Obie
Obie is a Chicago-based InsurTech providing instant, data-driven landlord and rental property insurance to small and mid-sized U.S. real estate investors across all 50 states, distributed via self-serve, embedded, and API channels.
- Company typePrivate
- Founded2017
- HeadquartersChicago, United States
- Headcount51–100
- GTM typeB2B and B2C
- OfferingServices
What Obie does
Obie is a Chicago-based InsurTech company that distributes landlord and rental property insurance to small and mid-sized residential real estate investors across all 50 U.S. states. The company, which operated as Creisoft, Inc. (d/b/a Obie) prior to its January 2026 acquisition by The Baldwin Group (NASDAQ: BWIN), was founded in 2017 and is Y Combinator-backed. Obie reports revenue growth exceeding 2,100% since 2021, a fully reserved loss ratio maintained below 50%, and over $3 billion in property insurance coverage secured.
The platform is built on proprietary data analysis technology that delivers instant, quote-based landlord insurance pricing without phone calls or lengthy forms. Core products include a self-serve Landlord Insurance policy covering single-family, multifamily (2-4 unit and 5+ unit), and condo investment properties, an Embedded Insurance product for technology and lending partners, and a developer-facing API. The technology stack emphasizes performance (instant quotes), accuracy (data-driven risk assessment), and interoperability (native-feeling integrations for partners).
Obie generates revenue through insurance premiums paid by landlords and real estate investors, structured as recurring monthly billing. It reaches customers through a self-serve digital platform targeting SMB and individual landlords, an OEM/embedded channel for lenders and technology platforms, and agent/reseller partnerships. Following the Series A in May 2021, Obie extended coverage nationally and acquired Skylight Insurance; the May 2023 Series B ($25 million) funded further scale before the Baldwin Group acquisition.
Obie firmographics
Firmographics- Name
- Obie
- Legal name
- Obie Insurance Group, LLC
- Website
- https://ObieInsurance.com
- Company type
- Private
- Founded year
- 2017
- Operating status
- Acquired
- Headcount range
- 51–100 employees
- Short description
- Obie is a Chicago-based InsurTech providing instant, data-driven landlord and rental property insurance to small and mid-sized U.S. real estate investors across all 50 states, distributed via self-serve, embedded, and API channels.
- Ownership category
- akta.pro rank
Obie industry classification
Industry- Product category
- Insurance
- NAICS
- Insurance Agencies and Brokerages (524210), Other Insurance Related Activities (52429)
- SIC
- Insurance Agents, Brokers & Service (6411), Fire, Marine & Casualty Insurance (6331)
- akta.pro primary industry
- Embedded Insurance & Affinity Distribution Platforms (FSAGAGAL)
Keywords
Where Obie is headquartered
LocationHeadquarters
- HQ city
- Chicago
- HQ country
- United States
- HQ region
- North America
Offices1 record
Markets served
Obie business model
Business model- GTM type
- B2B and B2C
- Offering type
- Services
- Cost components
- Operations, Technology or R&D, Marketing or Sales, Personnel
Revenue model
- Landlord Insurance Premiums: Obie generates revenue through insurance premiums paid by landlords and real estate investors for property coverage. The company offers tailored landlord insurance policies with customizable coverage options.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Subscription | Monthly | Custom landlord insurance coverage based on property profile |
Go-to-market motion2 records
Distribution channels4 records
Marketing channels3 records
Obie product offering
Product offeringCore offering
Obie provides specialized insurance products for landlords and real estate investors, including landlord insurance for single-family rental homes, multifamily properties (2-4 units), and apartments/buildings with 5+ units, as well as tailored insurance solutions for professional property managers. The company leverages a digital-first platform to deliver instant online quotes, customizable coverage options, and streamlined policy management for the rental property investment market.
Product overview
Obie offers a unified insurance platform with three main offerings: (1) Landlord Insurance as the core product providing instant quotes and coverage for residential investment properties including single-family homes, multifamily buildings (2-4 units), apartments (5+ units), and condos; (2) Embedded Insurance for technology partners seeking to integrate insurance distribution into their platforms; and (3) an API product enabling developers to build insurance integrations. The platform leverages proprietary data analysis technology to deliver instant insurance quotes, claims to reduce premiums by 25-30%, and operates across all 50 U.S. states. Obie targets small-to-medium apartment landlords, property managers, and real estate investors.
Differentiator
Problem solved
Functional benefit
Quantifiable outcome
- Reduce premiums by 25-30%
- +3 more outcomes
Companies that use Obie
Customer profileNamed customers4 records
Segments4 records
Ideal customer profiles2 records
Obie technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- Yes
- API docs
- API detail
Core technology
AI maturity
App detail
Feature4 records
Obie partnerships and signals
Strategic signalPartnerships
Two partnerships are on record, tiered core and minor.
