Education & Upcoming Events.

Recent Stories

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  Westward360 Celebrates 1000+ Communities Across the US

  Tuesday, November 4th, 2025

  Westward360 is proud to announce a major milestone — we now manage over 1,000 communities across the United States. From our early beginnings, we have grown into a trusted partner for homeowner associations, property investors, and rental owners. This achievement reflects the confidence of our clients and the dedication of our exceptional team. This milestone […]

• Insurance ABCs and a Look Ahead at the 2026 Market

  Thursday, October 23rd, 2025

  Get a clear understanding of community association insurance — from essential coverages to what’s ahead for the 2026 market.

• Top Ten Board Don’ts!

  Friday, September 19th, 2025

  We’ll lean on the expertise of Keough & Moody partner Dawn Moody, Westward360 Executive Vice President Eric Staszczak, and Westward360 General Manager and CAI-Illinois Board President Carrie Surratt to guide you through the pitfalls and how you can be most successful in your capacity as a board member or community leader.

• How To Prepare For Budgeting Season For Condos And HOAs

  Thursday, September 11th, 2025

  Managing a homeowners association or community association involves numerous responsibilities, but perhaps none are as crucial—or as challenging—as developing a sound annual budget. In Illinois, where community associations are governed by specific laws like the Illinois Condominium Property Act and the Common Interest Community Association Act, creating a compliant and realistic budget is essential to […]

• Budget Best Practices

  Thursday, August 28th, 2025

  Please join Westward360 to review the budget drafting and adoption process as you move through budget season, along with best practices for getting your budget adopted on time and ahead of the busy holiday season. In this one-hour session, we will review:

• Common Budgeting Mistakes for Condos & HOAS

  Wednesday, August 27th, 2025

  Homeowners Associations (HOAs) and Condominium Associations (COAs) frequently face budgeting challenges that can have long-term consequences if not addressed properly. Here are the biggest budgeting mistakes HOAs & COAs commonly make when planning for their next fiscal year:

• VIDEO| Electronic Voting, Electronic Communication and Rules Adoption

  Tuesday, June 24th, 2025

  We have the pleasure of welcoming Dawn Moody, partner at Keough & Moody, to Westward360’s latest edition of its Board Education Program. In this installment, Dawn will be guiding board members through modernizing its communication and election processes, including: As you head into the back half of the year and begin planning for your annual […]

• VIDEO| Reserves, Financing and Lending Strategies for Community Associations

  Monday, June 9th, 2025

  Please join us for an insightful hour with Wintrust Community Advantage Senior Vice President Frankie Sorrentino to review:

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  VIDEO| 2025 Energy Market Update for Community Associations

  Tuesday, May 6th, 2025

  Join us for a practical, easy-to-understand overview of what’s changed in the electricity and natural gas markets so far in 2025—plus how the new administration’s early actions are (or aren’t) impacting energy production, pricing, and future trends. We’ll also share helpful best practices for purchasing and budgeting utilities specific to associations, so you can make […]

• VIDEO| Landscaping and Grounds Maintenance

  Thursday, March 13th, 2025

  Please join Westward360 and Yellowstone Landscaping as they review for board members, landscaping committees, and managers the best practices around prepping for your landscaping season. During the the hour, we will review:  

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