Regional Property Manager & Single-Family Team Lead

The Listing Real Estate Management (TLREM) is a boutique residential property management firm committed to delivering exceptional service through personalized hospitality, innovative technology, and complete transparency. We believe every resident deserves a quality place to call home, and every property owner deserves strong performance, dependable service, and peace of mind. We are your boutique property management partner.

Role Description: In this role, you will directly manage a designated & growing portfolio of ~110 single-family homes across Greater Orlando and Tampa Bay while serving as the operational, escalation manager, and pod lead for our single-family division. You will be supported & working along side our dedicated administrative and field support infrastructure—including an Property Manager, Maintenance Coordinator/Manager, Property Field Specialist, and virtual Property Support/Leasing Specialists—allowing you to focus on high-level owner relations, escalation resolution, and portfolio profitability.

Essential characteristics for this role include strong management & communication skills, exceptional organization, self-motivation, problem solver, the ability to lead a team while being an active team player, a spirit of service, and a strong willingness to learn, grow, and contribute to company success.

Key Responsibilities

Portfolio Oversight & Operations (~60% of Role)

• Owner & Tenant Relations: Serve as the primary point of contact for all owner and tenant communications across your portfolio, maintaining strong, proactive relationships and leading annual lease renewals and rent increases.
• Asset protection & Profitability: Oversee day-to-day operations to ensure properties meet strict habitability standards and owner profitability metrics.
• Maintenance & Turnovers: Oversee the complete maintenance cycle and vacant property turnovers. Coordinate directly with vendors & property owners for repairs exceeding repair limits.
• Move-Outs & Inspections: Accept, complete, review, and acknowledge 60-day notices, initiate move-out procedures, complete, review and sign off on necessary statutory notices (e.g., 3-Day Notices to Pay or Quit), and review move-in/move-out property inspections in conjunction with the property field specialist.
• After-Hours On-Call Coverage: Share after-hours emergency on-call rotation responsibilities with the team.

Leasing Cycle & New Account Specialist (~20% of Role)

• Leasing Management: Oversee the leasing cycle from start to finish, including advertising, pricing, market analysis, application processing, and application review & approvals.
• Move Ins: Coordinate and ensure success of new move ins are completed efficiently and in line with company policy.
• Contract Review: Create, review and execute binding legal forms, including Holding Deposits, Lease Agreements, and Pet Addendums.
• Growth & Onboarding: Manage the onboarding of new property owners, tenants, and vendors. Collaborate with the Business Development team on property management presentations and represent the company during high-value client onboarding calls.
• Networking & Representation: Always represent TLREM professionally and actively participate in local community and business networking opportunities.

Team Leadership, Financials & Compliance (~20% of Role)

• Escalation Management: Serve as the operational lead for dispute resolution. Follow TLREM’s internal escalation to resolve operational, tenant, owner, and vendor disputes independently.
• Accounting Oversight: Oversee monthly Owner Statements. In conjunction with the Bookkeeper, oversee trust accounting requirements—including issuing year-end 1099s, ensuring vendor insurance and W-9s are updated annually, and delivering year-end financial reports to property owners.
• Invoice, Billing, & Notice Approval: Review and sign off on maintenance invoices prior to disbursement. Initiate timely payment to vendors & request owner approvals when necessary.
• Legal Compliance: Know and remain fully up to date on office procedures, state/federal regulations, and Fair Housing Laws. Mandatory reading of company-provided Fair Housing materials and annual attendance at Fair Housing certification classes required.
• General Administration: Perform other operational tasks as assigned by the Broker / Operations Manager.

Qualifications & Requirements

• Licensure: Active Florida Real Estate Sales Associate License (Required).
• Experience: Minimum 3–5 years of single-family property management experience.
• Regulatory Knowledge: Understanding of Florida Chapter 83 (Landlord-Tenant Law), Federal/State Fair Housing, ADA, and local market regulations.
• Tech-Savvy: Proficiency with modern property management tech stacks such as Buildium, AppFolio, LeadSimple, RentEngine, Etc. Ability to pick up new system and software quickly.
• Leadership & EQ: Proven ability to make confident decisions, resolve high-friction client situations with hospitality and tact, and hold staff accountable to internal standards. Excellent customer service and problem-solving skills with positive can-do attitude required
• Mobility: Valid FL driver's license, clean driving record, and reliable personal transportation for field operations within Orlando and Tampa Bay.
• Bi-lingual a plus, not required

Compensation & Benefits

• Competitive Base Salary Bonus/Incentives Opportunities
• Flexible Paid Time Off (PTO) Policy (Available after 90-day onboarding period)
• Access to Modern Co-Working Workspaces (Downtown Orlando HQ)

Medical Benefits:

• Dental insurance
• Health insurance 50/50
• Vision insurance

The Listing Real Estate Management is an Equal Opportunity Employer.

Company Description: The Listing Real Estate Management is a full-service residential boutique property management and tenant placement provider serving the Greater Orlando & Tampa bay area. The company manages single-family homes, townhomes, condos, and multi-family properties for property investors, homeowners, landlords, and residents. The team is dedicated to delivering best-in-class hospitality and superior service, acting as a trusted guide throughout each customer’s property management journey. By helping clients effectively leverage its services, the company focuses on saving them time, resources, and money. The Listing Real Estate Management prides itself on its specialized expertise in property management and leasing.

Pay: $55,000.00 - $70,000.00 per year

Benefits:

• Dental insurance
• Flexible schedule
• Health insurance
• Paid time off
• Professional development assistance

Experience:

• Property management: 3 years (Required)

Language:

• Spanish (Preferred)

License/Certification:

• Florida Real Estate License (Required)

Ability to Commute:

• Orlando, FL 32801 (Preferred)

Work Location: Hybrid remote in Orlando, FL 32801

Salary : $55,000 - $70,000