AssociationHelpNow

Raymond Dickey
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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 who live this every day.This content does not constitute professional advice and may have been edited.

  1. HOA Collections Explained

    1D AGO

    HOA Collections Explained

    HOA Collections Explained: Liens, Foreclosure, Bankruptcy, Payment Plans, and Board Collection Mistakes Collecting assessments is not optional for HOA and condo boards. It is a fiduciary duty. But when collections are handled inconsistently or without the right legal process, associations can create serious risk, including selective enforcement claims, Fair Debt Collection issues, confidentiality problems, board liability, and unnecessary conflict with owners. ———————————- YouTube: https://youtu.be/f_DW7pZFeMs CAMICB CEU Video: Please register for CEU Video - “HOA Collections Explained” Apr 16, 2026 (1 hour video available all day) at: https://attendee.gotowebinar.com/register/5185089483040991574 ———————————- In this practical livestream recording, our panel breaks down how community association collections really work, including liens, foreclosure timelines, notice requirements, bankruptcy complications, payment plans, late fees, money judgments, suspension of privileges, and why written collection policies matter. The discussion also covers what boards can and cannot do when owners claim hardship, whether compassion can affect enforcement, how different states handle collection timelines, and why delaying action can damage association cash flow and increase legal exposure. This is a must-watch for HOA board members, condo board members, community association managers, and anyone responsible for protecting association finances while enforcing governing documents fairly and consistently. This recording is especially helpful if your community is dealing with delinquent owners, inconsistent enforcement, unpaid assessments, bankruptcy filings, lien questions, foreclosure concerns, or board uncertainty about how aggressive collections should be. PANEL: Raymond Dickey • www.AssociationHelpNow.com Dawn Becker-Durnin, CIRMS • Acrisure • dbecker-durnin@acrisure.com • www.acrisure.com David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law Adam Clarkson, Esq. • Clarkson McAlonis & O’Connor, P.C. • aclarkson@cmolawpc.com • www.cmolawpc.com Elliot M. Engstrom, Esq. • Sellers, Ayers, Dortch & Lyons, P.A • eengstrom@sellersayers.com • www.SellersAyers.com Gregg V. Gerelli • Gerelli Insurance Agency, Inc. • gregg@gerelli-insurance.com • www.gerelli-insurance.com Cory Kravit, Esq. • Kovitz Shifrin Nesbit • ckravit@ksnlaw.com • www.ksnlaw.com John LaGumina, Esq. • The LaGumina Law Firm, PLLC • jlagumina@laguminalaw.com • www.laguminalaw.com Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. This content does not constitute professional advice. #HOACollections #HOALiens #HOAForeclosure #HOABankruptcy #AssociationCollections #CondoCollections #CommunityAssociationLaw #HOABoard #CondoBoard #PropertyManagement #CommunityAssociationManager #HOAAssessments #DelinquentOwners #CollectionsPolicy #HOALaw #CondoLaw #AssociationHelpNow #BoardGovernance

    1h 1m
  2. Massive Boulder Blast Update + Can Managers Be Friends With Board Members?

    4D AGO

    Massive Boulder Blast Update + Can Managers Be Friends With Board Members?

