Casey
Casey is a digital-first commercial trucking insurance brokerage that uses AI to prepare and submit insurance proposals, serving US owner-operators to large fleets across 15+ operation types via a commission-based brokerage model.
- Company typePrivate
- Founded2025
- HeadquartersDover, United States
- Headcount1–10
- GTM typeB2B
- OfferingServices
What Casey does
Casey (legal entity Casey Labs Insurance Services LLC, a subsidiary of Casey Labs Inc.; website meetcasey.ai) is a digital-first commercial trucking insurance brokerage founded in 2025 and headquartered in San Francisco, having relocated from Zurich. The company targets US commercial trucking operations from individual owner-operators through large fleets, and is built to serve at least 15 distinct operation types including hotshot, sand and gravel dump, auto haulers, livestock haulers, hazmat and petroleum, non-emergency medical transport (NEMT), last mile, couriers, towing, intermodal, reefer, freight brokers, and general owner-operators. Its core product is an AI-assisted brokerage platform that ingests structured information about the operator (operations, equipment, drivers, cargo) and uses AI to prepare, assemble, and submit insurance proposals to carrier partners. A human broker remains in the loop for carrier selection and policy placement, and the platform extends to a customer portal for ongoing policy management and certificate of insurance (COI) issuance to shipper compliance teams (e.g., logistics arms of large retailers that require COIs from their carriers).
The technology stack is built around third-party AI providers operating under zero-data-retention terms, used for document processing, knowledge retrieval, marketing email, and voice calls, and is positioned as compliant with CCPA/CPRA, GLBA, and GDPR. Casey does not disclose proprietary models, training pipelines, or patents; the differentiation is in the workflow integration, the trucking-specific intake schema, and the carrier-routing logic, rather than in owned AI/ML assets. The customer portal centralizes the post-bind workflow (renewals, COI issuance, document delivery) intended to create recurring engagement beyond the initial quote.
The business model is a traditional insurance brokerage commission model: Casey earns carrier-paid commissions on the premium of bound policies, with no disclosed pricing or subscription tier for end customers. There is no public revenue, ARR, or customer-count disclosure. The company is at a very early stage: 1-10 employees, founded in 2025, $500,000 raised from Y Combinator in December 2025 following acceptance into the W25 batch, and a concurrent capital-raise listing on Castle Placement. One example policy of approximately $184,400 in annual premium is shown in the product context, which would imply a low-five-figure commission per closed policy at typical brokerage commission rates.
Casey firmographics
Firmographics- Name
- Casey
- Legal name
- Casey Labs Insurance Services LLC
- Website
- https://meetcasey.ai
- Company type
- Private
- Founded year
- 2025
- Operating status
- Operating
- Headcount range
- 1–10 employees
- Short description
- Casey is a digital-first commercial trucking insurance brokerage that uses AI to prepare and submit insurance proposals, serving US owner-operators to large fleets across 15+ operation types via a commission-based brokerage model.
- Ownership category
- akta.pro rank
Casey industry classification
Industry- Product category
- Commercial Trucking Insurance Brokerage
- NAICS
- Insurance Agencies and Brokerages (524210), Agencies, Brokerages, and Other Insurance Related Activities (5242)
- SIC
- Insurance Agents, Brokers & Service (6411)
- akta.pro primary industry
- Insurtech-Enabled Brokerage (Digital Brokers & Aggregators) (FSAEADAN)
Keywords
Where Casey is headquartered
LocationHeadquarters
- HQ city
- Dover
- HQ country
- United States
- HQ region
- North America
Offices1 record
Markets served
Casey business model
Business model- GTM type
- B2B
- Offering type
- Services
- Cost components
- Personnel, Technology or R&D, Marketing or Sales, Operations, Infrastructure
Revenue model
- Insurance Brokerage Commissions: Casey acts as an insurance producer/broker placing commercial trucking insurance on behalf of customers with insurance carriers. Revenue is generated through commissions from carriers for policies placed.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Subscription | Annual | Custom commercial insurance quotes tailored to operation type and risk profile |
Go-to-market motion1 record
Distribution channels2 records
Marketing channels3 records
Casey product offering
Product offeringCore offering
Casey is a digital-first insurance producer/broker that places commercial trucking insurance on behalf of US trucking operations, ranging from single owner-operators to large fleets. The company uses AI-assisted document processing to ingest client data, applications, loss histories, and endorsements, with all AI outputs reviewed by licensed insurance professionals. Customers obtain quotes, manage policies, request Certificates of Insurance, and file claims through a web-based portal.
