Huckleberry
Huckleberry offers simple, fast business insurance—powered by technology. 100% online. 100% easy.
29 employees · est. 2017 · New York, United States
Simply Business
Trusted insurance provider to over one million small businesses and landlords.
884 employees · est. 2000 · London, United Kingdom
Simply Business is the older company (2017 vs 2000); Simply Business is the larger of the two.
Side-by-Side Comparison
| Metric | Huckleberry | Simply Business |
|---|---|---|
| Founded | ||
| Founded | 2017 | 2000 older |
| Headquarters | ||
| Headquarters | New York, United States | London, United Kingdom |
| Employees | ||
| Employees | 29 | 884 larger |
| Industry | ||
| Industry | Insurance, Insurtech, Internet | Finance, Insurance |
| Funding Stage | ||
| Funding Stage | Series A | Not tracked yet |
| Total Funding | ||
| Total Funding | $22.00M | Not tracked yet |
| Funding Rounds | ||
| Funding Rounds | 4 | Not tracked yet |
| Services | ||
| Services | Business Insurance Bundling, Instant Insurance Quotes, Online Purchase of Insurance Policies, Customer Support | Not tracked yet |
| Target Customers | ||
| Target Customers | Restaurants and Bars, Commercial Cleaners, Plumbers, Landscapers, Carpenters, Medical Practices, Daycare Centers, Photographers, Non-profits | Not tracked yet |
| Taxonomy | ||
| Taxonomy | Insurtech, Business Insurance, Small Business Solutions, Embedded Insurance, Digital Insurance Platform, Insurance Technology, B2B SaaS, Insurance APIs, SMB SaaS, Automated Insurance Solutions, Online Insurance Services, Insurance For Business Lenders, Insurance For Payroll Providers, Insurance Sales Support, Insurance Compliance Management | Business Insurance, Entrepreneurial Empowerment, Online Insurance Brokerage, Small Business Protection, B-Corp Certification, Insurance Technology, Landlord Insurance, Public Liability Coverage, Professional Indemnity Insurance, Employee Protection, Product Liability Insurance, Customer-centric Approach, Workplace Culture, Environmental Responsibility, Simplified Insurance Process |
| Website | ||
| Website | huckleberry.com | simplybusiness.co.uk |
About Huckleberry
Huckleberry is transforming the business insurance landscape with its innovative, technology-driven solutions. The company, founded in 2017 and headquartered in the United States, offers a 100% online platform that streamlines insurance processes for small and medium-sized businesses. With the sloga...
About Simply Business
Simply Business is a trusted insurance provider to over one million small businesses and landlords. Founded in 2005 with offices in Boston and the UK, it is an online business insurance brokerage that focuses on simplifying the insurance-buying process for small businesses. Their approach blends tec...
We will tell you when either one moves
BounceWatch watches Huckleberry and Simply Business for new funding, fast hiring, new executives and a change of software vendor. When one happens, we email you the same day.
Funding, hiring, leadership and stack changes at Huckleberry and Simply Business — by email.
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Compiled from the BounceWatch company index. We last looked at Huckleberry on 30 Apr 2026, and Simply Business on 17 Nov 2024. Where a field is blank here, it means we have not recorded it — not that the answer is zero. How we source and date this.