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Obie

Obie

Private
Chicago, IllinoisReal Estate & PropTechhttps://www.obieinsurance.com/

Last Round

Series B

May 17, 2023

Total Funding Raised

$41.8M

Momentum

Top 25%

of companies Caplight tracks

Company Overview

Obie is an insurance technology company that provides a digital platform for landlords and real estate investors to manage property insurance and risk.

Sector

Real Estate & PropTech

Verticals

InsurTech, Property Investment, Property Management

Business Model

B2B

Customer Profile

Payment Processing Fee

AI Layer

Application

Keywords

insurtechlandlord insuranceinvestment property insurancedigital insurance platformembedded insuranceinsurance brokerageproperty insuranceinsurance automationreal estate insuranceproptechinsurance APIonline insurance quotesinsurance marketplacedigital brokerageinsurance tech

Historical Pricing

Historical view of private secondary pricing and transaction trends.

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Caplight Momentum Score

Proprietary index based on bid/ask volume and sentiment.

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Track how buyer interest and sentiment changes over time.

Obie Comparables

Compare Obie with similar companies based on industry and business-model similarity.

Obie comparables — related companies by embedding similarity
CompanySimilarityMarket Cap
Steadily
93%
Honeycomb Insurance
86%
National Real Estate Insurance Group
81%

Obie Funding Rounds

Historical fundraising activity

Data table
RoundDateAmount RaisedValuationInvestorsSources
Series BMay 17, 2023
Series AMay 26, 2021
SeedNov 19, 2019
SeedOct 1, 2019

Key People

Founding team and executive leadership

Ryan Letzeiser

Co-Founder & CEO (Y Combinator S19)

Founding Team

Curtis Jackson

Chief Technology Officer

Executive Team

Obie Investors

Notable investors and investment history

Obie investors
InvestorRounds
Second Century VenturesSeries A
Pioneer FundSeed
DivcoWestSeries B
MetaPropSeed, Series A
Battery VenturesSeries B, Series A
Y CombinatorSeed
Soma CapitalSeed

Market signals

Structured signals derived from secondary market and firmographic data.

  • Mar 1, 2026

    Listed on the Inc. 5000 fastest-growing companies.

  • Mar 1, 2026

    Recognized as a top workplace by Built In and Inc.

Obie Filings

SEC and related filings with document metadata.

Data table
TypedDateAmount OfferedAmount SoldFillingPagesDownload
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Obie Filings

SEC and related filings with document metadata.

Frequently Asked Questions

Common questions about Obie's valuation, stock price, and market status.

Firmographic Details

HeadquartersChicago, Illinois
Employee Range101
Year Founded2017
Last FundingMay 17, 2023

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