Product overview
Casey is a digital commercial trucking insurance platform that offers a unified platform for quote requests, policy management, certificate issuance, claims filing, and broker communications. The core offering consists of five primary insurance coverages (Auto Liability, Physical Damage, Motor Truck Cargo, Trucking General Liability, and Non-Trucking Liability) plus add-on coverages including Excess/Umbrella and Environmental/Pollution Liability. Casey specializes in 15 distinct trucking and logistics operation types including Long-Haul Dry Van, Refrigerated/Reefer, HazMat & Petroleum, Intermodal Drayage, Last Mile Delivery, Owner-Operators, and Freight Brokers/3PL, among others. The platform provides AI-assisted document processing and workflow automation to streamline insurance placement for trucking operations ranging from single owner-operators to large fleets.
Differentiator
Problem solved
Functional benefit
Products and services
- Auto Liability Insurance On-the-road liability coverage for trucking fleets covering bodily injury and property damage from on-the-road and on-job-site incidents; standard coverage for motor carriers.
- Physical Damage Insurance First-party coverage for trucks and trailers themselves, including stated-value scheduling for tractors and trailers.
- Motor Truck Cargo Insurance Coverage for freight damaged, stolen, or lost while in transit on equipment, with limits typically $100K-$250K per load and endorsements available for refrigerated breakdown.
- Trucking General Liability Insurance Premises and operations liability covering third-party injury and property damage occurring away from the truck, including slips, falls, and cargo handling incidents.
- Non-Trucking Liability Insurance Off-dispatch liability coverage for leased owner-operators, covering bobtail use, unladen operation, and personal use of the tractor.
- Excess/Umbrella Insurance Excess liability coverage sitting over primary auto policies, often required by general contractors and DOT contracts at $2M-$5M total liability.
- Environmental/Pollution Liability Insurance Coverage for cleanup and third-party pollution claims from spills, leaks, and overturns, including MCS-90A endorsement for hazmat operations.
- Commercial Trucking Insurance Brokerage Platform Digital platform providing commercial trucking operations with quote requests, policy management, certificate issuance, claims filing, and broker communications in a unified workspace.
- Sand & Gravel Dump Trucking Insurance Coverage for dump truck and aggregate operations including sand, gravel, asphalt, construction materials, and demolition debris hauling.
- Hotshot Trucking Insurance Insurance for Class 3-5 trucks pulling gooseneck, deck-over, or flatbed trailers, covering owner-operators and expedited fleets.
- Auto Hauler Insurance Coverage for auto hauling operations including stinger-steered, wedge, and enclosed car carriers with chip-and-scratch coverage.
- Livestock Hauler Insurance Insurance for livestock hauling operations covering pot bellies, livestock trailers, and double-deckers with livestock mortality cargo coverage.
- HazMat & Petroleum Trucking Insurance Coverage for hazmat and petroleum tanker operations with FMCSA-required higher minimums and pollution liability including MCS-90A endorsement.
- Non-Emergency Medical Transport (NEMT) Insurance Insurance for NEMT providers including wheelchair vans, ambulettes, stretcher vans, and gurney transport with abuse & molestation coverage.
- Last Mile Delivery Insurance Coverage for last-mile delivery fleets including Amazon DSP and FedEx Ground ISP with contractor program insurance requirements.
- Courier & Delivery Fleet Insurance Insurance for courier and on-demand delivery operations covering small package, document, pharmacy, food, and same-day specialty delivery.
- Towing & Recovery Insurance Coverage for towing and recovery operations including wrecker, rollback, rotator, heavy-duty, and repossession with on-hook cargo and garagekeepers legal liability.
- Intermodal Drayage Insurance Insurance for intermodal drayage operations covering port haul, rail ramp haul, and container yard work with UIIA trailer interchange coverage.
- Refrigerated/Reefer Trucking Insurance Coverage for refrigerated trucking including produce, frozen, dairy, pharma, and FSMA-regulated food with reefer breakdown endorsement.
- Freight Broker & 3PL Insurance Insurance for licensed freight brokers and 3PLs including contingent cargo, contingent auto, errors & omissions, and BMC-84 surety bond placement.
- Owner-Operator Trucking Insurance Insurance for owner-operators leased to motor carriers covering non-trucking liability, bobtail, physical damage, and occupational accident.
