Shepherd
YC W21San Francisco, US · Founded 2020 · 60 employees · Hiring · 7 known investors
Shepherd combines underwriting expertise with technology to modernize commercial insurance risk selection, pricing, and servicing.
Also known as Shepherd Insurance Technologies
Founders & leadership· Y Combinator alumni (W21)
Shepherd was founded in 2020 by Mo Mahallawy and Justin Levine.
Investors · 7
Also in the syndicate · 1
Funding
SEC filings, press & company announcements$42M disclosed across 1 of 4 rounds · 2024–2026
- $42MSeries BMar 2026 · 3 sources
Intact Private Capital (lead), Costanoa Ventures, Spark Capital
Source ↗ - Undisclosed amountSeries AFeb 2024
Costanoa Ventures (lead), Era Ventures, Greenlight Re, Intact Ventures, Spark Capital
Source ↗
Source: company announcements and press reports — follow each round's link for the claim.
Company profile
researched Aug 2026Shepherd is a San Francisco-headquartered insurance technology company that underwrites commercial property and casualty coverage for construction, infrastructure and energy projects. It operates as a managing general underwriter, retaining underwriting authority while relying on larger carriers to provide the underlying capacity. Its product set spans primary casualty (including general liability and commercial auto), excess casualty and builder's risk, sold for both annual programs and individual projects, and targeted at middle-market through enterprise-scale insureds.
The company positions technology and data as the basis for faster and more granular risk selection. Its platform integrates with construction technology tools — project management (Procore, Autodesk, Raken), reality capture (OpenSpace, DroneDeploy), telematics (Samsara, Motive) and IoT/sensor providers (Brickeye, WINT, Kairos) — so that underwriting can incorporate current project data such as incident records and inspection rates. Shepherd states that automation and AI shorten underwriting decisions from weeks to hours; at its 2024 Series A it cited an average 12-hour response time and a 24-hour submission-to-indication turnaround, and its website claims indication times 90% faster than a baseline. In 2024 it also introduced Shepherd Compliance, AI software that reviews PDF-based insurance documents and automates downstream vendor compliance workflows, offered free to customers and integrated with platforms such as Procore.
A distinguishing commercial program, Shepherd Savings, applies upfront premium credits of up to 25% to practice or project (CIP) policies for contractors that use participating jobsite technologies and agree to share verified usage data. The program includes multi-year rate renewal guarantees tied to technology utilization, monthly utilization reporting with recommendations, and dedicated savings specialists. Shepherd states the credits are derived from studies with partners and validated against claims data, and that low usage results in the insured being underwritten as a non-technology contractor rather than penalized.
Business model
Shepherd operates as a managing general underwriter: it holds underwriting authority and prices and services risk itself, while coverage capacity is provided by larger carriers. Distribution runs through retail insurance brokerages, with the Shepherd Savings premium-credit program reserved for selected retail brokerage partners. The model supports dynamic pricing that adjusts to real-time project information gathered through construction technology integrations, and software such as Shepherd Compliance is offered to customers at no cost alongside the insurance products [5][6][7].
Revenue derives from underwriting commercial property and casualty insurance programs (primary casualty, excess casualty and builder's risk) as an MGU on behalf of carrier partners; growth is described in terms of gross written premium and revenue rather than software fees, and ancillary software such as Shepherd Compliance is provided free to customers [6][7].
Traction
As of the March 2026 Series B announcement, Shepherd reported revenue growth of more than sevenfold over the prior two years, coverage extending to projects valued at more than $400bn, over 1,500 policies issued and more than 600 clients. Its website repeats the 1,500+ policies and $400B+ insured volume figures. At the February 2024 Series A the company reported five-fold year-over-year gross written premium growth in under 18 months and expansion from a single product (excess liability) to four products covering general liability, commercial auto and workers' compensation. It is ranked No. 139 on the Inc. 5000 [0][6][7].
Latest developments
In March 2026 Shepherd announced a $42m Series B led by Intact Private Capital with participation from Spark Capital and Costanoa Ventures, taking total funding to $67m. The company reported moves into renewable energy and power insurance lines and a builder's risk expansion, and its site promotes the Shepherd Savings premium-credit program and an Inc. 5000 ranking of No. 139 [0][5][6].
▸Full profile — market position, technology, go-to-market, geography, history, risks & controversies
Market position
Shepherd frames itself as a first mover modernizing commercial construction insurance, an area it describes as underserved by technology, citing rising claim severity and carriers reducing project underwriting capacity. It reports being used by top nationwide retail construction brokers and ranked No. 139 on the Inc. 5000 list of fastest-growing U.S. companies [0][3][7].