    A routine HOA-area blast turned into a nightmare when huge rocks crashed into homes, damaged association property, and triggered major insurance, liability, and communication issues. In this livestream recording, we revisit one of the most shocking HOA incidents discussed this year and break down what happened next. Were the homes repaired? Who ended up paying? What did the insurance process look like? What should managers and boards do immediately after a disaster like this? YouTube Video: https://youtu.be/gaXNpfrbMrw CEU Video - HOA Blast Update + Are Manager–Board Friendships Appropriate On-Demand 1 hour, All Day Apr 21, 2026 12:00 AM EDT at: https://attendee.gotowebinar.com/register/9164698152445669470 This session is especially valuable for HOA managers, condo board members, community association leaders, and anyone involved in property management, insurance claims, reserve planning, risk management, or resident communication. The discussion covers real-world lessons about emergency response, documentation, inspections, owner updates, disaster planning, and how fast a community can spiral if the wrong steps are taken. Then the conversation shifts to a topic that hits just as close to home: can HOA managers and board members really be friends? It sounds harmless, but this is where perception, favoritism concerns, gossip, influence, and professional boundaries can create serious problems. The panel discusses when being friendly crosses the line, how optics affect trust, and what managers should do to protect their neutrality and credibility. This recording includes practical takeaways on: HOA disaster response, community association insurance issues, claims handling, liability questions, owner communication, manager professionalism, board relationships, and avoiding hidden conflicts. Original livestream referenced in this program: “HOA Hit by 45 pound Rocks!” https://youtu.be/9UCgBm4-EsU Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. PANEL: Raymond Dickey • www.AssociationHelpNow.com Dawn Becker-Durnin, CIRMS • Acrisure • dbecker-durnin@acrisure.com • www.HOAInsuranceSC.com Chris Petrik, CMCA, AMS, PCAM • Bulle Rock Community Association • chris.Petrik@FSResidential.com • www.bullerockcommunity.com Chris Lozier, CMCA • Ponderosa Management LLC • clozier@pm-llc.com This content does not constitute professional advice. #HOA #HOADisaster #PropertyManagement #CommunityAssociation #CondoAssociation #HOAInsurance #InsuranceClaims #RiskManagement #DisasterPlanning #HOABoard #AssociationManagement #CommunityManagers #ProfessionalBoundaries #BoardMemberRelations #CondoManagement #HOALiability

    1h 1m
  3. HOA Special Assessments: How to Communicate Them, Avoid Legal Mistakes, and Decide If Borrowing Is Smarter

    6D AGO

    HOA Special Assessments: How to Communicate Them, Avoid Legal Mistakes, and Decide If Borrowing Is Smarter

    Special assessments are one of the toughest challenges HOA and condo boards face. In this practical livestream, our panel explains how boards and managers can communicate a special assessment without creating panic, avoid procedural mistakes that often lead to disputes or litigation, and evaluate when borrowing may be the better option. The discussion covers owner communication, governing document requirements, voting procedures, collections, insurance considerations, reserve shortfalls, and lender perspectives. ——————————————— CAMICB CEU Video: Please register for CEU Video - Special Assessments - Sell, Structure or Borrow It on Apr 14, 2026 (1 hour video available all day) at: https://attendee.gotowebinar.com/register/1613926293455377495 ——————————————— If you are a community association manager, board member, or industry professional looking for guidance on special assessments, association loans, reserve funding, owner communication, fiduciary duty, or major repair funding decisions, this recording provides practical insight on structuring the process, explaining the need, and reducing owner backlash. PANEL: Raymond Dickey • www.AssociationHelpNow.com Deborah Gerelli, CIRMS • Gerelli Insurance Agency, Inc. • deborah@gerelli-insurance.com • www.gerelli-insurance.com Dawn Becker-Durnin, CIRMS • Acrisure • dbecker-durnin@acrisure.com • www.HOAInsuranceSC.com John LaGumina, Esq. • The LaGumina Law Firm, PLLC • jlagumina@laguminalaw.com • www.laguminalaw.com Cynthia Jones, Esq. • Sellers, Ayers, Dortch & Lyons, P.A. • cjones@sellersayers.com • www.sellersayers.com Thomas Engblom, PhD., PCAM • First Citizens Bank • thomas.engblom@firstcitizens.com • www.bankers.firstcitizens.com Sean A. O’Connor, Esq., CCAL • Clarkson McAlonis & O’Connor, P.C. • soconnor@cmolawpc.com • www.cmolawpc.com David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law Cory Kravit, Esq. • Kovitz Shifrin Nesbit • ckravit@ksnlaw.com • www.ksnlaw.com Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. This content does not constitute professional advice. #HOA #CondoAssociation #SpecialAssessments #HOABoard #PropertyManagement #CommunityAssociations #ReserveFunding #AssociationLoans #CondoBoard #HOALaw #CondoLaw #BoardGovernance #CapitalProjects #HOAManagers #FiduciaryDuty

