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Five Things Every Board Should Be Doing in January
January is the calm before the calendar fills up. It’s the one time of year when boards can pause, reset, and get ahead of what’s coming—before projects ramp up, budgets get tight, and meetings start feeling rushed. The communities that stay steady throughout the year usually have one thing in common: they used January wisely. Here are five things every board should be doing at the start of the year to set themselves up for success. 1. Get Organized as a Board January is the

jessica simpkiss
Jan 212 min read


How to Set Your Community Up for Success in 2026
There’s something about January that makes everything feel possible. New calendars. Clean spreadsheets. Fresh agendas. For community associations, it’s also the moment when good intentions either turn into strong systems—or quietly drift until the year starts running the board instead of the other way around. Setting your community up for success in 2026 doesn’t require a massive overhaul. In fact, the most successful associations usually focus on a few simple things done wel

jessica simpkiss
Jan 72 min read


The Human Side of Community Management
Behind every well-run community is a manager balancing countless responsibilities—owners, vendors, Boards, compliance, emergencies, and the day-to-day details that keep communities functioning smoothly. It’s a role that requires professionalism, patience, and consistency, often under pressure and with little visibility into the human side of the work. We wanted to share the following reflection from one of our managers because it offers insight into something boards don’t a

Jennifer Grant
Dec 16, 20253 min read


Looking Ahead to 2026: What Homeowners Can Expect Next Year
As we close out another busy year, our team at myStreet Community Management is already hard at work preparing for a smooth, successful 2026 for all of our communities. Whether you’re a long-time resident or new to the neighborhood, we want you to feel informed, prepared, and confident about what’s ahead. Here’s a look at what homeowners can expect going into the new year: ✨ A Focus on Proactive Maintenance Many communities have important preventative and long-term mainte

jessica simpkiss
Nov 20, 20252 min read


🏡 The Power of Planning: Why Every Community Association Needs an Annual Plan
Running a community association is a lot like running a small business — success doesn’t happen by accident. It takes organization, foresight, and teamwork to keep everything on track. That’s where an annual plan comes in. Think of it as your community’s roadmap for the year ahead — outlining what’s coming, who’s responsible, and when things should happen. A solid annual plan helps your board stay proactive rather than reactive and ensures that every decision connects back to

jessica simpkiss
Nov 6, 20253 min read


Planning for the Future: Helping HOA Boards Think Beyond One Budget Cycle
For most HOA boards, the annual budget is the cornerstone of operations, covering everything from landscaping contracts to reserve...

Athena Tavuchis
Oct 1, 20252 min read


Being Board-Ready: How to Approve Your Association Budget with Confidence
When a board meets to adopt its annual budget, it’s not just a line-item process—it’s one of the most important governance decisions...

jessica simpkiss
Sep 12, 20252 min read


The Value of Attending HOA Meetings (Even Just Occasionally)
Homeowners’ Association (HOA) meetings aren’t always at the top of everyone’s to-do list, but attending, even occasionally, can offer...

Athena Tavuchis
Jul 31, 20252 min read


Understanding Your Association’s Budget: What It Is, Why It Matters, and How It Affects You.
If you live in a homeowner's or condominium association, you’ve likely received a copy of the annual budget, or at least noticed your...
Jessica Simpkiss
Jul 17, 20253 min read


Safe, Fun & Inclusive: Summer Tips from Your Association Management Team
Summer is here, and across the many communities we manage, residents are ready to relax, recharge, and reconnect with neighbors. Whether...
Candice Wojnarowski
Jun 16, 20252 min read


Spring has Sprung!
Springtime Preparations for Your Community: Ponds, Landscaping, and Pool Season on the Horizon As winter fades and spring approaches,...
Jessica Simpkiss
Mar 24, 20253 min read


Understanding the Corporate Transparency Act: What Your Association Needs to Know Before the March 21, 2025 Deadline
The Corporate Transparency Act (CTA) has been a hot topic for businesses and organizations nationwide, and community associations are no...
Jessica Simpkiss
Mar 24, 20252 min read


Prepare Your Community for Impending Bad Weather
When winter storms approach, community associations must act swiftly and strategically to ensure safety and minimize disruption....
Jessica Simpkiss
Mar 24, 20253 min read


Reflecting and Appreciating: A Year in Review for Our Community
As the year winds down, it’s a wonderful time to look back on everything we’ve accomplished together. December isn’t just for holiday...
Jessica Simpkiss
Mar 24, 20252 min read


The Importance of Planning: Why Your Community Association’s Annual Plan Matters
As the new year approaches, there’s a lot of excitement in the air. And while some people are thinking about resolutions, community...
Jessica Simpkiss
Mar 24, 20252 min read


Wrapping Up the Year
As we close out another year, it’s the perfect time to reflect on what we’ve accomplished as a community and check off those final...
Jessica Simpkiss
Mar 24, 20252 min read


Giving Thanks for Community: Embracing the Spirit of Thanksgiving in Our Neighborhood
Thanksgiving isn’t just about turkey, pie, and a bit too much mashed potatoes (though, let’s be honest, that’s a big part of it). At its...
Jessica Simpkiss
Mar 24, 20253 min read


The Power of In-Person Communication in a Digital World: Community Meetings and Events
In a world where we can communicate with the tap of a screen, the value of face-to-face communication sometimes gets lost. But there’s...
Jessica Simpkiss
Mar 24, 20252 min read


How to Use Social Media for Community Engagement Without Overwhelming Residents
Social media: it’s where people get their news, stay in touch with family, and share funny dog videos. But in the world of community...
Jessica Simpkiss
Mar 24, 20253 min read


The Dos and Don’ts of Effective Community Emails
Ah, the humble community email. It’s a staple of modern-day communication, and when done right, it can be incredibly effective. But let’s...
Jessica Simpkiss
Mar 23, 20252 min read
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