Differentiation rests on speed of underwriting decisions (hours rather than weeks), direct data integrations with jobsite technology vendors that feed pricing, explicit premium credits for verified technology use through Shepherd Savings, and a combined insurance-plus-software offering including free compliance automation [0][5][7].
Technology
The platform applies AI and automation to underwriting workflows and connects directly to third-party construction technology systems — project management, reality capture, telematics and IoT/sensor platforms — to ingest verified activity and usage data. Shepherd maps behavior-based loss-control signals such as tool usage, monitoring and safety activity to expected loss outcomes, translating them into pricing credits, and issues clients periodic utilization reports summarizing the data used in underwriting. Shepherd Compliance uses AI to extract data from PDF certificates and automate vendor compliance review [5][6][7].
Go-to-market
Shepherd sells through retail insurance brokers operating in construction, emphasizing rapid submission-to-indication turnaround as the competitive hook. The Shepherd Savings program is positioned as a partner benefit for select retail brokerages, and contractors and owners can also purchase participating technology partner solutions directly as part of a Shepherd proposal. Case studies (for example an owner receiving 15% premium savings via OpenSpace activation on a $260M OCIP in Atlanta) are used as proof points [0][5][7].
Middle-market to enterprise-scale builders, contractors and asset owners in the physical-infrastructure economy, including commercial construction contractors, renewable energy and power developers, and companies in AI research, semiconductor manufacturing and large-scale technology infrastructure that require project or annual insurance programs [0][6].
Geography
Headquartered in San Francisco, United States, serving U.S. commercial construction and infrastructure clients through nationwide retail broker relationships [0][7].
History
Shepherd launched in 2021 with a single excess liability product and expanded within 18 months to four products spanning general liability, commercial auto and workers' compensation. In February 2024 it raised a $13.5m Series A led by Costanoa Ventures and released Shepherd Compliance, adding Costanoa general partner Mark Selcow to its board. It subsequently added renewable energy and power lines and a builder's risk product, and in March 2026 announced a $42m Series B led by Intact Private Capital, bringing total funding to $67m [6][7].
Risks & controversies
Sources note sector-level pressures rather than company-specific controversies: between 2010 and 2020 the median personal injury award increased nearly fourfold, prompting carriers to cut project underwriting by 40% or more, which Shepherd cites as a threat to insurability of the commercial construction market. The Shepherd Savings model depends on customers executing data-sharing authorizations with third-party technology vendors [5][7].
Compiled by commissioned research from 8 cited public sources — announcements, filings, and press listed under research sources below.
Key figures
latest reportedCompany-reported or press-reported figures, each dated to when it was claimed — not independently audited.
Competitors · 1
by search overlapCompanies competing with Shepherd for the same Google search keywords, organic and paid, via search-intersection analysis.
Timeline · 6
launches, deals, and filingsSeries B round of $42m led by Intact Private Capital with participation from Spark Capital, Costanoa Ventures and unnamed backers, bringing total funding to $67m.
$42M source ↗
Shepherd announced an expansion into Builder's Risk coverage scheduled for April 2025, alongside moves into renewable energy and power insurance lines.
Series A led by Costanoa Ventures with participation from Intact Ventures, Era Ventures, Greenlight Re and Spark Capital, to expand underwriting and software teams and accelerate product development.
$13.5M source ↗
Costanoa Ventures general partner Mark Selcow appointed to Shepherd's board in connection with the Series A.
AI-powered software that automates vendor insurance compliance reviews of PDF-based documents, offered free to customers and integrating with project management platforms such as Procore.
Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.
In the news
▸Research sources · 8
primary sources listed
- Shepherdshepherdinsurance.com · web
8 public sources were cited for this profile; the first-party ones are listed here.
Frequently asked questions
- What does Shepherd do?
- Managing general underwriter using data and AI to underwrite commercial construction and infrastructure insurance.
- Who founded Shepherd?
- Shepherd was founded by Mo Mahallawy, Justin Levine in 2020.
- Who are Shepherd's investors?
- Shepherd's investors include Era Ventures, Y Combinator, Costanoa Ventures, Greenlight Re, Intact Ventures, Spark Capital.
- How much funding has Shepherd raised?
- Shepherd has disclosed $42M raised across 1 of its 4 known rounds.
- Where is Shepherd headquartered?
- Shepherd is headquartered in San Francisco, US.



