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. Responsibilities HOA Managers Should Not Accept

    4D AGO

    Responsibilities HOA Managers Should Not Accept

    A homeowners’ association manager plays a vital role in the day-to-day operation of a community. However, there are certain responsibilities that should remain with the board and should not be delegated to management. ---------------- YouTube:  https://youtu.be/-pitl_9YrP0 1 Hour CEU Video Available All Day - OnDemand 1h:  Jul 2, 2026 at: https://attendee.gotowebinar.com/register/7797773203265607008 ---------------- In this discussion, our industry leader panel will explore situations where managers may need to say “no” when requests fall outside their proper role. The conversation will highlight common assignments that blur the line between governance and management. Understanding these boundaries helps protect both the manager and the association. When roles remain clearly defined, boards can focus on governance while managers concentrate on professional community operations—helping ensure the association functions effectively and responsibly. PANEL: David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law Raymond Dickey • AssociationHelpNow.com  • www.AssociationHelpNow.com Valerie Garcia Giovanoli, Esq. • McCabe, Trotter & Beverly, P.C. • valerie.giovanoli@mccabetrotter.com • www.mccabetrotter.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 Practical insights for managers and boards who live this every day. This content does not constitute professional advice.

    1h 1m
  2. 25 Must-Have Policies & Procedures Every HOA Should Have

    MAY 4

    25 Must-Have Policies & Procedures Every HOA Should Have

    Every community association operates on policies and procedures—but many boards don’t realize which ones are essential until a problem occurs. In this livestream, our industry expert panel reviews 25 must-have policies and procedures that associations should strongly consider having in place. ———————————————————————— CEU On-Demand: Available all day on Jun 23, 2026 at: https://attendee.gotowebinar.com/register/1325461722409362262 YouTube: https://youtu.be/AiVrI72mTfA ———————————————————————— CEU INSTRUCTIONS: During the session, you are required to use the “Question” feature and enter “CEU” when prompted. If you cannot locate the Question feature, stop immediately and email us for instructions so we can assist you (info@brainerdcommunications.com). You will be prompted a total of three times during the program. We must receive all required responses in order to verify your participation. ———————————————————————— We’ll walk through the purpose of each policy, why it matters, and how it helps boards and managers operate more consistently and fairly. You may discover that your association already has many of these in place—or you may find a few important ones missing. Times change. Communities change. Laws change. Good associations make sure their policies evolve too. Panel: John LaGumina, Esq. • The LaGumina Law Firm, PLLC • jlagumina@laguminalaw.com • www.laguminalaw.com Mike Luzzi, CIRMS • Acrisure • mluzzi@acrisure.com • www.acrisure.com David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law Stephanie Harmon, CMCA, AMS, PCAM • FirstService Residential • stephanie.harmon@fsresidential.com Cory Kravit, Esq. • Kovitz Shifrin Nesbit • ckravit@ksnlaw.com • www.ksnlaw.com Gregg V. Gerelli • Gerelli Insurance Agency, Inc. • gregg@gerelli-insurance.com • www.gerelli-insurance.com Raymond Dickey • AssociationHelpNow.com • ray@brainerdcommunications.com • www.AssociationHelpNow.com This content does not constitute professional advice.

    1h 2m
  3. One-on-One with Adam Clarkson, Esq. — Real Talk on HOA Legal Risk & Decision-Making

    MAY 3

    One-on-One with Adam Clarkson, Esq. — Real Talk on HOA Legal Risk & Decision-Making

    Join us for an exclusive one-on-one conversation with Adam Clarkson, Esq., as we dig into the real-world legal challenges facing community associations today. This is not a panel—this is a focused, direct discussion designed to unpack how attorneys actually think when boards and managers are making tough calls. We’ll explore where legal risk truly begins (and where it’s often misunderstood), how boards unintentionally create exposure, and what managers should and should not be doing when legal issues start to surface. Adam will also share practical insights on communication with counsel, navigating gray areas, and how to avoid turning small issues into expensive problems. ———————————————————————— CEU On-Demand: Available all day on Jun 11, 2026 12:00 AM EDT at: https://attendee.gotowebinar.com/register/4407727066592917078 YouTube (available now): https://youtu.be/R2Is4pkyR4A ———————————————————————— This session will also include an open Q&A, where viewers are encouraged to ask anything—real scenarios, gray-area questions, or situations you’re currently dealing with. Nothing is off limits, and the goal is to give you direct, practical insight you can actually use. Whether you're a manager, board member, or industry professional, this session will give you a clearer understanding of how legal strategy intersects with day-to-day operations—and how to make better decisions before issues escalate. Adam Clarkson, Esq. • Clarkson McAlonis & O’Connor, P.C. • aclarkson@cmolawpc.com • www.cmolawpc.com Key Discussion Points: - Where associations unknowingly create legal risk - The biggest mistakes boards make when handling disputes - When to involve legal counsel—and when not to - How managers can protect themselves professionally - Real-world scenarios and how they should be handled This content does not constitute professional advice.

