Openly logo

Openly

Premium, straightforward home insurance

343 employees · est. 2017 · Boston, United States

VS
Shelly, Middlebrooks & O'Leary logo

Shelly, Middlebrooks & O'Leary

Specialty Insurance is What We Do.

17 employees · est. 1952 · Jacksonville, United States

Shelly, Middlebrooks & O'Leary is the older company (2017 vs 1952); Openly is the larger of the two.

Side-by-Side Comparison

Openly Shelly, Middlebrooks & O'Leary
Founded
2017 1952 older
Headquarters
Boston, United States Jacksonville, United States
Employees
343 larger 17
Industry
Insurance, Insurtech, Life insurance Insurance, Insurtech, Car insurance
Funding Stage
Series Unknown Not tracked yet
Total Funding
$360.87M Not tracked yet
Funding Rounds
8 Not tracked yet
Services
home insurance policies, risk assessment and underwriting, claims handling and support, agent partnership and training Not tracked yet
Target Customers
homeowners, independent insurance agents, insurance agency owners Not tracked yet
Taxonomy
Premium Home Insurance, Independent Agents, Comprehensive Coverage, Consumer Choice, Insurance Experience, Insurtech, Insurance Service, Boston-based, Insurance Startup, Rebuilding Insurance Wholesale Insurance Broker, High-risk Accounts, High-exposure Accounts, Transportation Insurance, Commercial Auto Insurance, Motor Truck Cargo, General Liability Insurance, Contractors Insurance, Professional Liability Insurance, Personal Lines Insurance, Managing General Agents Association, Professional Surplus Lines Offices Association, Insurance Agents Association, Commercial Transportation, Inland Marine Insurance
Website
openly.com shellyins.com
Openly logo

About Openly

Openly, founded in 2017, is revolutionizing the insurance industry with its premium, straightforward home insurance model. By focusing on delivering exceptional coverage through independent agents, Openly not only offers comprehensive insurance but also emphasizes consumer choice as an essential ele...

Shelly, Middlebrooks & O'Leary logo

About Shelly, Middlebrooks & O'Leary

Shelly, Middlebrooks & O'Leary, Inc. is a Wholesale Insurance Broker founded in 1952, specializing in providing both admitted and non-admitted markets to independent insurance agents. With a diverse portfolio of insurance coverage programs targeting high-risk or high-exposure accounts such as transp...

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Funding, hiring, leadership and stack changes at Openly and Shelly, Middlebrooks &... — by email.

Frequently Asked Questions

Openly — Premium, straightforward home insurance. Shelly, Middlebrooks & O'Leary — Specialty Insurance is What We Do.. Both companies operate in related markets but may differ in funding stage, team size, and product focus.
Openly has raised $360.87M while Shelly, Middlebrooks & O'Leary has raised undisclosed funding.
Openly and Shelly, Middlebrooks & O'Leary operate in overlapping markets and are frequently compared. Track both companies on Bounce Watch to monitor their growth signals in real time.

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Related Comparisons

Compiled from the BounceWatch company index. We last looked at Openly on 11 Jul 2025, and Shelly, Middlebrooks & O'Leary on 27 Oct 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.

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