Sidebar Insurance Solutions, Inc.
Sidebar Insurance Solutions is a privately-held independent insurance agency in Orland Park, Illinois that shops multiple national carriers to provide personal and commercial insurance to individuals, small/medium businesses, and law firms across Illinois.
- Company typePrivate
- Founded-
- HeadquartersOrland Park, United States
- Headcount1–10
- GTM typeB2B and B2C
- OfferingServices
What Sidebar Insurance Solutions, Inc. does
Sidebar Insurance Solutions, Inc. is a privately-held independent insurance agency headquartered at 9501 W 144th Pl #101 in Orland Park, Illinois, serving personal and commercial clients across Illinois. The agency operates as a 100% independent intermediary that shops multiple national insurance carriers (including Progressive, Safeco, Travelers, Nationwide, Liberty Mutual, The Hartford, Chubb, CNA, MetLife, AmTrust, Encompass, and Berkshire Hathaway Guard) on behalf of customers to identify optimal combinations of cost and coverage. Its service portfolio spans personal lines (auto, homeowners, life, umbrella, boat, motorcycle, RV, ATV, condo, renters, flood, specialty dwelling) and commercial lines (business owners policy, commercial auto, commercial property, commercial umbrella, general liability, workers compensation, professional liability, EPLI, D&O, cyber liability, farm/crop, group benefits).
The agency's go-to-market is sales-led and relationship-driven, conducted via phone, email, website quote forms, online scheduling, in-person appointments at the Orland Park office, client referrals, Google and Facebook reviews, and the Orland Park Area Chamber of Commerce Ambassador program. A notable specialization is law firm insurance, delivered through an exclusive referral partnership with ISBA Mutual (Illinois State Bar Association's insurance program), which routes Illinois attorneys to Sidebar for cyber liability, attorney malpractice/professional liability, EPLI, D&O, business owners policy, and excess liability coverages. Sidebar also operates a referral channel with mortgage lenders and brokers to place homeowners insurance for borrowers at loan closing.
Revenue mechanics are commission-based: Sidebar earns affiliate/referral commissions from carriers for policies placed. Pricing is quote-based and varies by customer risk profile, coverage selection, and carrier availability; no standard pricing is publicly disclosed. The business is owner-operated by Adam Czerwinski (Insurance Agent/Author, the company's primary contact and blog author), with no disclosed parent company, external institutional investors, or subsidiaries. The firm has been actively operating since at least 2017 and underwent a website redesign in October 2018. No proprietary technology platform, AI/ML capabilities, patents, certifications, mobile applications, or public funding rounds are indicated in the available data.
Sidebar Insurance Solutions, Inc. firmographics
Firmographics- Name
- Sidebar Insurance Solutions, Inc.
- Legal name
- Sidebar Insurance Solutions, Inc.
- Website
- https://sidebarinsurance.com
- Company type
- Private
- Operating status
- Operating
- Headcount range
- 1–10 employees
- Short description
- Sidebar Insurance Solutions is a privately-held independent insurance agency in Orland Park, Illinois that shops multiple national carriers to provide personal and commercial insurance to individuals, small/medium businesses, and law firms across Illinois.
- Ownership category
- akta.pro rank
Sidebar Insurance Solutions, Inc. industry classification
Industry- Product category
- Independent Insurance Agency
- NAICS
- Insurance Agencies and Brokerages (524210)
- SIC
- Insurance Agents, Brokers & Service (6411)
- akta.pro primary industry
- Standalone Umbrella Liability (FSAJANAE)
- akta.pro secondary industries
- Personal Umbrella Insurance (FSAJANAA), General Liability Insurance (FSAJAMAE)
Keywords
Where Sidebar Insurance Solutions, Inc. is headquartered
LocationHeadquarters
- HQ city
- Orland Park
- HQ country
- United States
- HQ region
- North America
Offices1 record
Markets served
Sidebar Insurance Solutions, Inc. business model
Business model- GTM type
- B2B and B2C
- Offering type
- Services
- Cost components
- Personnel, Marketing or Sales, Operations, Technology or R&D, Others
Revenue model
- Insurance Agency Commissions: As an independent insurance agency, Sidebar Insurance Solutions earns commissions from multiple insurance carriers for policies placed. They represent a wide range of national carriers and shop the open market on behalf of customers to find the best combination of cost and coverage.
