizational issues, cross-divisional political dynamics, and matters with board or enterprise-level exposure. Absolute discretion, sound judgment, and the ability to navigate complexity with composure are non-negotiable requirements.  

The VP, Strategic Planning and Initiatives will have two direct reports: the Senior Executive Administrator, responsible for the President’s calendar management, travel, expenses, task management, meeting prep, and other administrative responsibilities; and Program and Resource Fellow, responsible for providing project support.   

Key Responsibilities  

1. Executive Advisory and Decision Support  

• Serve as a trusted thought partner and sounding board to the President on strategic, organizational, and operational matters.  

• Prepare the President for key meetings, decisions, and engagements — synthesizing information, anticipating questions, and surfacing relevant considerations.  

• Track decisions, commitments, and follow-through across the leadership team; flag risks or gaps before they become problems.  

• Manage the flow of information to and from the President's office, ensuring timely , accurate , and actionable communication.  

2. Strategic Planning — Facilitation to Ownership   

This responsibility could evolve over time as the VP, Strategic Planning and Initiatives builds organizational relationships and demonstrates effectiveness.  

• Year 1 — Facilitate and support: Coordinates and manages the strategic planning process under the President's close direction; ensures the process runs effectively, structures inputs from the leadership team, and produces clear documentation of priorities, goals, and accountabilities.  

• Year 2 — Lead with oversight: Takes ownership of the planning process design and facilitation; drives timelines and deliverables; brings recommendations to the President for review and approval; manages leadership team engagement throughout.  

• Year 3 and beyond — Own: Holds full accountability for the strategic planning process; t r anslates the President's vision into a structured, actionable, multi-year plan; leads execution tracking and mid-cycle adjustments.  

3. Operating Rhythm and Leadership Team Effectiveness  

• Design and manage the division's operating calendar, including leadership team meetings, planning cycles, performance reviews, and key governance touchpoints.  

• Ensure leadership team meetings are well-structured, purposeful, and outcome-oriented — preparing agendas, managing pre-reads, facilitating follow- through decisions.  

• Monitor the effectiveness of cross-functional collaboration; identify and address breakdowns in coordination, communication, or accountability.  

• Serve as a trusted coordinator among the President's direct reports — managing alignment and operating rhythm without directing or superseding their authority.  

4. Strategic Initiative Oversight  

• Lead or co-lead cross-functional initiatives on behalf of the President, carrying full accountability for scope, timeline, and outcomes — not merely visibility and monitoring.  

• Coordinate the work of multiple leaders and teams on high-priority projects; remove obstacles, resolve ambiguity, and escalate risks appropriately.  

• Ensure the President has accurate , timely visibility into the status of strategic initiatives and that leaders are meeting their commitments.  

• Building off the Division’s annua

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