Managing Director- Orlando, FL

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full time exempt position is located in Orlando, FL. Housing Connector is a flexible hybrid workplace. This role will work primarily remotely with regular in-person meetings with partners and potential partners in the Orlando area. As the team grows, more in-office responsibilities may be required. Salary range for this position is $98,000-$130,000 depending on experience.

About Housing Connector:

We’re a tech-powered nonprofit transforming housing access for people who need it most. We approach this challenge with bold ideas and practical tools, partnering across the housing ecosystem—from landlords to local governments—to remove barriers and make housing access more equitable. We believe no unit should sit vacant while someone is searching for a place to live.

Our work has earned recognition from Fast Company as a World Changing Idea and from the Puget Sound Business Journal as one of the Best Places to Work in 2024. We’ve helped generate millions in revenue for property partners and housed thousands of individuals and families—and we’re just getting started.

If you’re looking to join a fast-moving team tackling one of the most pressing issues of our time, this is your opportunity.

Position Summary:

The Managing Director, Orlando Metro will launch and lead Housing Connector’s newest market, bringing our proven model to life in Central Florida. This role is for an entrepreneurial operator—someone who can build from scratch, navigate ambiguity, and shape a program that fits the unique dynamics of Orlando.

You won’t be handed a playbook. You’ll be creating one. To succeed here, you’ll need to be unreasonable, resilient, and persistent. You bring experience launching programs, building organizations, or scaling new initiatives, and you’re ready to apply that to a mission-driven opportunity that demands both vision and grit.

You’ll also need to move comfortably between conversations with housing-insecure clients, elected officials, business leaders, and funders, using what you learn to define strategy and take action. This is a rare chance to build something bold and impactful in your community, with the support of a national team and the autonomy to lead.

Key Responsibilities:

The following outlines the key responsibilities of the role but does not provide a comprehensive list of all job duties.

Strategic Leadership

• Set ambitious, measurable goals in collaboration with the VP of Strategy
• Translate strategic priorities into focused execution plans for the market
• Continuously assess performance and pivot as needed to drive outcomes
• Apply systems thinking to uncover root causes, not just symptoms
• Use data to prioritize work, allocate resources, and measure progress toward outcomes
• Identify barriers to scale and design practical strategies to overcome them

Operational Execution

• Oversee day-to-day program delivery to ensure an excellent partner experience
• Adapt and implement Housing Connector’s operational infrastructure to meet local needs
• Lead with a bias for action, solving problems with urgency and creativity

Team Leadership

• Hire, develop, and manage a high-performing local team
• Foster a culture of accountability, learning, and shared ownership of outcomes

Partnership Development

• Build trusted relationships with housing providers, nonprofit partners, and public agencies
• Champion Housing Connector’s approach and convene stakeholders around shared goals

Growth and Impact

• Drive marketplace adoption by expanding housing inventory and supporting nonprofit usage
• Use data and feedback to improve systems and communicate impact to local and national audiences

Key Qualifications & Attributes

• Demonstrated success scaling programs or initiatives, preferably in cross-sector environments
• Strong strategic thinking and analytical skills; able to use data to drive decisions, identify trends, and shape priorities based on evidence and impact
• Gritty and resourceful: thrives in ambiguity and knows how to get things done without a playbook
• Experience managing people and developing talent
• Excellent communicator with experience navigating complex stakeholder landscapes
• Knowledge of affordable housing or real estate markets preferred, but not required
• Experience in or exposure to nonprofit and/or government systems is helpful, but not required
• Bachelor's degree or equivalent work experience

Join us to lead transformational change in Orlando’s housing landscape.

What We Offer

At Housing Connector, we believe in supporting our employees both personally and professionally. Our benefits are designed to prioritize your well-being, provide flexibility, and foster growth. Here’s what you’ll enjoy as part of our team:

• Comprehensive Health Coverage – Medical, dental, and vision plans with 100% of employee premiums paid and 50% for dependents.
• Generous Paid Time Off – Ample PTO, plus dedicated Community Service Leave to give back.
• Extensive Holiday Schedule – 10 paid holidays, including a full week off during December.
• Paid Parental Leave – Supporting you through life’s most important moments.
• Employee Assistance Program (EAP) – Confidential resources for personal and family support.
• AD&D/Life Insurance – Added peace of mind for you and your family
• Flexible Spending Accounts (FSA, DCRA) – Options for health and dependent care expenses.
• 401(k) with 6% Employer Match – Invest in your future with a company-matched retirement plan.
• Professional Development – $500 annually to enhance your skills and grow your career.

Plus, an opportunity to collaborate with passionate, mission-driven individuals who are dedicated to making a meaningful impact in the community!

Housing Connector is an equal opportunity employer. All employees and potential employees will be recruited, selected, trained, promoted, and, if necessary, disciplined without regard to sex, race, religion, creed, marital status, age, national origin, ancestry, color, sexual orientation, gender identity or expression, political ideology or activity, disability, honorably discharged veteran or military status. All applicants are carefully screened, and full consideration is given to their training, education, skills, aptitudes, experience, and previous work record.