Ai Insurance Organization

What Ai Insurance Organization does

Ai Insurance Organization Inc., operating under the consumer-facing brand GetCertain, is a privately held, full-service insurance brokerage founded in 2007 and headquartered in Mississauga, Ontario, with an additional Oakville office. The firm provides commercial lines (builders risk, contractors, commercial auto, fleet, property, cyber, directors and officers, errors and omissions, professional liability), personal lines (life, home, auto, travel, group benefits), and surety bonding — organized across three sub-brands: Ai Surety Bonding (licensed across Canada and select U.S. states), Ai Commercial Insurance, and Ai Surety USA (U.S. surety for freight brokers and transportation businesses via sister organization Ai Surety Bonding USA, LLC).

The firm's core platform is a traditional brokerage operating model with an online self-service quoting layer (affinity.securequotebot.com) for trade contractors. Distribution combines direct broker sales, a Managing Partner franchise program with regional divisions (Dream Insurance, Golden Horseshoe, Accord Insurance, London/Lambton Divisions, Ralden Insurance, Insure MB), and the cross-border Ai Surety USA sister entity. The carrier network spans 18+ partners including Lloyd's (Coverholder status), Travelers, Chubb, Liberty Mutual, Markel, Berkley, Starr, Arch Capital, Gore Mutual, and Western Surety, supporting a vertical-segmented go-to-market across construction contractors, professional services, non-profits, and personal lines clients across nine Canadian provinces and the United States.

Revenue is generated through traditional insurance brokerage commissions, with annual billing cadence and quote-based pricing dependent on risk profile and coverage type. The firm is independently owned, with no disclosed PE/VC backing or external funding, and is led by CEO Randy Carroll. Membership in the Surety Association of Canada and Insurance Bureau of Canada (IBAO) anchors regulatory standing in the Canadian surety and broker channels.

Name

Ai Insurance Organization

Legal name

Ai Insurance Organization Inc.

Website

https://getcertain.ca

Company type

Private

Founded year

2007

Operating status

Operating

Headcount range

11–50 employees

Short description

Ai Insurance Organization Inc. (GetCertain) is a private Canadian insurance brokerage in Mississauga, Ontario, providing commercial, personal, and surety bonding solutions through 18+ carrier partnerships and a Managing Partner franchise program, serving construction, professional services, and individual clients across nine Canadian provinces and the United States.

Ownership category

akta.pro rank

NAICS

Insurance Agencies and Brokerages (52421), Agencies, Brokerages, and Other Insurance Related Activities (5242)

SIC

Life Insurance (6311), Surety Insurance (6351)

akta.pro primary industry

Individual/Retail Critical Illness & Hospital Indemnity (FSAIAKAE)

akta.pro secondary industries

Group/Employer-Sponsored Critical Illness & Hospital Indemnity (FSAIAKAD), Emergency Assistance & Case Management (Medical, Security, Evacuation) (THALALAG)

Keywords

• Commercial insurance brokerage
• Surety bonding services
• Contractors insurance
• Personal lines insurance
• Professional liability coverage

Headquarters

HQ city

Mississauga

HQ country

Canada

HQ region

North America

Offices2 records

Markets served

GTM type

B2B and B2C

Offering type

Services

Revenue model

1. Insurance brokerage commissions: Traditional insurance brokerage earning commissions from multiple insurance carrier partners for placing commercial and personal insurance coverage.

Pricing tiers

Go-to-market motion1 record

Distribution channels4 records

Marketing channels6 records

Core offering

Ai Insurance Organization is a full-service insurance brokerage that places commercial and personal insurance coverage, as well as surety bonds, on behalf of clients by working with multiple carrier partners. The firm serves contractors, professionals, non-profits, and individuals across Canada and the United States, with a particular focus on construction-related insurance, surety bonding, and personal lines such as life, auto, home, and travel.

Product overview

Ai Insurance Organization is an award-winning, full-service insurance brokerage headquartered in Mississauga, Ontario, serving clients across Canada (Ontario, British Columbia, Alberta, Saskatchewan, Manitoba, New Brunswick, Nova Scotia, Prince Edward Island, Newfoundland) and the United States through its sister organization Ai Surety Bonding USA, LLC. The company operates three core sub-brands: Ai Surety Bonding (retail bonding and insurance brokerage licensed across Canada and select U.S. states), Ai Commercial Insurance (specializing in builders risk, professional liability/errors and omissions, directors and officers, and cyber liability), and Ai Surety USA (U.S. surety bonds for freight brokers and transportation). In addition to direct brokerage services, the company operates a Managing Partner Program (a franchise/network for other brokerages). Its product portfolio spans commercial lines (builders risk, contractors, fleet, cyber, credit, D&O, legal expense, non-profit), surety bonds (commercial, contract, and estate bonds), and personal lines (life, auto, home, travel), with specialized sub-products for specific contractor trades (solar, landscaping, road repair) and niche sectors (equestrian, farm, churches).