Quantifiable outcome
- Certificate of Insurance issued in under 30 seconds
- +2 more outcomes
Companies that use Casey
Customer profileNamed customers2 records
Segments14 records
Ideal customer profiles3 records
Casey technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
AI capability4 records
Feature3 records
Casey partnerships and signals
Strategic signalScale indicators2 records
Recent moves6 records
Expansion highlights5 records
Casey competitors and assessment
Company assessmentDirect peers
- CoverWallet: Digital-first commercial insurance brokerage (acquired by Aon) that uses technology to streamline quoting and policy management for SMBs. Closely comparable business model to Casey's insurtech-enabled brokerage approach, though broader in vertical scope beyond trucking.
- Next Insurance: AI-powered digital commercial insurance platform targeting SMBs with simplified online quoting and policy management. Strongest direct comparable on the insurtech-enabled SMB commercial insurance model, though it serves many verticals rather than specializing in trucking.
- Embroker: Digital commercial insurance platform built around an intuitive portal for quoting, binding, and managing specialty business insurance. Comparable to Casey in technology-led brokerage delivery, with overlap in commercial lines placement.
- Founder Shield: Insurtech commercial insurance brokerage focused on startups and SMBs, combining digital distribution with broker-assisted service. Shares Casey's blend of digital platform and human broker support, although its vertical focus differs.
Broad incumbents
- Hylant: Large US commercial insurance brokerage with dedicated trucking and transportation practice. Serves as the incumbent analog Casey is disrupting — established carrier relationships and broader product portfolio, but less digitized servicing.
- Progressive Commercial: Commercial auto insurance arm of Progressive serving trucking fleets and owner-operators directly. Represents the carrier-side incumbent whose direct-writing and pricing power Casey must navigate as a broker placing business.
- Arthur J. Gallagher (Gallagher): Global insurance brokerage with significant transportation and trucking specialty practice. Direct incumbent competitor for mid-market and large fleet trucking accounts that Casey is also pursuing.
- Marsh McLennan: Global insurance brokerage and risk advisory firm with substantial commercial transportation and trucking practice. Comparable as a high-end incumbent competing for the same carrier relationships and large-fleet customers Casey targets.
- Great West Casualty Company: Specialty commercial trucking insurance carrier (Berkshire Hathaway group) and one of the dominant trucking-focused underwriters. Highly relevant as a primary carrier whose panel access is critical for Casey's brokerage placements.
Emerging players
- OOIDA (Owner-Operator Independent Drivers Association): Trade association serving owner-operators that also offers trucking insurance and related services to its membership. Closely comparable to Casey's owner-operator segment focus, with a captive audience that Casey must compete against for that specific vertical.
Market position
Strengths4 records
Weaknesses4 records
Competitive moat4 records
Key risks5 records
Key highlights6 records
Customer concentration
Casey social profiles
Digital presenceCasey compliance and trust
Trust signalCompliance3 records
Casey financial estimates
Financial estimateRevenue estimate
Valuation estimate
Casey leadership team
Management profileNumber of profiles
Profiles4 records
Casey funding detail
Funding detailFunding overview
Funding rounds1 record
Investors2 records
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
Casey 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 Casey
What does Casey do?
Casey is a digital-first insurance producer/broker that places commercial trucking insurance on behalf of US trucking operations, ranging from single owner-operators to large fleets. The company uses AI-assisted document processing to ingest client data, applications, loss histories, and endorsements, with all AI outputs reviewed by licensed insurance professionals. Customers obtain quotes, manage policies, request Certificates of Insurance, and file claims through a web-based portal.
Is Casey a public or private company?
Casey is a private company. It is classified as venture growth investor backed and is currently operating.
When was Casey founded?
Casey was founded in 2025. It employs 1 to 10 people.
Where is Casey based?
Casey is headquartered in Dover, United States, in the North America region.
How does Casey make money?
One revenue line is on record: insurance Brokerage Commissions.
Who are Casey's main competitors?
Direct peers on record are CoverWallet, Next Insurance, Embroker and Founder Shield. Broad incumbents are Hylant, Progressive Commercial, Arthur J. Gallagher (Gallagher), Marsh McLennan and Great West Casualty Company. OOIDA (Owner-Operator Independent Drivers Association) is listed as an emerging player.
Does Casey have an API?
No public API is recorded for Casey.
What industry is Casey in?
Casey's product category is Commercial Trucking Insurance Brokerage. Its primary akta.pro industry code is FSAEADAN, Insurtech-Enabled Brokerage (Digital Brokers & Aggregators). Its NAICS code is 524210 and its SIC code is 6411.