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Regional VP of Operations (NY, PA, FL)

Windward Communities
Clearwater, FL
About Us

At Windward Communities , we’re more than just a network of manufactured housing communities—we’re a growing family dedicated to creating safe, welcoming, and affordable places for people to call home. With 21 communities across the United States and over 7,500 home sites, each location is thoughtfully designed to reflect the local character and offer amenities like playgrounds, dog parks, picnic areas, and swimming pools.

But what truly sets us apart? Our people.

If you’re passionate about making a difference and being part of a team that values community, compassion, and commitment— we’d love to meet you.

Discover more about Windward Communities by visiting

PAY & BONUS

Competitive base salary and an exceptional bonus/incentive plan designed to reward your hard work and success. Bonus Plan includes commissions, quarterly bonus, performance bonus payout, and year-end bonus pool.

Summary

The Regional Vice President of Operations position is responsible for directing the overall operations of an assigned region, providing day-to-day guidance to next-level leaders, ensuring efficient and effective operations, driving occupancy, sales, and profitability, as well as leading and executing company initiatives. This position is a key leadership role on the Windward Communities Senior Leadership Team, helping to create a best-in-class customer service experience in the manufactured housing industry.

This role will require regular travel (50% - 75%) within the assigned region as well as frequent in-office visits to our Corporate Office in Clearwater, FL for ongoing Leadership meetings.

We are searching for a well-rounded Operations Leader who can lead, inspire, and coach team members across the full spectrum of community focus (Service, Sales, Occupancy, Retention, Value Proposition, Teamwork, Respect, Problem Resolution, Adaptability, and more) to create the right environment for team members and residents alike.

What You’ll Do

  • Leads and supports Community General Managers and other leaders to hit key goals.
  • Keeps a close eye on service quality to boost resident satisfaction, retention, and referrals.
  • Monitors community performance and profitability using financial reports, P&Ls, and key metrics.
  • Works with Community Leaders to enforce A/R policies and keep delinquency low.
  • Hires, coaches, and manages team members, ensuring accountability and strong performance.
  • Oversees development of operating budgets across operations, sales/leasing, and capital projects.
  • Partners with Sales & Marketing leadership to uphold brand standards and meet sales/leasing targets.
  • Collaborates with Construction leadership to ensure capital projects finish on time and on budget.
  • Leads portfolio-wide projects and initiatives that improve performance.
  • Coordinates with support teams—sales/marketing, acquisitions, inventory, HR, and finance—to drive smooth operations.
  • Contributes ideas and initiatives in portfolio strategy meetings to support brand growth.
  • Ensures communities follow all fair housing, employment, and regulatory requirements.
  • Other duties as assigned…

Required Skills

  • Multi-site leadership experience (preferably in multi-family properties) – manufactured housing experience NOT required.
  • At least three years leading or supervising teams, with additional focus/exposure to the leasing and sales process within communities.
  • Strong sales, negotiation, and relationship‑building skills with employees, residents, and customers.
  • Able to juggle priorities, stay organized, and hit deadlines in a fast‑moving environment.
  • Comfortable with financials, admin tasks, and using data to spot issues and shape smart action plans.
  • Adaptable and quick to pivot as business needs change.
  • Tech‑savvy—confident with websites, spreadsheets, email, and similar tools.
  • Knowledgeable about federal, state, and local fair housing and employment laws.
  • Holds a valid driver’s license, clean driving record, and current auto insurance.

Preferred Skills

  • Previous experience in multi-family properties
  • Ability to adapt quickly to changing scenarios and priorities while keeping an eye on ‘big picture’ items and the ‘why’ behind key business initiatives
  • Existing experience with Microsoft Office (Excel, PowerPoint) and knowledge or use of other digital tools (highly desired)
Posted 2026-02-12

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