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Obie

Fintech · Chicago, United States · Founded 2012

Obie is a tech-enabled insurance and risk management platform for real estate investors that fosters a transparent, streamlined, and consultative approach to acquiring and managing property insurance MoreLess

Obie operates in the property and liability insurance market, specifically targeting landlords and real estate investors. The company aims to provide a simple, affordable, and transparent insurance experience, eliminating the traditional hassles associated with insurance processes such as paper applications and confusing procedures. Obie's business model leverages technology to offer competitive rates and streamlined services, making it easier for clients to obtain the right coverage for their investment properties. The company generates revenue through insurance premiums paid by its clients, who benefit from a user-friendly online platform that allows them to get quotes and manage their policies efficiently. Obie serves a diverse range of clients across various states, including Louisiana, Indiana, and Kentucky, ensuring they have the right coverage at the best price to protect their investments.

Keywords: landlord insurance, real estate investors, property insurance, liability coverage, affordable rates, transparent processes, tech-enabled, online quotes, investment protection, hassle-free.

Company overview

Obie company information

The essential company record, classifications and operating signals in one place.

Status
Operational
Founded
2012
Headquarters
Chicago, United States
Employees
179
Open positions
None listed
Dealroom signal
86.3
client focusb2bclient focusb2csub industryInsurancebusiness modelMarketplace & ecommerceindustryFintechindustryReal EstatesectorRisk ManagementsectorInsurtech Distribution and BrokeragesectorHouse and Property InsurancesectorPandC InsurancesectorCommercial InsurancesectorYC S19

Valuation & funding

Obie funding history

Company financing events and reported valuations.

Deal typeDateAmountValuationInvestorsSource
SERIES BEquity / VC May 2023 $26M $102M Brick & Mortar Ventures · Battery Ventures · DivcoWest
SERIES AEquity / VC May 2021 $11M $43M FundersClub · Second Century Ventures · Battery Ventures · MetaProp
SEEDEquity / VC Sep 2019 $2.6M $11M Y Combinator · FundersClub · Matt MacInnis · Liquid 2 Ventures
SEEDEquity / VC Aug 2019 $125K $500K Y Combinator
SEEDEquity / VC Jan 2017 $150K $600K Undisclosed
Showing 5 recorded eventsUnlock the complete deal history →

Financials

Workforce over time

Available workforce history. Financial fields without reported data are omitted.

YearEmployees
2026 177
2025 131
2024 131
2023 118
2022 72
2021 26
Company filings, research estimates and Dealroom dataOpen the full financial model →

Growth signals

Obie website traffic

Latest recorded traffic for Obie is 330 monthly website visits, down 97.3% over the last three months. Obie's team grew 36.6% over the past year.

Latest monthly visits330 3-month web change-97.3% 1-year team growth+36.6%
Monthly website visits30 observations · Oct 2020–Apr 2023
Hover or focus a point to see its exact monthly valueCompare with peers →

Comparisons

Obie compared with similar companies

Dealroom’s weighted taxonomy model identifies the closest operating peers. Company identity and context stay open; selected comparison metrics preview what is available in the platform.

Showing 8 of the closest matchesCompare every metric →

Talent graph

Obie's talent

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Team profiled 7 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 2 quality Hidden — book a demo/100
Potential founders Hidden — book a demo likely future founders
Startup mafia Hidden — book a demo alumni-founded startups
Talent movements Hidden — book a demo in · Hidden — book a demo out past 12 months

Source: Dealroom Talent Intelligence.

Investors

17 investors on Obie's cap table

Sourced from Dealroom's funding and investor records. Investor profile links are shown where available.

Seed 8 investors entered at this stage
Y Combinator
FundersClub
Matt MacInnis
Liquid 2 Ventures
JD Ross
Soma Capital
MetaProp
Justin Alanis
Series A 5 investors entered at this stage
Battery Ventures
Second Century Ventures
Thomvest Ventures
Brick & Mortar Ventures
DivcoWest
Other known 4 additional known investors
Overlook Ventures
Pioneer Fund
Valley Oak Investments
Zach Noorani

Global footprint

Where Obie has talent and traffic

Workforce by country
3 countries with
team presence
🇺🇸 United States98%
🇨🇦 Canada1%
🇳🇬 Nigeria1%
3 countries shown

In the news

Latest news about Obie

Recent press, funding announcements, and product moves mentioning Obie — open to read from the original sources.

See all news

Market sentiment

What the market is saying about Obie

An AI-synthesized read of the highest-engagement posts about Obie on X over the past 7 days. We rank by likes & retweets, ignore corporate channels, and surface the themes that broke out from real people.

Reading the room on X — pulling top posts and synthesizing themes…

Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour

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