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Vouch Insurance

Tech-driven startup insurance with rapid coverage

Senior Software Engineer

Full-TimeUpdated on 10/21/2026
$180k - $200k/yr+ Stock options
Senior
Chicago, IL, USA
HybridAt least three days per week in the Chicago office.
Software EngineeringAI Application Engineering

About the job

Requirements
  • Strong software engineering fundamentals, including API design, tool and contract design, data modeling, and building reliable production services.
  • Ability to reason about service boundaries, coupling, and long-term maintainability.
  • Experience designing and implementing integrations between enterprise platforms and backend software services.
  • Experience with large language model agent frameworks or tool-calling patterns such as LangChain, LangGraph, Model Context Protocol, Anthropic SDK, or equivalents.
  • Ability to work across heterogeneous stacks, including TypeScript/Node, Salesforce, and data platforms, and select the right tool for the job.
  • Ability to take ownership of ambiguous problems and drive solutions end to end.
  • Comfort working across front-end development and collaborating closely with design and product.
  • Ability to use modern AI coding tools such as Claude and Cursor as part of daily work to ship production code.
  • Ability to clearly articulate architectural tradeoffs.
Responsibilities
  • Design and build the platform exposing Vouch's domain operations, including backend services, data platforms, and Salesforce, as deterministic, well-typed, auditable tools for autonomous AI agents and human-built skills.
  • Implement reliable tool and data-access primitives, including well-bounded interfaces, filtering constraints, normalized data contracts, authentication and permissions, observability, and evaluation harnesses.
  • Design APIs, event flows, and service contracts that enable agents and human workflows to interact with operational systems without becoming brittle.
  • Evolve the experience surfaces used by brokers and clients, including the component library, AI-assisted prototyping, and design-engineering collaboration patterns, in partnership with design, product, and engineering peers.
  • Contribute to the development of AI-enabled workflows and agent infrastructure, ensuring systems remain predictable, auditable, and production-ready.
  • Work directly with operational data across Postgres, Snowflake, and S3, and design access patterns usable by product workflows and agent systems.
Desired Qualifications
  • Experience with event-driven architectures and workflow orchestration tools.
  • Experience with Snowflake or building data synchronization and reverse ETL workflows.
  • Experience with Salesforce development, including Apex, Lightning Web Components, Flows, and platform events.
  • Experience in regulated domains such as insurance, fintech, or healthcare.
  • Familiarity with AWS services and distributed backend infrastructure.

About the company

Vouch Insurance is a technology-focused provider of business insurance tailored for fast-moving startups and growth-stage technology companies. It offers policies designed to cover startup-specific scenarios and avoids traditional paperwork by providing a fully digital, fast underwriting and purchasing experience. The product works through an online platform that delivers targeted coverage for startups, with quotes and policies issued quickly and without printed PDF applications, enabling rapid activation of coverage. What sets Vouch apart from competitors is its emphasis on a streamlined, customer-centric process built for high-growth tech firms, delivering relevant, startup-focused coverage through digital tools rather than manual, lengthy processes. The company’s goal is to simplify and speed up obtaining appropriate business insurance for innovative, high-growth technology companies, ensuring they have the protection they need as they scale.

Company Size

51-200

Company Stage

Series C

Total Funding

$184.6M

Headquarters

San Francisco, California

Founded

2018

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Simplify's Take

What believers are saying

  • Vouch expanded into financial services, healthcare, life sciences, and professional services on March 10, 2026.
  • Brandon Kaufman joined September 24, 2026 to improve claims advocacy and retention.
  • The July 13, 2026 leadership reset unifies sales, placements, and client management under Tyson Stevenson.

What critics are saying

  • Corgi sued Vouch in Delaware on April 2026 trade-secret claims; discovery starts soon.
  • Hiscox controls Corix paper after 2025; pricing changes can squeeze Vouch's economics immediately.
  • Corgi and Vouch now mirror each other; one broker losing trust loses startup referrals.

