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Community Associations exist because of dreamers; a builder had a vision for a community that would stand the test of time and be a lovely neighborhood for generations to enjoy. After development, they pass the baton to the homeowners to care for these intentions. While volunteer homeowner Board Members may share a different set of dreams than the builder, the desire to nurture a community and see it thrive is the same. How do Community Association Management professionals support these dreams? We do not have the same invested interest as the owners in the communities we serve (or would like to serve), but we’d still like to be part of the equation in making these dreams come alive. But first, we have to connect with the dreamers. How do you transform something as transactional as sales and business development into meaningful relationships that lead to lasting partnerships?
Let’s be honest—no one wants to be “sold to,” especially in Community Association Management. It’s not about slick pitches or flashy proposals. It’s about listening. Really listening. This is something that is tough in Management – we are the professionals, the HOA nerds! We know what your association needs, let us give it to you! But shift your focus from assumption to true curiosity and see how successfully the connection blossoms. Ask questions. Get to know the board. Understand what’s working, what’s frustrating, and what keeps them up at night. That’s where the real connection begins.
Ever bought something because it sounded too good to be true? That shiny new thing that promised to solve all your problems, and you thought, “I’ve gotta have it!” And then, after you got it, you realized—yikes, it wasn’t all it was cracked up to be? We’ve all been there. Over-promised, under-delivered.
Success isn’t about making a one-time grand impression. It’s about showing up, again and again. Whether it’s at CAI events, local community meetings, or just staying engaged with your network, being consistently present is what truly makes a difference. Show up when you say you will, and follow through on the promises you make during the sales process and beyond. Make sure to include answers to all their questions and any additional requested services in your client’s proposal so everyone is on the same page when the baton is passed to the newly assigned Community Manager. If you promise something to a client during the sales process, make sure it is possible!
Instead of chasing quick wins or immediate results, focus on creating long-term value. If you’re in sales or looking to expand your portfolio, don’t just go away after the contract is signed. Be a part of the bigger picture and part of the reason they selected your company to partner with. Offer or host Board Members educational opportunities – and show up with them! Did they talk about a large-scale project when you were interviewing them? Check in with the Manager and ask them how it is going. Understand whether you outlined reasonable expectations and promises about the process and whether these are being met. When you prioritize what’s best for the community and Board Members over short-term goals, it leads to deeper, more meaningful growth—for both your management company and the associations you serve.
Each new client isn’t just another sale—it’s an opportunity to build something better, something lasting. It’s about strengthening communities, one partnership and one dream at a time.
Bio: Jourdan Winters is a Senior Manager at Dorman Association Management, where she leads business development and helps communities thrive through thoughtful management.