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Obie

YC S19

Chicago, US · Founded 2018 · 120 employees · Acquired · 7 known investors

obieinsurance.com ↗

Obie provides landlord and investment property insurance for real estate investors and professionals. The platform streamlines quote comparison, binding, and policy management for residential and commercial investment properties.

InsurTechPropTechReal EstateInsurancein /company@obieinsuranceycombinator.com ↗

Founders & leadership· Y Combinator alumni (S19)

ALAaron Letzeiser
Aaron Letzeiserin𝕏Founder
RLRyan Letzeiser
Ryan LetzeiserinFounder

Investors · 7

Brick Mortar VenturesSan Francisco
FundersClubSan Francisco · $250K – $5M
Harmony PartnersNew York
MetaPropNew York · $100K – $5M
MetaProp VenturesNew York
Y CombinatorSan Francisco · $500K
Battery VenturesreportedBoston · $500K – $100M

Competitors · 10

by search overlap
principal-agent problems1987 shared keywords
Steadily1492 shared keywords
Avail1343 shared keywordsAvail is an online property management platform for DIY landlords that provides rental listing syndication, tenant screening with TransUnion-powered reports, lawyer-reviewed lease templates, online rent collection, maintenance tracking, and accounting tools. It offers free basic tools plus a premium "Unlimited Plus" tier and is used by over one million landlords managing their own properties.
Azibo1325 shared keywordsAzibo is a property management platform that enables landlords to collect rent, screen tenants, manage leases, track maintenance, and handle accounting and tax preparation. The platform serves residential and commercial property owners of all portfolio sizes.
Landlordstudio1307 shared keywordsLandlord Studio is property management software for landlords that combines rental accounting, online rent collection, tenant screening, listing syndication, maintenance tracking, and Schedule E tax reporting in a single desktop and mobile app. It targets individual landlords and small rental portfolios as a lower-cost alternative to tools like QuickBooks, AppFolio, and Buildium.
Zillow1287 shared keywordsZillow operates an online real estate marketplace where consumers can search homes for sale and rentals across US and Canadian cities, view mortgage rate information, and access home financing through Zillow Home Loans. It covers residential property listings, apartments and houses for rent, and mortgage services nationwide.
Turbo Tenant1279 shared keywordsTurboTenant provides tenant screening reports and rental application services for independent landlords managing rental property investments. The platform uses identity verification and background checks to help landlords evaluate prospective tenants.
Biggerpockets1214 shared keywordsBiggerPockets provides real estate investing tools, including property analysis calculators and property management software, along with a network of investor-friendly agents and vetted service professionals. It also offers educational content through articles, podcasts, videos, and guides, plus a community forum and tiered membership plans for real estate investors.
Baselane1200 shared keywordsBaselane provides accounting and financial management software for real estate investors and landlords, helping them track cash flow, manage property finances, and optimize tax deductions.
SmartAsset1183 shared keywordsFisher Investments is a global money management and financial advisory firm that provides portfolio management, financial planning, and retirement planning services primarily to high-net-worth individuals and institutional clients. The firm manages investments across equities, fixed income, and blended accounts using an active, forward-looking investment approach.

Companies competing with Obie for the same Google search keywords, organic and paid, via search-intersection analysis.

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