    1h 2m
  4. AI in HOAs - Powerful Tool or Legal Time Bomb

    MAR 13

    AI in HOAs - Powerful Tool or Legal Time Bomb

    Artificial Intelligence is already inside community associations. ---- This video is not eligible for CEUs ---- YouTube Video: https://youtu.be/kRXYzKmLAzc Managers are using it to draft emails. Boards are asking it to interpret bylaws. Vendors are embedding it into software platforms. But here’s the real question:  Are we using AI wisely — or creating new liability without realizing it? In this livestream, we’re breaking it down the way we always do — practical, real-world, and balanced. We’ll look at: • How AI can dramatically improve communication and efficiency • What happens when boards rely on AI instead of legal counsel • Confidentiality concerns most managers haven’t thought about • Deepfake fraud, cyber exposure, and vendor accountability • Whether associations should adopt an AI usage policy This is not a tech lecture. It’s a candid discussion about how managers and boards can use AI responsibly — without turning a helpful tool into a silent liability. If you manage or serve on a board, this conversation is no longer optional. AI is here. The question is whether we understand the risks that come with it. Panel: Cameron Leyh, CMCA, AMS • Ravenel Associates, Inc. • cleyh@ravenelassociates.com www.ravenelassociates.com Raymond Dickey • AssociationHelpNow.com Dawn Becker-Durnin, CIRMS • Acrisure • dbecker-durnin@acrisure.com • www.HOAInsuranceSC.com Valerie Garcia Giovanoli, Esq. • McCabe, Trotter & Beverly, P.C. • valerie.giovanoli@mccabetrotter.com • www.mccabetrotter.com Content does not represent professional advice.

    1h 1m
  5. HOA Bankruptcy Explained: Can a Condo Association Really Go Broke?

    FEB 24

    HOA Bankruptcy Explained: Can a Condo Association Really Go Broke?

    When an HOA or condominium association files bankruptcy, what actually happens? Can the board just declare bankruptcy? Do owners become personally responsible? Can a creditor force an HOA into bankruptcy? And can a bankruptcy judge really wipe out amenities—or even force massive special assessments? YouTube Video: https://youtu.be/q8w39unoeqI CEU Version: https://attendee.gotowebinar.com/register/8461299881746255964 In this special AssociationHelpNow® session, Ray Dickey sits down with Florida attorney Cory Kravit and tri-state attorney Dave Byrne to break down a real Florida case involving a recreational condominium that filed Chapter 11 bankruptcy. This video covers: ✔ Why an association would file Chapter 11 ✔ What happens when sub-associations stop paying ✔ How bankruptcy affects owners, assessments & foreclosures ✔ Whether amenities or common property can be sold ✔ Why older buildings and deferred maintenance matter ✔ How terminations vs. bankruptcy differ ✔ The role of board fiduciary duty during financial crises ✔ Whether a bankruptcy court can override governing documents ✔ What creditors can and cannot do ✔ The “toll booth” hypothetical that had everyone laughing This is one of the most detailed, real-world bankruptcy discussions ever streamed for HOAs and condos. If you are a manager, board member, homeowner, or attorney, this deep dive will dramatically improve your understanding of how bankruptcy truly works in community associations. PANEL (Recorded Feb., 23, 2026): Raymond Dickey • www.AssociationHelpNow.com David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law Cory Kravit, Esq. • Kovitz Shifrin Nesbit • ckravit@ksnlaw.com • www.ksnlaw.com Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. This content does not constitute professional advice.

