Westwind Management Group logo
About
About Us

Read about Westwind's Core Values and what drives us to succeed

Our Team

Meet our qualified, friendly professional team

Testimonials

Accolades, gratitude, and referrals from our supporters

History

Learn about our 40 years of history and how we got here

Charitable Work

Giving back brings us pride in helping our community

Services
One-Business Day Response

See how our communication sets us apart from others

Association Management

Comprehensive HOA management solutions

Special District Management

Professional metropolitan district governance

Taxes Icon
Full-Service Accounting

Timely, accurate financial management, billing, and payables

Check Icon
Other Services

Administrative, developer, vendor services, and more

Resources
Online Portal & Resources

Find the portal and request documents

New Owner Contact Form

New to Westwind? Fill out this form to get in touch with our team

Blog

Read the latest on community management insights

Requests
Request a Proposal

Receive a proposal for top-notch services for your unique community

Financial Statements Icon
Closing Services

Status letters, lender/condo questionnaires, and documents

Become a Vendor

Become one of our valued Westwind vendor partners.

Contact
Contact Our Team

Send us your request and we are happy to assist

Careers

Learn about our comprehensive benefits and join our amazing team

Request a ProposalOnline Portal

Questions to Ask Prospective Community Management Companies

Facebook IconInstagram IconLinkedin IconTwitter Icon
Questions to Ask Prospective Community Management Companies

Questions to Ask Prospective Community Management Companies

Choosing the right management partner for your HOA or metro district is one of the most important decisions a Board of Directors will make. A strong management company can help maintain property values, ensure financial stability, and foster a thriving community. But how do you know which company is the right fit? Asking the right questions during your search can make all the difference.

Why Asking Questions Matters

Every community is unique - its size, amenities, governing structure, and priorities all influence what kind of support you need. By asking detailed questions, you’ll gain insight into a company’s experience, processes, and ability to meet your expectations.

Key Questions to Ask Management Companies

1. Structure & Staffing

  • How do you select the assigned manager for our community?
  • What is the management and accounting structure?
  • What is the typical portfolio size for your managers?
  • How do you ensure timely responses to board and homeowner inquiries?

2. Financial Management

  • What is your invoice approval process, and how often are invoices paid?
  • When are monthly financial reports issued, and what do they include?
  • How are funds segregated and safeguarded?
  • What is your fee schedule for out-of-scope items?
  • Are there any costs associated with paying assessments?

3. Communication & Technology

  • What tools or software platforms do you use for communication?
  • What features does your online portal provide for boards and homeowners?
  • What operations management reporting do you offer?
  • How do you ensure transparency and maintain consistent communication?

4. Experience & Expertise

  • How long have you been in business, and what is your average client and staff tenure?
  • What sets your company apart from others in the industry?
  • What experience do you have with communities similar to ours?
  • What training and continuing education do you provide for your staff?
  • How do you support the success of your clients and team?

5. Transition Process

  • What is your onboarding and transition process?
  • How do you ensure a smooth transition, and how is the board kept informed?
  • How long does the transition take, and what lead time is needed?
  • Are there any transition fees?

Final Thoughts

Selecting a management company is more than comparing costs; it’s about finding a partner who understands your community’s needs and can deliver exceptional service. By asking these questions, your board can make an informed decision that sets your community up for long-term success.

‍

Related Articles

View all
How Great Metro Districts Keep Homeowners Happy
Board Training

How Great Metro Districts Keep Homeowners Happy

Read more
Arrow Icon
HOA Board Member Best Practices
Board Training

HOA Board Member Best Practices

Read more
Arrow Icon
How Great HOAs Keep Homeowners Happy
Happy Homeowners

How Great HOAs Keep Homeowners Happy

Read more
Arrow Icon
View all

Looking for a better management experience?

Westwind's commitment to sound community management fosters long-term beneficial relationships with our clients. Please contact us today to receive a customized proposal for your community.

Get In Touch
Westwind Management Group logo
Links
About UsServicesContact UsOnline Portal
Connect With Us
LinkedInBlogBecome a VendorRequest a Proposal
© 2026 by Westwind Management Group, LLC
Privacy Policy