- Baldwin GroupcoreThe Baldwin Group (NASDAQ: BWIN) completed acquisition of Creisoft, Inc. (operating as Obie) in January 2026. The acquisition expands Baldwin's property distribution network and adds embedded insurance distribution capabilities through its MGA subsidiary MSI. Obie has reported revenue growth exceeding 2,100% since 2021 while maintaining a fully reserved loss ratio below 50%.
- Skylight InsuranceminorObie expanded through the acquisition of Skylight Insurance, contributing to national coverage expansion.
Scale indicators6 records
Recent moves6 records
Expansion highlights5 records
Obie competitors and assessment
Company assessmentBroad incumbents
- Lemonade: Lemonade is a publicly-traded digital insurer offering renters, homeowners, pet, and landlord insurance. As an InsurTech incumbent with broader product scope, it competes with Obie in landlord/renters insurance via an AI-driven mobile-first platform.
- Allstate: Allstate is a top-5 U.S. P&C insurer offering landlord and rental property insurance through agents and direct channels. As a broad incumbent, it competes with Obie on landlord product breadth and pricing, though without Obie's digital-first, embedded distribution focus.
- Assurant: Assurant is a global specialty insurance provider with significant exposure to rental and lender-placed property insurance through partnerships with mortgage servicers and finance companies—directly comparable to Obie's lender-embedded distribution model.
- State Farm: State Farm is the largest U.S. property/casualty insurer, offering landlord and rental dwelling coverage through its agent network. It competes with Obie in landlord insurance via a traditional agency model rather than a digital-first, embedded approach.
Direct peers
- Kin Insurance: Kin is a digital InsurTech focused on homeowners insurance, with growing exposure to rental and landlord properties. Its data-driven underwriting and direct-to-consumer digital platform mirror Obie's tech-forward distribution approach.
- Steadily: Steadily is a direct competitor specializing in landlord and rental property insurance for individual investors and small portfolios, offering instant online quotes and bundled coverage—closely overlapping with Obie's core product and target customer.
- Hippo Insurance: Hippo is a digital-first InsurTech providing homeowners insurance with expanding coverage for landlord and rental property risks. Its tech-driven, instant-quote model and embedded distribution approach are highly comparable to Obie's.
- Jetty: Jetty provides renter-focused insurance products with landlord-facing coverage, leveraging embedded distribution through property managers and real estate platforms—closely aligned with Obie's property-manager and embedded insurance GTM.
- CoverTree: CoverTree is a landlord insurance specialist focused on single-family and small multifamily rental properties, offering tailored policies and digital quote experiences that closely parallel Obie's core offering for real estate investors.
Emerging players
- Boost Insurance: Boost Insurance provides embedded insurance infrastructure that enables platforms to launch and distribute insurance products. It is comparable to Obie's embedded insurance and partner API business model, though operating as an enabler across multiple verticals rather than underwriting landlord-specific risk.
Market position
Strengths5 records
Weaknesses5 records
Competitive moat4 records
Key risks6 records
Key highlights7 records
Customer concentration
Obie social profiles
Digital presenceObie financial estimates
Financial estimateRevenue estimate
Valuation estimate
Obie leadership team
Management profileNumber of profiles
Profiles4 records
Obie funding detail
Funding detailFunding overview
Funding rounds4 records
Investors15 records
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Obie 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 Obie
What does Obie do?
Obie provides specialized insurance products for landlords and real estate investors, including landlord insurance for single-family rental homes, multifamily properties (2-4 units), and apartments/buildings with 5+ units, as well as tailored insurance solutions for professional property managers. The company leverages a digital-first platform to deliver instant online quotes, customizable coverage options, and streamlined policy management for the rental property investment market.
Is Obie a public or private company?
Obie is a private company. It is classified as public and is currently acquired.
When was Obie founded?
Obie was founded in 2017. It employs 51 to 100 people.
Where is Obie based?
Obie is headquartered in Chicago, United States, in the North America region.
How does Obie make money?
One revenue line is on record: landlord Insurance Premiums.
Who are Obie's main competitors?
Broad incumbents on record are Lemonade, Allstate, Assurant and State Farm. Direct peers are Kin Insurance, Steadily, Hippo Insurance, Jetty and CoverTree. Boost Insurance is listed as an emerging player.
Does Obie have an API?
Yes. Obie offers an API for technology partners to integrate insurance capabilities. The website references a dedicated API section under the Products menu, with navigation link to /api. However, detailed API documentation, endpoints, authentication methods, or rate limits are not specified in the available source content.
What industry is Obie in?
Obie's product category is Insurance. Its primary akta.pro industry code is FSAGAGAL, Embedded Insurance & Affinity Distribution Platforms. Its NAICS code is 524210 and its SIC code is 6411.