    59 min
  4. Things That Kill Insurance Deals: The Mistakes Boards Can’t Afford to Make

    MAY 2

    Things That Kill Insurance Deals: The Mistakes Boards Can’t Afford to Make

    Insurance coverage is getting harder, more expensive, and more complicated for community associations — and small mistakes by boards or managers can create major problems. In this session, insurance professionals Greg Gerelli and Dawn Becker-Durnin discuss the issues that can delay, damage, or even kill insurance deals, including incomplete applications, poor documentation, deferred maintenance, claims history, rental percentages, lender requirements, underwriting red flags, and changing insurance market conditions. -------- YouTube: https://youtu.be/6ORxa-WnfO4 -------- OnDemand 1h CEU Video (available all day) - Insurance Deal Killers on Jun 2, 2026 at: https://attendee.gotowebinar.com/register/9125978851478394968 The discussion also explains why the right insurance agent matters, how boards can better prepare for renewals, what carriers are looking for, and why associations should not treat insurance as a simple checkbox. Viewers will learn practical steps boards can take now to improve their insurance position, avoid unnecessary surprises, and better protect their communities. Gregg V. Gerelli • Gerelli Insurance Agency, Inc. • gregg@gerelli-insurance.com • www.gerelli-insurance.com Dawn Becker-Durnin, CIRMS • Acrisure • dbecker-durnin@acrisure.com • www.acrisure.com Raymond Dickey • AssociationHelpNow.com • ray@brainerdcommunications.com • www.AssociationHelpNow.com This content does not constitute professional advice.

    1 hr
  5. Parking Garages & Concrete Nightmares: What Managers Must Catch Early

    MAY 2

    Parking Garages & Concrete Nightmares: What Managers Must Catch Early

    Parking garage and concrete problems rarely appear overnight — they usually start as small cracks, leaks, rust, water intrusion, worn sealants, or hidden deterioration that managers and boards may walk past for months or years. In this discussion, Scott Baryiewski of South Shore Construction and Tanner Oldenburger, PE, RS of Reserve Advisors explain the early warning signs managers should recognize, why water and salt are major enemies of concrete structures, how small maintenance issues can turn into major structural repairs, and why reserve planning is critical before a garage or façade project becomes overwhelming. ------------------  YouTube: https://youtu.be/qmSQUJcW8YA Register for OnDemand 1h CEU Video - Parking Garages & Concrete Nightmares: What Managers Must Catch Early on Jun 9, 2026 12:00 AM EDT at: https://attendee.gotowebinar.com/register/8571071825597884254 ------------------ The conversation also covers when to call an engineer versus a qualified contractor, why not every contractor is suited for structural concrete or garage restoration work, how staging and resident disruption affect major projects, and why boards should think carefully about maintenance plans, inspections, funding, and long-term reserve strategies. Scott Baryiewski • South Shore Construction, Inc. • ssconstruction@verizon.net • www.ssc.contractors Tanner Oldenburger, PE, RS • Reserve Advisors, Inc. • tanner@reserveadvisors.com •  www.reserveadvisors.com Raymond Dickey • AssociationHelpNow.com • ray@brainerdcommunications.com • www.AssociationHelpNow.com This content does not constitute professional advice.

    1h 2m
  6. HOA Know-It-Alls — The Psychology of How to Handle Them

    APR 11

    HOA Know-It-Alls — The Psychology of How to Handle Them

    HOA Know-It-Alls — The Psychology of How to Handle Them Every community has one… the “know-it-all.” They’ve read one statute, watched a video, or used AI—and now they’re ready to challenge management, the board, and even legal counsel. Sometimes they’re right. Often they’re not. Either way, they can disrupt meetings, create confusion, and undermine confidence in leadership. In this session, we break down the psychology behind know-it-alls and, more importantly, how managers and boards can handle them effectively—without escalating conflict or losing control of the room. ===================== YouTube: https://youtu.be/BkKDswlMq9U OnDemand 1h CEU Video - HOA Know-It-Alls — The Psychology of How to Handle Them. Available to watch Jun 18, 2026 from 6:00 AM - 8:00 PM EDT. https://attendee.gotowebinar.com/register/1935027669822013526 ===================== What you’ll learn: • Why know-it-alls behave the way they do (and when they might actually be right) • How to respond without getting pulled into unproductive debates • Practical phrases and strategies to defuse tension • When to rely on professionals—and how to communicate that authority • How misinformation spreads in communities (especially online) and what to do about it Panel: Kristine Bates, CMCA, AMS, PCAM • Associa New York • kristine.bates@associa.us • https://www.associanewyork.com Thomas Claus • Leisure Village Association • tclaus@leisurevillagenj.com Raymond Dickey • AssociationHelpNow.com • ray@brainerdcommunications.com • https://www.AssociationHelpNow.com Taylor Hayes, CMCA, AMS • CAMS • thayes@camsmgt.com • https://www.camsmgt.com Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. This content does not constitute professional advice. #HOAManagement #CommunityAssociations #BoardLeadership #PropertyManagement #HOA #AssociationHelpNow