Differentiator

Problem solved

Functional benefit

Brands

• Ai Surety Bonding: Retail bonding and insurance brokerage licensed across Canada
• Ai Commercial Insurance
• Ai Surety USA

Quantifiable outcome

• Quick turnaround on bonding and insurance services

Named customers5 records

Segments5 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

25 partnerships are on record, tiered core and regional.

• Premier CanadacoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• ApollocoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• TrisuracoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Travelers InsurancecoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Lloyd'scoreOthersLloyd's Coverholder designation indicating specialized capacity for complex insurance and reinsurance risks.
• Gore Mutual InsurancecoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Liberty Mutual InsurancecoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• KEMcoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Markel Insurance CompanycoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• RaisecoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Berkley InsurancecoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Starr InsurancecoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• ChubbcoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Arch Capital GroupcoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• HSBcoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Western SuretycoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• North Bridge InsurancecoreOthersPartner market providing competitive insurance options as part of Ai Insurance Organization's carrier network.
• Surety Association of CanadacoreOthersMember of the Surety Association of Canada (SAC), indicating industry certification and standards compliance.
• Insurance Bureau of Canada (IBAO)coreOthersMember of IBAO, the provincial association representing insurance brokers in Ontario.
• Dream InsuranceregionalChannel Partner/ Reseller/ DistributorRegional division of the Managing Partner franchise program serving designated geographic area.
• Golden HorseshoeregionalChannel Partner/ Reseller/ DistributorRegional division of the Managing Partner franchise program serving the Golden Horseshoe region.
• Accord InsuranceregionalChannel Partner/ Reseller/ DistributorRegional division of the Managing Partner franchise program.
• Ralden InsuranceregionalChannel Partner/ Reseller/ DistributorRegional division of the Managing Partner franchise program.
• Insure MBregionalChannel Partner/ Reseller/ DistributorRegional division of the Managing Partner franchise program serving Manitoba.
• Ai Surety Bonding USA, LLCcoreChannel Partner/ Reseller/ DistributorSister organization providing U.S. surety bonds for freight brokers and transportation businesses with fast approvals, competitive rates, and expert FMCSA compliance support.

Scale indicators2 records

Recent moves5 records

Expansion highlights5 records

Direct peers

• Westland Insurance: Canadian insurance brokerage providing personal and commercial coverage with a growing multi-province branch network. Comparable in vertical breadth and broker-led, multi-carrier placement model.
• Burns & Wilcox: North American specialty insurance brokerage focused on excess-and-surplus and complex commercial placements. Comparable in specialty brokerage positioning and reliance on multiple carrier partners for hard-to-place risks.
• BrokerLink: Major Canadian multi-line insurance brokerage offering commercial and personal lines through retail offices across Canada. Closely comparable to Ai Insurance Organization in product mix and broker-led distribution model, though larger in scale.
• Reliance Insurance: Canadian insurance brokerage providing commercial and personal lines across multiple provinces. Comparable in mid-sized Canadian brokerage positioning and multi-carrier distribution.
• Morison Insurance: Canadian insurance brokerage offering commercial, personal, and specialty lines including surety and contractor-focused coverage. Highly comparable in size, product portfolio, and cross-Canada service orientation.
• Trisura Guarantee Insurance Company: Canadian specialty insurer and surety provider with deep expertise in contract and commercial surety markets. Listed as a carrier partner of Ai Insurance; comparable on the surety side and as a specialty risk underwriter.

Broad incumbents

• Intact Financial Corporation: Largest Canadian property-and-casualty insurer and broker with national brokerage operations. Comparable in serving Canadian commercial and personal insurance needs, but primarily a carrier and brokerage group rather than an independent brokerage like Ai Insurance.
• Marsh Canada: Subsidiary of Marsh & McLennan, one of the world's largest insurance brokerages. Comparable in commercial and surety brokerage activities, with vastly larger enterprise resources and global specialty practices.
• Aon Canada: Global professional services firm with a major Canadian insurance brokerage practice covering commercial, personal, and specialty lines. Comparable product mix, but competes with Ai Insurance primarily in larger commercial accounts.
• Hub International: Large global insurance brokerage offering commercial, personal, and specialty lines with significant Canadian operations. Comparable in product breadth but operates at much greater scale and resources.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat3 records

Key risks6 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/aiinsuranceorganization
• LinkedInlinkedin.com/company/ai-insurance-organization
• Instagraminstagram.com/getcertain

Revenue estimate

Valuation estimate

Number of profiles

Subsidiaries1 record

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 Ai Insurance Organization