Frequently asked

The questions boards actually ask us.


Forty-eight years of intake calls turn into a fairly stable list of questions. Below are the ones that come up on almost every call, organized by category. The answers are short and specific - if you want to go deeper on a topic, the linked guides are written for boards, not for search engines.

Last updated: April 2026
Questions: 40 across 7 categories
Reading time: ~18 minutes end to end
Category 01

Getting started.

If your board is at the very beginning of evaluating a management firm - or evaluating whether to hire one at all - start here.

What does a community association management company actually do?

We run the operational and financial back-office for the board. That includes: monthly financials with bank reconciliation and budget-to-actual variance; vendor management and invoice approval; board meeting prep, attendance, and minutes; owner support and ARC routing; insurance and license renewals; capital project oversight; and the technology stack (owner portal, payment processing, document repository).

What we don't do: we don't replace the board. The board sets policy and approves spending. We execute, document, and advise.

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Do small associations actually need a management company?

Not always. Communities under twenty units with no shared structures and a competent volunteer treasurer can often self-manage. The break-even point typically arrives when the board can no longer absorb the time required for compliance - Florida statutes, insurance renewals, reserve study cycles, and the like - without burning out the volunteers.

If you're weighing self-management against hiring a firm, we'll do an honest read on whether your community is at that point. Sometimes the answer is "not yet."

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What sizes of communities do you manage?

Our book ranges from 18-unit boutique condos to 280-door HOAs. The smallest building we currently manage has eight owners; the largest aggregated portfolio is just under three hundred. We don't have a minimum-size threshold - the scope just gets sized differently.

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What areas of Florida do you serve?

Sarasota, Manatee, and Charlotte counties - primarily Venice, Sarasota, Bradenton, Lakewood Ranch, Nokomis, Osprey, Englewood, North Port, Port Charlotte, and Punta Gorda. We also manage select communities on Longboat Key and Casey Key. We're a regional firm by choice, not a national one.

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How is Keys-Caldwell different from a national franchise?

Three things matter most. First, every association is supervised by a principal - not a regional manager you'll never meet. Second, our accounting is CPA-supervised in-house on our accounting platform, not outsourced. Third, our average client tenure is over twenty years; national firms churn through associations on three-to-five year cycles by design.

We're not necessarily the cheapest. We're built to be the firm a board doesn't have to switch from.

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Category 02

Pricing & scope.

We don't publish a price sheet because every contract is built from a custom man-hour estimate. Here's how the model works.

How do you price a contract, and why don't you publish a per-door fee?

We build a man-hour estimate across four chambers - community management, accounting, property services, and administrative support - sized to your association. Boards see the estimate. If a line looks high, we explain why; if a line looks low, we adjust before you sign. The scope is the contract.

A per-door figure would either over-charge a simple 22-unit boutique condo or under-quote a 180-door HOA with two amenity centers and a milestone inspection in flight.

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What's included in the base fee, and what's billed separately?

The base covers recurring operations: board meetings, owner support, monthly financials, vendor management, compliance monitoring, property-services oversight, the owner portal, and annual budget development.

Separate-line items include capital project oversight, reserve studies, special assessments, litigation/collections support, estoppels, and reimbursables (postage, lockbox, bank fees - at cost, no markup).

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Are reimbursables marked up?

No. Pass-through at cost. Postage, printing, lockbox processing, bank fees, and courier charges show up on your invoice at the actual amount we paid - not a marked-up internal rate.

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Is there a transition or onboarding fee?

Sometimes. A clean transition from a competent prior firm is usually inside the base fee. A messy transition - missing documents, untracked vendor contracts, an unaudited bank reconciliation - gets quoted as a one-time onboarding engagement so the recurring fee isn't inflated by cleanup work.

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How does the fee change over time?

Annually, on the contract anniversary, indexed to a measurable benchmark - typically labor inflation plus any agreed-upon scope changes. The mechanism is in the contract; there are no surprise mid-year increases.

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Category 03

Financial reporting.

Accounting is the chamber where management firms most often fall short. Here's how ours is structured.

Who handles the accounting?

Our in-house accounting team, supervised by a CPA on staff (Ande Duda). We run accounting on our accounting platform, which serves over 500 associations nationally. Daily bank reconciliation, stoplight risk grading, and a CPA review on every financial packet before it goes to the board.

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What financial reports do boards receive each month?

A monthly financial packet that includes: balance sheet, income statement, budget-to-actual variance, AR aging, bank reconciliation summary, reserve fund summary, and a stoplight risk grade flagging anything that needs board attention.

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How often are bank accounts reconciled?

Daily. Every association's operating and reserve accounts are reconciled against the bank feed every business day, not at month-end.

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Do you support our annual audit or review?

Yes. We provide the auditor with full GL exports, bank confirmations, vendor ledgers, and supporting documentation.

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Who owns the financial data - us or you?

The association owns its data. Always. If the board ever decides to leave Keys-Caldwell, we'll provide a complete export in industry-standard formats. There is no extraction fee in the contract.