    1 hr
  7. Psychology of Groupthink in HOA Boards – When Governance Turns Dysfunctional

    APR 1

    Psychology of Groupthink in HOA Boards – When Governance Turns Dysfunctional

    What do high-control groups and dysfunctional HOA boards have in common? —————— YouTube: https://youtu.be/cIZ_4cK9VRY —————— More than most people are comfortable admitting. In this provocative but practical session, we explore the psychology behind groupthink, dominant personalities, loyalty pressure, and information control—and how these dynamics quietly impact HOA and condo board decision-making. This is not about comparing community associations to cults. It’s about recognizing human behavior patterns that can undermine leadership, increase liability, and damage trust within your community. In this session, we break down: • How groupthink forms in volunteer HOA and condo boards • The danger of strong personalities dominating decisions • Why dissenting voices disappear—and why that creates risk • How misplaced loyalty can override fiduciary duty • The warning signs of an insular or isolated board • Practical strategies to restore transparency, balance, and accountability Every board starts with good intentions. But without structure, awareness, and open dialogue, even well-meaning boards can drift into unhealthy governance patterns. If you are a community association manager or board member, this session will challenge your thinking—and give you practical tools to strengthen leadership and decision-making. It’s about behavior. PANELISTS Raymond Dickey • AssociationHelpNow® • www.AssociationHelpNow.com David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law Jennifer Hawk, CMCA, AMS • CAMS • jhawk@camsmgt.com • www.camsmgt.com Kristine Bates, CMCA, AMS, PCAM • Associa New York • kristine.bates@associa.us• www.associanewyork.com --- Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. This content does not constitute professional advice. --- #HOA #CommunityAssociations #HOAManagement #BoardGovernance #PropertyManagement #CondoBoards #Groupthink #Leadership #AssociationManagement #HOABoard #CAM #CommunityManagement #BoardMembers #Governance #HOALeadership

    1 hr
  8. RFPs That Protect

    MAR 26

    RFPs That Protect

    Every major HOA or condo project starts long before the contract is signed. ======= YouTube: https://youtu.be/PlAaUJTcYAU ======= It starts with the RFP—and when it’s done wrong, everything that follows can fall apart. In this practical, real-world session, we break down how to structure a Request for Proposal that protects your association, creates true “apples-to-apples” bidding, and reduces the risk of disputes, delays, and budget overruns. From scope of work and vendor instructions to insurance requirements, timelines, and change orders, this discussion highlights what boards and managers must get right before the first bid ever comes in. You’ll also hear why poorly written RFPs lead to confusion, legal exposure, and project failure—and how a well-structured process can defend board decisions when they’re challenged. WHAT YOU’LL LEARN • Why the success of your project depends on the RFP • How to define scope of work to eliminate disputes • Why “apples-to-apples” bidding is critical • The real risk of relying on AI instead of professionals • How timelines, delays, and accountability should be structured • What causes change orders—and how to minimize them • Why insurance requirements can dramatically impact pricing • The role of engineers, attorneys, and insurance advisors • How to properly evaluate vendors and qualifications • Payment structures, retainage, and lien protection strategies CEU INSTRUCTIONS To qualify for CAMICB CEUs, please follow the on-screen instructions that appear during the video. These instructions will be displayed within the first 10 minutes of the program, so please watch carefully. To receive CEU credit, you must use the “Question” feature and respond to all three CAMICB checkpoints during the program. If these steps are not completed, we will not be able to submit your participation to CAMICB for credit. Please allow up to five days to receive your CEU confirmation. PANEL Raymond Dickey • www.AssociationHelpNow.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 • www.laguminalaw.com • jlagumina@laguminalaw.com David Byrne, Esq. • Ansell Grimm & Aaron, PC • dbyrne@ansell.law • www.ansell.law] David Chesky, R.S., P.R.A. • Falcon Engineering • dchesky@thefalcongroup.us • www.thefalcongroup.us WATCH / LISTEN YouTube Channel: www.youtube.com/@AHNData/videos Podcast: https://www.buzzsprout.com/2565449 Hosted by AssociationHelpNow® | Practical insights for managers and boards who live this every day. This content does not constitute professional advice. #HOA #CondoAssociation #PropertyManagement #CommunityA

    1h 2m
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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
    33
  • Rating
    Clean
  • Copyright
    © 2026 AssociationHelpNow
  • Show Website
    AssociationHelpNow