What Sentry Management does

Sentry Management, Inc. is a privately held community association management company founded in 1975 in Central Florida by Jim Hart and headquartered in Longwood, Florida. The firm provides full-service management for homeowner associations (HOAs), condominium associations (COAs), and developer-controlled communities across 21+ U.S. states, employing more than 1,100 staff across 45 offices and serving over 3,200 associations. Core services span board support, financial management and accounting, vendor coordination, compliance enforcement, violations tracking, architectural review, and resident communications. Select customers include East Hampton Estates and the legacy communities of acquired regional management operators including Prospect Management Company, ACT Management, WestGate Properties, and CMSI Management.

The company's technology backbone is CommunityPro, a proprietary association management platform offering a homeowner portal (online payments, account access, document retrieval, transaction history), a board portal (financial reports, meeting minutes, governance tools), a Mobile CommunityAPP for resident communications, and supplementary sub-products such as customized community websites and a homeowner work-order request feature. Sentry is an Accredited Management Organization (AMO) designated by the Institute of Real Estate Management and holds a BBB A+ rating; community managers typically hold CMCA and AMS certifications with average tenure of 8+ years.

Sentry earns revenue primarily through recurring community association management fees, which average less than $15 per homeowner per month, supplemented by transaction fees from single-source payment processing (eCheck, credit card, autopay through mysentrypay.com) and fees from closing-document services (mortgage questionnaires, estoppel letters, resale demands) ordered by title companies and lenders. Pricing is custom per community based on unit count, common elements, and service scope, contracted on multi-year terms. Growth is driven principally through acquisition of regional HOA management operators, with at least five acquisitions completed between 2023 and 2025 expanding the firm into Wisconsin, Virginia, New Mexico, Kentucky, and Minnesota. The firm operates multiple wholly-owned operating subsidiaries (Sentry Insurance Agency, Grace Management Enterprises, ATB Client Services, CSB Computer Services) and retains acquired regional brands as divisions under Division Presidents.

Name

Sentry Management

Legal name

Sentry Management, Inc.

Website

https://sentrymgt.com

Company type

Private

Founded year

1975

Operating status

Operating

Headcount range

501–1,000 employees

Short description

Sentry Management is a privately held, Accredited Management Organization founded in 1975 that provides full-service accounting, financial management, board support, and compliance services to over 3,200 homeowner and condominium associations across 21+ U.S. states via its CommunityPro proprietary technology platform.

Ownership category

akta.pro rank

Product category

Community Association Management

NAICS

Real Estate Property Managers (53131), Services to Buildings and Dwellings (5617)

SIC

Real Estate Agents & Managers (For Others) (6531), Services-To Dwellings & Other Buildings (7340), Services-Facilities Support Management Services (8744), Services-Membership Organizations (8600)

akta.pro primary industry

Homeowners Association (HOA) Management (BPAJAHAB)

akta.pro secondary industries

HOA / Condominium Association Management (BPAJAFAH), Association Compliance, Governance & Board Support Services (BPAJAHAN), Association Maintenance, Vendor & Capital Project Management (BPAJAHAM), New Development / Declarant Transition Management (BPAJAHAK)

Keywords

• HOA management services
• Community association management
• Condominium association management
• Property management software
• Homeowner association accounting

Headquarters

HQ city

Longwood

HQ country

United States

HQ region

North America

Offices49 records

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Operations, Technology or R&D, Marketing or Sales, Infrastructure

Revenue model

1. Community Association Management Fees: Recurring management fees charged to HOA and COA associations. Management fees typically make up a small portion of recurring assessments, averaging less than $15 per month per homeowner according to company guidance.
2. Payment Processing Services: Single-source payment processor for association members offering eCheck, credit card payments, and autopay options. Revenue generated through transaction processing.
3. Closing Document Services: Document ordering services for property closings including mortgage questionnaires, estoppel letters, resale demand, and trustee letters. Title companies, closing agents, and lenders order these documents for property sales.

Pricing tiers

Go-to-market motion2 records

Distribution channels3 records

Marketing channels4 records

Core offering

Sentry Management provides full-service community association management for homeowner associations (HOAs) and condominium associations (COAs), including financial management, board support, vendor coordination, compliance enforcement, communications, and resident services. The company delivers these services through a national network of 45+ local offices backed by its proprietary CommunityPro software platform (homeowner portal, board portal, mobile app, payment processing, and closing document ordering).

Product overview

Sentry Management offers a unified community association management platform centered on CommunityPro®, their proprietary software system. The core offering includes the CommunityPro® PORTAL for homeowners and residents, the CommunityPro® Board Portal for board members, the Mobile CommunityAPP™ for on-the-go access, and Community Websites for association web presence. These interconnected products provide a comprehensive digital ecosystem for HOA management including online payments, financial reporting, document management, violation tracking, vendor coordination, and resident communications. Sentry is purely a community management firm with no affiliations or ownership positions in other businesses or services that associations might purchase.