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Can owners pay assessments online?

Yes - through the owner portal. ACH is free to the owner; credit card incurs a processor fee paid by the cardholder. Auto-pay is supported.

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Category 04

Property services.

Routine maintenance, vendor management, and capital projects - the operational chamber that determines whether the building actually holds up.

Who manages routine maintenance and vendor performance?

Our property-services team. They maintain a vendor roster vetted on insurance, licensure, COI compliance, and historical performance.

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Do you handle capital projects - roofs, paint, concrete restoration?

Yes, as owner's-rep engagements. Our capital projects principal coordinates the engineer, vets bidders, manages the bid process, walks the site with the contractor, and signs off on milestone payments.

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What's a milestone inspection, and do we need one?

Milestone inspections are required by Florida SB-4D for buildings three stories or higher. The first inspection is at twenty-five years if the building is within three miles of the coastline, or thirty years otherwise; subsequent inspections are every ten years.

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What's the difference between a SIRS and a regular reserve study?

A SIRS - Structural Integrity Reserve Study - is mandated by Florida SB-4D for buildings three stories or higher. A regular reserve study covers the same general purpose for buildings that don't trigger SIRS.

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Do you do reserve studies and SIRS?

Yes - through our reserve-study continuum, from a self-assessment template to a fully-managed subscription updated annually.

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What happens during a hurricane?

Before: storm protocol activation - pool covers, shutter coordination, vendor pre-positioning, owner communications. During: principal reachable, owner portal stays online. After: damage assessment within 48 hours, insurance claim documentation, board update within 72 hours. We've been through Charley, Irma, Ian, Helene, and Milton.

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Category 05

Technology & portal.

What boards and owners actually see, day-to-day, when they log in.

What technology platform do you use?

Vantaca for the owner-facing portal, work orders, and ARC workflow. A national accounting platform. Both integrated so all parties work from the same dataset.

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What can owners do in the portal?

Pay assessments, view their account ledger, submit ARC applications, file work orders, read board meeting minutes and agendas, access the document library, and update contact preferences.

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What can board members do that owners can't?

Board members get elevated permissions: full financial detail, vendor records, owner-level ledger access, work-order queues, ARC approval workflow, and meeting management tools.

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Is there a mobile app?

Yes. The Vantaca portal has a native mobile app for both owners and board members on iOS and Android.

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How is data security handled?

Vantaca and our accounting platform run on SOC 2 Type II certified infrastructure with encryption at rest and in transit, role-based access control, and audit logging.

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Category 06

What a year looks like.

The annual cadence of running an association - what happens each month, who does what, and where the predictable pressure points fall.

What does a typical year of community management look like?

Budget development runs August through October, with board adoption in November. Year-end financials, audit/review, and tax filing run January through April. Insurance renewal cycle is usually April through August. Hurricane preparation peaks in June.

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How are board meetings actually run?

We prep the agenda packet a week before the meeting, distribute it through the portal, attend in person or virtually, take minutes, and publish approved minutes within ten business days.

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How do you handle covenant violations and enforcement?

Through a documented progression: courtesy notice, formal violation letter (with photo and governing-document citation), fine notice with right to hearing, and referral to association counsel if unresolved.

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How are delinquencies and collections handled?

Standard cadence: late notice at 15 days, formal demand at 30 days, intent-to-lien at 60 days, lien at 90 days, referral to counsel beyond that.

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What if I'm unhappy with our community manager?

Tell us. Direct line to the principal supervising your association is in your contract. Most concerns are about communication speed or follow-through - both fixable, often within a week.

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Category 07

Transitioning from another firm.

If your board is currently with another management firm and considering a switch, here's what the transition actually looks like.

How long does it take to transition from another management firm?

Sixty to ninety days, typically. Most management contracts require a sixty-day notice period; we use that window to receive records, set up bank accounts, configure the portal, and run parallel for one billing cycle.

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When is the best time of year to switch management firms?

January through April is ideal - you start fresh on a calendar year. The worst time is August through November: that's budget-development season.

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What records does the prior firm have to hand over?

Florida statute requires the prior manager to deliver all association records within a reasonable period after termination - typically thirty days.

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Will owner payment information transfer cleanly?

Owner contact information and account balances transfer cleanly; payment methods usually do not - owners have to re-enroll in the new portal.

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What's the most common reason boards switch to Keys-Caldwell?

Three reasons, in roughly equal proportions: financial reporting the board doesn't trust; manager turnover (a new face every eighteen months); and a capital project the prior firm wasn't equipped to oversee.

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What happens at the very end - the last day with our current firm?

On cutover day we take possession of records, take operational control of bank accounts, publish the new owner portal, and send a transition communication to every owner. Your old portal is decommissioned.

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Didn't find your question?

Email us - or pick up the phone.

Boards are welcome to call before submitting anything in writing. Most intake calls take twenty minutes; you'll leave with a clearer picture of what to expect from a management firm, whether or not it's us.

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