Regional Managing Director-WEST

Housing Connector • Portland, OR

5d • $125,000 - $165,000 • Hybrid

About The Position

Housing Connector is a tech-for-good nonprofit expanding access to housing and helping people remain housed. It partners with property owners and managers to reduce barriers to housing and provides financial protections and support for residents and housing providers.

The Regional Managing Director is the senior market leader overseeing operations across three established markets: Seattle, Portland, and Denver. Reporting to the COO, this role translates organizational strategy into regional priorities and measurable results, while leading market leaders and their teams. The position is accountable for regional performance, strategy execution, partnership management, funding growth, and operational excellence.

The Regional Managing Director builds senior-level relationships with property partners, community organizations, and public sector stakeholders; ensures consistent, effective operations; adapts proven practices to regional conditions; and shares insights and playbooks that support organizational improvement and future expansion. The role requires strategic judgment, strong people leadership, and the ability to bring structure to complexity while remaining hands-on when needed. This is a full-time, hybrid role requiring work from a local Housing Connector office at least one day per week.

Requirements

• Significant, progressively responsible leadership experience in regional operations, partnership-driven services, or program delivery, including accountability for multiple markets, locations, or complex operational portfolios.
• Demonstrated success translating strategy into operating plans and measurable results in a growing or rapidly evolving organization.
• Strong people leadership experience, including leading managers, developing talent, addressing performance challenges, and building accountability across distributed teams.
• Strong analytical judgment, including interpreting performance trends, assessing data quality, investigating underlying causes, and using findings to improve outcomes and allocate resources.
• Experience managing senior-level relationships across business, community, and public sector partners, navigating competing interests, and negotiating commitments.
• Experience securing, renewing, or expanding public or private funding and connecting program outcomes to funder priorities.
• Strong operational and financial acumen, including budget management, forecasting, resource planning, and sound decisions about competing priorities.
• Clear, persuasive communication and sound judgment, with the ability to represent the organization externally, influence across departments, and resolve complex issues.

Responsibilities

• Translate organizational strategy into regional and market-level goals, operating plans, and team priorities in partnership with executive leadership.
• Use dashboards, operational data, and partner feedback to assess results, identify performance gaps and underlying causes, and adjust priorities and resources.
• Ensure accurate, timely reporting on housing placements, placement timelines, partner engagement, and other agreed outcomes.
• Build and manage senior-level relationships with community organizations, property partners, and public sector stakeholders.
• Retain and strengthen existing property partnerships, coordinating with the Senior Director of Property Partnerships on new partner growth.
• Strengthen funding relationships and advance opportunities to secure, renew, and diversify public and private revenue in partnership with executive leadership and the Investments & Funding team.
• Oversee program quality and partner experience, resolve escalated challenges, and ensure consistent, responsive service across markets.
• Hire, develop, and lead market leaders and their teams; set expectations, provide actionable feedback, address performance challenges, and build a culture of accountability, learning, and impact.
• Manage regional budgets and resource planning, monitor spending and forecasts, and align staffing and investment recommendations with organizational priorities.
• Represent the organization as a senior regional leader and lead market visibility and stakeholder engagement across government, community, and housing-sector settings.
• Adapt and improve operational processes while maintaining alignment with Housing Connector’s national operating model.
• Share market insights and proven practices to strengthen operations and inform future expansion.

Benefits

• Medical, dental, and vision coverage; the employer pays 100% of employee premiums and 50% of partner and dependent premiums.
• 22+ days of paid time off in the first year and dedicated Community Service Leave.
• Extensive holiday schedule, including a full week off in December.
• Paid parental leave.
• Employee Assistance Program (EAP).
• Life insurance.
• Flexible Spending Accounts (FSA and DCRA).
• 401(k) with a 6% employer match.
• Annual professional development reimbursement of up to $500.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed