Raymond Dickey

AssociationHelpNow

Education EN ↓ 38 episodes

AssociationHelpNow® delivers practical, real-world conversations for community association managers and board members who live this work every day. Each episode features candid discussions, expert interviews, and timely insights covering legal, insurance, operational, leadership, and communication challenges facing HOAs and condominiums. From livestream highlights to workshop takeaways, the show bridges the gap between theory and practice—helping listeners make smarter, more confident decisions in complex environments. Hosted by AssociationHelpNow® | Practical insights for managers and boards...

Author

Raymond Dickey

Category

Education

Podcast website

www.buzzsprout.com

Latest episode

Jun 29, 2026

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Episodes

Luxury High-Rise Jeffrey Ulm Interview: Miami’s Ultra-Exclusive World 31.01.2026

Luxury High-Rise Jeffrey Ulm Interview: Inside Miami’s Ultra-Exclusive World The Brickell/Miami high-rise world is nothing like typical association management. From cold plunges and cigar lounges to 100-story towers, Bentley deliveries, branded buildings, concierge-level expectations, and the intense hospitality standard required to succeed… this interview with Jeffrey Ulm, CMCA, AMS, PCAM gives m...

High Rise Luxury Management: What Happens Behind the Front Desk 31.01.2026

Inside Luxury High Rise Management: What Happens Behind the Front Desk Curious what separates a high end building from a true luxury high rise? This conversation gives you a rare look at the service culture, resident expectations, and leadership mindset required to operate in one of the most demanding segments of the community association world. You will hear what happens when highly successful re...

Rule Enforcement Traps Boards Don’t See Coming 29.01.2026

Rule Enforcement Traps Boards Don’t See Coming One “simple” rule violation can turn into a privacy complaint, discrimination claim, or a D&O headache fast—especially when boards and managers improvise enforcement. YOUTUBE: https://youtu.be/MQ_5Knn2mBY In this session, we pressure-test real-world scenarios that feel straightforward… until they aren’t: “Reasonable accommodation” requests (and wh...

The Four Corners Rule 26.01.2026

The Four Corners Rule: If It’s Not Written, It Doesn’t Exist When disputes arise, it’s not about what someone meant, it’s about what’s written. The Four Corners Rule is the legal principle that says only the words within a document itself count. For boards, managers, and even vendors, that can mean the difference between being protected or being exposed. YouTube: https://youtu.be/bj6katQnIgc John...

HOA Manager Roundtable - It’s Water 19.01.2026

Community Manager Roundtable – Live Interactive Livestream - Plus: Let's Talk Bodies - of Water.  Kristine Bates, CMCA, AMS, PCAM / Thomas Claus / Nichole M. Haddock, CISR / David Byrne, Esq.  Hosted by AssociationHelpNow®. #HOAManagement #CommunityAssociations #PropertyManagement

Hidden Reserve Infrastructure Risks Communities Miss 18.01.2026

Communities miss the danger they can’t see. Hidden infrastructure failures hit fast — and hit hard. Get ahead before the liability lands on you. In-depth and basic reserve questions answered. Michelle Baldry, PE, PRA, RS • Reserve Advisors, Inc. • mbaldry@reserveadvisors.com • www.reserveadvisors.com Raymond Dickey • AssociationHelpNow.com Hosted by AssociationHelpNow® #HOAManagement #CommunityAss...

The Quiet Work Habits That Prevent Manager Burnout 18.01.2026

Protect your mornings, defend your focus, and cut hidden burnout risks fast. Small habits beat stress when the pressure hits. Taylor Hayes, CMCA, AMS • CAMS Raymond Dickey  — Hosted by AssociationHelpNow® HOAManagement #CommunityAssociations #PropertyManagement

Annual Association Checklist Most Boards Quietly Miss 17.01.2026

Most HOA problems aren’t sudden—they’re missed reviews: coverage, finances, contracts, enforcement. Run this annual checklist and catch the quiet risk before it becomes liability. Raymond Dickey / Christian Saville, Esq. / John LaGumina, Esq. / Jeremy Fernando, Esq. / Gregg Gerelli / Dawn Becker-Durin, CIRMS / David Byrne, Esq. / Cory Kravit, Esq. / Elliot M. Engstrom Hosted by AssociationHelpNow®...

The Normalized Manager Risk That No One Talks About 17.01.2026

Managers face pressure and behavior that would never be tolerated in any other industry. Here’s the overlooked liability that can escalate fast — and how to respond. Strong, practical insights managers can use today. Taylor Hayes, CMCA, AMS • CAMS  Raymond Dickey — Hosted by AssociationHelpNow®  #HOAManagement #CommunityAssociations #PropertyManagement

Construction Defect Traps That Can Cost Your HOAs 07.01.2026

Construction Defect Traps That Can Cost Your HOAs Before You “Handle It Yourself”! Video also available on YouTube: https://youtu.be/fnM8g2zEUkQ Construction defects aren’t just “a few broken roof tiles.” In this Florida + South Carolina-focused conversation, two community association attorneys get practical about what really happens after turnover— when something isn’t working, water starts showi...

Your HOA Is a Prime Cyber Target and How They Will Trick You 04.01.2026

Community associations are sitting on something criminals want—money, data, and access—and many boards don’t realize how exposed they really are until after a loss occurs. In this episode, Raymond Dickey of AssociationHelpNow® is joined by insurance expert Dawn Becker-Durnin, CIRMS for a candid, real-world discussion about how cybercrime actually impacts HOAs and condominium associations. From phi...

New Jersey HOA Bills - $2000 Fines, Shady Boards, HOA Hydrants and More 01.01.2026

We sit down with Assemblyman Donald A. Guardian and HOA attorney David Byrne, Esq. to break down a stack of HOA/condo bills that sound simple… until you realize what they could mean for real communities. You’ll hear: The bill that could let the state fine associations $2,000 per instance for late meeting minutes (and why enforcement is the real concern) A developer-control proposal that sounds lik...

The Construction Defect “Triangle” - Win Or Waste A Fortune 14.12.2025

Most boards don’t ignore construction defects on purpose. They ignore them because they don’t realize the window is closing while they’re “working it out” with the developer. In this recorded conversation, two seasoned community association attorneys break down what actually happens when a defect shows up: why “it passed inspection” doesn’t protect you, why waiting can quietly erase claims, and wh...

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