What makes Vouch Insurance unique

  • 2025 Hiscox deal made Vouch a broker-only startup specialist with broad carrier access.
  • Vouch serves 6,000-plus clients across technology, healthcare, life sciences, and professional services.
  • July and September 2026 hires added COO, revenue, client, and claims leadership.

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Benefits

  • Comprehensive health, dental, and vision coverage
  • Access to HSA and FSA accounts
  • Unlimited PTO
  • Flexible work scheduling
  • Competitive compensation including equity
  • 401k
  • Leadership and mentorship opportunities to learn new skills

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

-1%

2 year growth

0%
PR Newswire
Sep 24th, 2026
Vouch Insurance names Brandon Kaufman head of claims to strengthen client advocacy

Vouch Insurance has appointed Brandon Kaufman as Head of Claims to lead its claims advocacy function for technology company clients. Kaufman joins from EPIC, where he served as Vice President of Claims, advising on complex, high-exposure claims and loss ratio reduction. In his new role, Kaufman will guide Vouch's more than 6,000 clients through the claims lifecycle, from initial notice to resolution. His responsibilities include developing strategies for complex claims and serving as an advocate between clients, carriers, and third-party administrators. Kaufman brings experience from multiple sectors, including in-house counsel roles at advertising technology and mobility startups, where he managed global insurance programmes and claims. The appointment follows Vouch's July leadership expansion, which included a new Chief Operating Officer and Head of Client Management.

Vouch
Jul 21st, 2026
Vouch bites back: moves to dismiss Corgi lawsuit and alleges Corgi co-founder probed Vouch's platform to get head start.

Vouch bites back: moves to dismiss Corgi lawsuit and alleges Corgi co-founder probed Vouch's platform to get head start. July 21, 2026 Protect your company with Vouch today Vouch, Inc. has filed a motion to dismiss in its entirety the trade-secret lawsuit brought against it by Corgi Insurance. In court filings submitted on July 10, Vouch argues that Corgi's case rests on documents that Corgi provides to every customer, that the case belongs in arbitration under Corgi's own terms, and that it was Corgi's co-founder, not Vouch, who allegedly used a competitor's quoting system to obtain a head start. The filings respond to a suit Corgi Insurance Services, Inc. and Technology Risk Retention Group, Inc. filed in April and amended in June in the U.S. District Court for the District of Delaware. Corgi alleges that Vouch's Chief Legal & Administrative Officer, Kelly Wulff, posed as an applicant on Corgi's platform, obtained a policy, and extracted proprietary information before canceling the policy days later. Corgi's claims include trade secret misappropriation under the federal Defend Trade Secrets Act and Delaware law, plus fraud, civil conspiracy, unjust enrichment, and, in its amended complaint, false advertising and tortious interference. Vouch's court filings contend that Corgi's account is false. "Corgi rushed to court on bad information," the company said in its motion to dismiss. "The story conjured in Corgi's First Amended Complaint does not stand up to scrutiny, or square with common sense." "Not trade secrets at all" At the center of the dispute, according to Vouch's court filings, is what Wulff actually obtained. Corgi describes a scheme to capture confidential underwriting intelligence. Vouch's motion to dismiss describes something more ordinary: filling out an insurance application that Corgi invites all website visitors to complete, and receiving policy documents that Corgi "routinely sends to every purchaser of Corgi insurance, without any confidentiality markings, and without any limitation on how the documents may be shared." "These are not trade secrets at all," the motion said. Vouch's motion also disputes the premise that Vouch had anything to gain. Corgi's "suggestion that Vouch was trying to 'steal' its online insurance questionnaire is absurd," the motion states, noting that Vouch has run its own online intake flow "for over 7 years." A trade secret claim, Vouch's motion argues, requires both genuinely secret information and reasonable measures to protect it. The motion contends Corgi's amended complaint pleads neither and suffers from numerous additional defects. Vouch's motion makes a similar argument about Corgi's false advertising claim, which, according to the motion, centers on one statement made by a Vouch salesperson calling the difference between the two companies' products "the difference between insurance that checks a box and insurance that actually pays." That statement, Vouch's motion argues, is non-actionable "puffery" of the kind courts routinely dismiss. Corgi's alleged misuse of Vouch's platform. Vouch's motion to dismiss also levels a striking counter-accusation. Shortly after Corgi incorporated in 2024, according to Vouch's motion to dismiss, Corgi co-founder and Chief Operating Officer Emily Yuan "twice navigated through Vouch's online insurance application flow (using two different email addresses)," toggled coverages, and "obtained a half-dozen unique price quotes." At least one other senior Corgi employee did the same from a Corgi email address, the motion says, citing industry commentary calling Corgi's application flow and offerings "nearly identical" to Vouch's. "It was Corgi (not Vouch) that unlawfully used competitive information to get a head start," Vouch's motion said. According to the filing, "Corgi's co-founder Ms. Yuan engaged in precisely the conduct that Corgi falsely accuses Defendants of carrying out." Vouch's motion to dismiss says the point will be "the subject of discovery and proof at the appropriate time and place." Vouch moves to compel arbitration. In a separate brief filed concurrently with its motion to dismiss, Vouch argues that Corgi's case never belonged in court because the same Corgi website terms of use that Corgi invokes against Vouch contain a broad and mandatory arbitration clause. Vouch's motion to compel arbitration asks the court to send the dispute to arbitration and to make Corgi pay Vouch's fees incurred in filing the motion. Vouch's motion casts Corgi's suit as one of three Corgi has brought against competitors in the past year, "brought for anticompetitive purposes, not to protect intellectual property." "We look forward to presenting the facts," a Vouch spokesperson said, "which will show that it is Corgi, not Vouch, that has engaged in wrongdoing." The case is Technology Risk Retention Group, Inc. and Corgi Insurance Services, Inc. v. Vouch, Inc., et al., C.A. No. 1:26-cv-00426-RGA, in the U.S. District Court for the District of Delaware. Vouch is represented by Keker, Van Nest & Peters LLP and Young Conaway Stargatt & Taylor, LLP. Read Vouch's motion to dismiss here and its motion to compel arbitration here and here. Suggested articles Your ambition deserves protection. INDUSTRIES Insurance services provided by Vouch Specialty Insurance Services, LLC. Descriptions are general in nature only. Please refer to the terms and conditions of any policies offered or purchased. Insurance products offered are subject to application and underwriting requirements. Not all products available in all states. Pricing depends on a variety of factors including policyholder location. Not all discounts available in all states or on all products. If you are having difficulty viewing or navigating the content on this website, or find a feature or functionality that is not fully accessible to you, please email Vouch, Inc. at [email protected], Inc..