Go-to-market motion1 record
Distribution channels4 records
Marketing channels7 records
Sidebar Insurance Solutions, Inc. product offering
Product offeringCore offering
Sidebar Insurance Solutions, Inc. is a 100% independent insurance agency based in Orland Park, Illinois that proactively shops multiple national insurance carriers to find the best combination of cost and coverage for its clients. The agency places personal lines (auto, homeowners, life, umbrella, boat, motorcycle, RV, specialty dwelling) and commercial lines (business owners policy, commercial auto, workers compensation, professional liability, EPLI, D&O, cyber liability, farm and crop) for individuals, families, businesses, and law firms across Illinois.
Product overview
Sidebar Insurance Solutions, Inc. is an independent insurance agency that offers a comprehensive portfolio of personal and commercial insurance products through multiple carrier partnerships. The core offerings consist of Personal Insurance (auto, homeowners, life, umbrella, and specialty lines like boat, motorcycle, and RV) and Business Insurance (BOP, commercial property, commercial auto, workers compensation, and professional liability). The agency serves as an intermediary, shopping multiple national carriers to find optimal combinations of cost and coverage for clients. Notable specialized products include the ISBA Mutual Cyber Liability Program for law firms, EPLI coverage for employment practices risks, and Directors & Officers liability coverage. The company operates primarily in Illinois with a focus on serving law firms and professional practices.
Differentiator
Problem solved
Functional benefit
Products and services
- Personal Insurance Comprehensive personal insurance coverage including auto, homeowners, condo, renters, life, motorcycle, umbrella, boat, RV, ATV/powersports, flood, disability, and health insurance for individuals and families shopping multiple national carriers.
- Business Insurance Commercial insurance solutions including Business Owners Packages (BOP), commercial property, commercial auto, commercial umbrella, general liability, workers compensation, professional liability, EPLI, and directors & officers coverage for Illinois businesses.
- ISBA Mutual Cyber Liability Program Specialized cyber liability insurance for law firms covering data breaches, cyber business interruption, ransomware, and funds transfer fraud with first-party and third-party coverage options, offered under the ISBA Mutual referral partnership for Illinois attorneys.
- Professional Liability Insurance
Companies that use Sidebar Insurance Solutions, Inc.
Customer profileSegments5 records
Ideal customer profiles4 records
Sidebar Insurance Solutions, Inc. technology and API
TechnologyTechnology focussed No
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Sidebar Insurance Solutions, Inc. partnerships and signals
Strategic signalPartnerships
15 partnerships are on record, tiered core, flagship and minor.
- Progressive InsurancecoreInsurance carrier partnership providing auto, home, and other personal insurance products through Sidebar's agency.
- Safeco InsurancecoreLiberty Mutual subsidiary carrier offering personal insurance products distributed through Sidebar agency.
- Travelers InsurancecoreMajor commercial and personal insurance carrier partner providing comprehensive coverage options.
- Nationwide InsurancecoreNational insurance carrier partner offering business and personal insurance products.
- Liberty Mutual InsurancecoreMajor insurance carrier partner offering personal and commercial insurance products.
- The Hartford InsurancecoreEstablished insurance carrier partner providing business and personal coverage options.
- Chubb InsurancecorePremium commercial insurance carrier; Sidebar has a specific ISBA partnership code (ISBA10) directing law firm clients to Chubb for business owners policies.
- ISBA MutualflagshipIllinois State Bar Association's insurance program; Sidebar Insurance is a preferred partner providing cyber liability, malpractice, and other insurance products specifically designed for ISBA member attorneys. Features exclusive intake forms and special pricing programs.
- MetLifeminorInsurance carrier partner offering group benefits and personal insurance products.
- CNA InsurancecoreCommercial insurance specialist carrier partner serving business clients.
- AmTrust InsuranceminorSmall business insurance specialist carrier.
- Encompass InsuranceminorPersonal insurance carrier subsidiary of Encompass Insurance.
- Berkshire Hathaway Guard InsuranceminorBerkshire Hathaway subsidiary offering commercial insurance products.
- Nationwide Private Client InsuranceminorHigh-value home and auto insurance product for affluent clients.
- Orland Park Area Chamber of CommerceminorLocal business association membership with Ambassador program participation, providing networking and referral opportunities within the Orland Park business community.
Scale indicators1 record
Recent moves6 records
Expansion highlights4 records
Sidebar Insurance Solutions, Inc. competitors and assessment
Company assessmentEmerging players
- Lemonade: Insurtech direct carrier using AI-driven instant quoting/binding in personal and small commercial lines; represents the structural threat of disintermediation to traditional independent agencies like Sidebar.