    1 hr
  6. Protecting Managers & Boards from Abusive Residents

    FEB 22

    Protecting Managers & Boards from Abusive Residents

    Have you ever had an owner say something like, “Send me another violation and you’ll regret it. I’ll come down there and deal with you myself”… and you’re left wondering: Is that just rude—or is it a threat? YOUTUBE: https://youtu.be/qpV8O5807do In this conversation, I sit down with community association attorneys, an insurance professional, an engineer, and an on-site manager of a 1,100+ home community to tackle one uncomfortable question: where is the line between angry, abusive, and legally actionable? We talk about: Real-world examples Whether police, HR, and legal counsel can actually help How boards can truly have their manager’s back Codes of conduct, behavior policies, fines, and enforcement limits De-escalation phrases and tactics managers actually rely on If you’re tired of boards and managers being “punched bags” for bad behavior—but you also don’t want to silence legitimate complaints—this video will give you language, perspective, and options you can use in your community. Panel: Raymond Dickey • www.AssociationHelpNow.com David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law John LaGumina, Esq. • The LaGumina Law Firm, PLLC • jlagumina@laguminalaw.com • www.laguminalaw.com Justin Bailey, CMCA • AAM, LLC • justin.bailey@associatedasset.com Gregg V. Gerelli • Gerelli Insurance Agency, Inc. • gregg@gerelli-insurance.com • www.gerelli-insurance.com David Chesky, R.S., P.R.A. • Falcon Engineering • dchesky@thefalcongroup.us • www.thefalcongroup.us Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. This content does not constitute professional advice. #HOAManagement #CommunityAssociations #PropertyManagement #BoardMembers #CommunityManagers #HOALaw

    1h 1m
  7. Maintenance Mysteries - The Hidden Failures That Blow HOA Budgets

    FEB 14

    Maintenance Mysteries - The Hidden Failures That Blow HOA Budgets

    Why do some building failures look simple… until you open a wall and find ten new problems? In this livestream, I sit down with an industry leader who specializes in the toughest maintenance and construction diagnostics facing HOAs today — from mysterious deck failures and chronic mold issues to roof leaks, flashing mistakes, siding cracks, skylight problems, paint delamination, incompatible coatings, gutter undersizing, and full-replacement decisions that catch boards off guard. We’ll break down the real causes behind the failures that cost communities the most — and the questions managers and boards should ask before approving work. If you’ve ever wondered why bids can vary by 40%, why leaks return after repairs, or why moisture keeps finding its way in, this session is your chance to get clear answers. YouTube Video: https://youtu.be/XaPSyNwFbww Raymond Dickey • AssociationHelpNow.com Todd Vignola • Add Ventures, Inc. • tvignola@addventuresinc.com • www.addventuresinc.com David Chesky, R.S., P.R.A. • Falcon Engineering • dchesky@thefalcongroup.us • www.thefalcongroup.us Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. Does not constitute professional advice.

    1h 5m
  8. CEU VERSION: Dock and Dam Liabilities That Blow Budgets

    FEB 13

    CEU VERSION: Dock and Dam Liabilities That Blow Budgets

    Docks and dams age quietly, fail suddenly, and can become budget-wrecking fast if boards and managers don’t spot the warning signs early. This livestream breaks down the hidden structural, environmental, regulatory, and ownership liabilities that too often slip past reserve schedules and end up blindsiding associations with massive surprise costs. We’ll cover what should be evaluated, how to anticipate lifecycle and safety risks, and the questions every manager should be asking long before small deficiencies turn into emergencies. ————————  Podcast CAMICB CEU Instructions:  Log into: https://lp.constantcontactpages.com/ev/reg/gebjdyf Log into the above before you start listening to the podcast. Simply follow the instructions. It's not complicated. ————————  PANEL: Raymond Dickey • AssociationHelpNow.com Dawn Becker-Durnin, CIRMS • Acrisure • dbecker-durnin@acrisure.com • www.HOAInsuranceSC.com Matt Kuisle, PE, PRA, RS • Reserve Advisors, Inc. • matt@reserveadvisors.com • www.reserveadvisors.com Tulin Fuselier, PE • Weston & Sampson • FuselierT@wseinc.com • www.westonandsampson.com AssociationHelpNow® | Practical insights for managers and boards who live this every day. Does not constitute professional advice.

    1h 3m
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About

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 who live this every day.This content does not constitute professional advice and may have been edited.

Information

  • Creator
    Raymond Dickey
  • Years Active
    2025 - 2026
  • Episodes
    23
  • Rating
    Clean
  • Copyright
    © 2026 AssociationHelpNow
  • Show Website
    AssociationHelpNow