PR Newswire
Jul 13th, 2026
Vouch Insurance appoints three senior leaders to support growth across 6,000 clients

Vouch Insurance has appointed Steve Kenning as chief operating officer and Jim Loughlin as head of client management, whilst promoting Tyson Stevenson to chief revenue officer. The San Francisco-based AI-enabled insurance broker serves over 6,000 clients and is licensed in all 50 US states. It partners with companies including Carta, Vanta, and Brex. Kenning joins from Airbnb, where he was director of strategy and operations. He previously spent five years at DoorDash, joining as one of its first 200 employees and building its global customer operations organisation through to its IPO as vice president and global head of customer experience. Loughlin brings nearly 30 years of commercial insurance brokerage experience, most recently spending over nine years at Coverwallet and Aon.

II Reporter
Aug 6th, 2025
Hiscox to Acquire Corix and Vouch Insurance Company

Hiscox (Hamilton, Bermuda) has agreed to acquire Corix Insurance Services, LLC and Vouch Insurance Company from Vouch, Inc., expanding its capabilities in the U.S. small business insurance market.

Latin Business Today
Apr 9th, 2025
Vouch Acquires StartSure, Announces Series D

Vouch announced its acquisition of StartSure Insurance Services and the first close of its Series D funding round led by Allegis Capital. The acquisition will integrate StartSure's team and services, enhancing Vouch's offerings for high-growth companies. StartSure clients will access Vouch's broader insurance products, while Vouch clients benefit from StartSure's MGA programs. The funding will support Vouch's expansion and development of new insurance products.