Differentiator

Problem solved

Functional benefit

Brands

• CommunityPro: Proprietary association portal software and homeowner portal for account management, payments, and document access.
• CommunityPro PORTAL
• Mobile CommunityAPP
• Sentry Cares
• Giving Smiles
• Sentry Promises
• Sentry Insurance Agency

Products and services

• Full-Service Community Association Management Comprehensive management of homeowner associations and condominium associations covering day-to-day operations, financial management (budgeting, monthly reports, collections, reserve planning), vendor coordination, board meeting support, violation enforcement, architectural review, and resident communications. Multi-year contract engagement; service scope and pricing customized per community.
• CommunityPro® PORTAL (Homeowner Portal) Proprietary web portal for homeowners and residents to view personal account balances, make payments, view transaction history, access association documents, and submit homeowner requests.
• CommunityPro® Board Portal Board member portal providing access to management reports, meeting minutes, financial information, vendor records, architectural review tracking, and community management tools.
• Mobile CommunityAPP™ Mobile application enabling residents to access their accounts, receive community updates, submit maintenance requests, and interact with their HOA on smartphones and tablets.
• Payment Processing Services Single-source payment processor for association members offering eCheck, credit card, and autopay options. Revenue generated through transaction processing fees on each payment handled.
• Closing Document Services
• Community Websites
• Developer Services

Quantifiable outcome

• Management fees average less than $15 per month per homeowner
• +1 more outcomes

Named customers4 records

Segments5 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature4 records

Partnerships

Five partnerships are on record, tiered core.

• ACT ManagementcoreStrategic or Co-development Partner · 1 January 2025ACT Management has served Minneapolis for over 30 years. With Sentry Management backing, they remain a local leader in association management across Minneapolis, St. Paul, and surrounding areas.
• WestGate PropertiescoreStrategic or Co-development Partner · 1 January 2024Partnership merged WestGate and Sentry operations in Santa Fe, New Mexico, serving numerous local communities and expanding Sentry's presence in the Santa Fe area.
• CMSI Management Inc.coreStrategic or Co-development Partner · 1 January 2024Founded in 2008 by Satish Joshi, CMCA, AMS, CMSI Management serves communities in Alexandria, VA and surrounding areas. Now a division of Sentry Management Alexandria.
• Community Management Associations (CMA)coreStrategic or Co-development Partner · 1 January 2024Partnership with CMA in Lexington, Kentucky. The Lexington office supplements the Louisville community management market and serves HOAs and condominiums in surrounding counties.
• Prospect Management Company (PMC)coreStrategic or Co-development Partner · 1 January 2023PMC was founded in 1999 by Bill and Margaret Huettner, serving Milwaukee and surrounding areas including Madison with over 100 communities and 20 professionals. The partnership brought Sentry's presence to 22 states. PMC was renamed Sentry Management Milwaukee, with Laura Windpassinger promoted to Division President.

Scale indicators8 records

Recent moves10 records

Expansion highlights6 records

Direct peers

• Integrity Management Services: Community association management company serving HOAs, condominiums, and townhome associations across multiple states. Direct competitor in full-service HOA management.
• Associa: The largest community association management company in North America, providing HOA, condo, and community management services across the U.S. Direct competitor to Sentry in full-service HOA/COA management.
• FirstService Residential: A division of FirstService Corporation, one of the largest residential property and community management firms in North America. Directly comparable in target customer (HOAs/COAs), service model, and geographic scale.
• CCMC (Community Company Management Company): National community management company specializing in homeowner associations, planned communities, and condominiums. Direct peer in HOA/COA management with comparable full-service offerings.
• Vesta Property Services: Florida-headquartered community association management firm offering full-service HOA, condo, and amenity management. Direct competitor, particularly in Florida markets where Sentry is concentrated.
• Castle Group: Florida-based community association management and property services company. Direct peer competing for the same HOA/COA boards, especially in South and Central Florida.
• Keystone Pacific Property Management: Regional community association management firm serving HOAs and condominiums primarily in California and the Western U.S. Comparable full-service HOA/COA management model.
• HomeRiver Group: National property and community management company formed through roll-up acquisitions. Comparable to Sentry in growth-through-acquisition strategy and full-service community association management.

Broad incumbents

• Yardi Systems: Major property management software provider (Yardi Voyager) widely used in HOA and condo management. Comparable as an industry infrastructure/technology provider that competing management firms also rely on.

Emerging players

• AppFolio: Cloud-based property management software platform with HOA/COA functionality. Comparable as a technology-enabled entrant targeting community association managers with software-centric differentiation.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat6 records

Key risks6 records

Key highlights7 records

Customer concentration

Compliance2 records

Revenue estimate

Valuation estimate

Number of profiles

Profiles12 records

Subsidiaries14 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Sentry Management