Broad incumbents
- Brown & Brown: Diversified insurance brokerage that grows by acquiring independent agencies; the same multi-carrier distribution model at greater scale with a clear roll-up acquirer dynamic relevant to Sidebar.
- Acrisure: Large independent insurance brokerage built via agency roll-ups, directly comparable model (multi-carrier placement across personal and commercial) and a frequent acquirer of agencies like Sidebar.
- Progressive Direct / Progressive Insurance: Major personal lines carrier that Sidebar directly appoints; also a competitor via direct-to-consumer quoting that competes with Sidebar's bundled personal lines offering.
- Hub International: Large U.S. insurance brokerage that places commercial and personal lines across many carriers, including professional liability — analogous in carrier representation model and product scope, but at vastly greater scale.
- Arthur J. Gallagher & Co. Global insurance brokerage providing retail brokerage and risk management across commercial and personal lines; broad overlap with Sidebar's product portfolio at enterprise scale.
- USI Insurance Services: Large national broker serving middle-market and SMB clients across professional, casualty, and benefits lines — directly comparable to Sidebar's commercial book including law firm specialization.
Direct peers
- Goosehead Insurance: Public independent insurance agency franchise that shops multiple carriers for personal and commercial lines; same multi-carrier independent brokerage model as Sidebar.
- RPS (Risk Placement Services): Specialty wholesale brokerage placing professional liability, cyber, and excess lines through retail agents — adjacent comp to Sidebar's law firm malpractice and cyber placement focus.
- Brightway Insurance: Multi-carrier independent insurance franchise placing personal and commercial lines, directly comparable in business model, carrier-agnostic distribution, and commission revenue structure.
Market position
Strengths4 records
Weaknesses4 records
Competitive moat3 records
Key risks5 records
Key highlights5 records
Customer concentration
Sidebar Insurance Solutions, Inc. social profiles
Digital presenceSidebar Insurance Solutions, Inc. financial estimates
Financial estimateRevenue estimate
Valuation estimate
Sidebar Insurance Solutions, Inc. leadership team
Management profileNumber of profiles
Profiles1 record
Sidebar Insurance Solutions, Inc. funding detail
Funding detailFunding overview
Funding rounds
Investors
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Sidebar Insurance Solutions, Inc. M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about Sidebar Insurance Solutions, Inc.
What does Sidebar Insurance Solutions, Inc. do?
Sidebar Insurance Solutions, Inc. is a 100% independent insurance agency based in Orland Park, Illinois that proactively shops multiple national insurance carriers to find the best combination of cost and coverage for its clients. The agency places personal lines (auto, homeowners, life, umbrella, boat, motorcycle, RV, specialty dwelling) and commercial lines (business owners policy, commercial auto, workers compensation, professional liability, EPLI, D&O, cyber liability, farm and crop) for individuals, families, businesses, and law firms across Illinois.
Is Sidebar Insurance Solutions, Inc. a public or private company?
Sidebar Insurance Solutions, Inc. is a private company. It is classified as founder individual operated bootstrapped and is currently operating.
When was Sidebar Insurance Solutions, Inc. founded?
Sidebar Insurance Solutions, Inc. was founded in -1. It employs 1 to 10 people.
Where is Sidebar Insurance Solutions, Inc. based?
Sidebar Insurance Solutions, Inc. is headquartered in Orland Park, United States, in the North America region.
How does Sidebar Insurance Solutions, Inc. make money?
One revenue line is on record: insurance Agency Commissions.
Who are Sidebar Insurance Solutions, Inc.'s main competitors?
Lemonade is listed as an emerging player. Broad incumbents are Brown & Brown, Acrisure, Progressive Direct / Progressive Insurance, Hub International, Arthur J. Gallagher & Co. and USI Insurance Services. Direct peers are Goosehead Insurance, RPS (Risk Placement Services) and Brightway Insurance.
Does Sidebar Insurance Solutions, Inc. have an API?
No public API is recorded for Sidebar Insurance Solutions, Inc..
What industry is Sidebar Insurance Solutions, Inc. in?
Sidebar Insurance Solutions, Inc.'s product category is Independent Insurance Agency. Its primary akta.pro industry code is FSAJANAE, Standalone Umbrella Liability, with a secondary code of FSAJANAA, Personal Umbrella Insurance. Its NAICS code is 524210 and its SIC code is 6411.