StartSure

What StartSure does

StartSure Insurance Services, Inc. was a New York-based specialty insurance distributor founded in 2019 that provided business insurance to startups and high-growth companies. The firm's value proposition centered on tailoring commercial coverage to a startup's size, industry, and growth stage — from initial formation through funding rounds, first hires, product launches, and office leases — addressing pain points that traditional commercial brokers, oriented toward mature SMBs and enterprise, are poorly equipped to serve. Its single product offering, StartSure Insurance Services, delivered coverage lines including General Liability, Business Property, Directors & Officers, Employment Practices Liability, Errors & Omissions, Cyber, and Workers Compensation.

Operationally, StartSure functioned as a specialized agent/broker with a sub-10-person team, relying on a distribution and capacity relationship with Vouch Insurance and Vouch's MGA brand Corix (which provides access to 80+ carriers) to underwrite and service policies. The company did not disclose its own technology stack, pricing model, or revenue mechanics; its go-to-market was essentially a curated referral and brokerage channel targeting the startup ecosystem, supported by partnerships with venture-aligned investors (Arch Capital Group, Fintech Ventures Fund, Remarkable Ventures, Sidekick Partners) and accelerator (ERA).

On February 17, 2025, Vouch signed a definitive agreement to acquire StartSure; CEO Tim DiPietro and the StartSure team joined Vouch, and the customer base was migrated onto Vouch's platform. As a result, StartSure no longer operates as an independent entity, and its prior standalone economics (revenue, unit economics, retention) were never publicly disclosed.

Name

StartSure

Legal name

StartSure Insurance Services, Inc.

Website

https://startsure.co

Company type

Private

Founded year

2019

Operating status

Acquired

Headcount range

1–10 employees

Short description

StartSure Insurance Services was a New York-based specialty insurance broker founded in 2019 that distributed commercial coverage (GL, D&O, E&O, Cyber, EPL, Workers Comp) to startups and high-growth companies; acquired by Vouch in February 2025.

Ownership category

akta.pro rank

Product category

Commercial Insurance Brokerage

NAICS

Insurance Agencies and Brokerages (52421), Insurance Agencies and Brokerages (524210), Health and Welfare Funds (525120)

SIC

Insurance Agents, Brokers & Service (6411), Accident & Health Insurance (6321)

akta.pro primary industry

Group/Employer-Sponsored Critical Illness & Hospital Indemnity (FSAIAKAD)

akta.pro secondary industry

Large Commercial Package (National Accounts) (FSAJAFAC)

Keywords

• Business insurance brokerage
• Startup insurance coverage
• Commercial liability insurance
• Directors and officers insurance
• Cyber liability insurance

Headquarters

HQ city

New York

HQ country

United States

HQ region

North America

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales, Technology or R&D

Core offering

StartSure Insurance Services, Inc. provided tailored business insurance coverage for startups and high-growth companies, packaged around key milestones from incorporation through hiring, fundraising, product launch, office lease, and renewal. Coverage offered through its Vouch partnership included General Liability, Business Property, Directors & Officers, Employment Practices Liability, Errors & Omissions, Cyber, and Workers Compensation, delivered by experts who specialize in the startup business landscape.

Product overview

StartSure is a single product offering — StartSure Insurance Services — that provides business insurance specifically designed for high-growth companies and startups. According to the acquisition announcement by Vouch, StartSure Insurance Services, Inc. offers insurance products for ambitious leaders building high-growth companies. Following the acquisition by Vouch, StartSure customers gain access to Vouch's broader suite of insurance products through its brokerage team and MGA brand Corix.

Differentiator

Problem solved

Functional benefit

Products and services

• StartSure Insurance Services

Segments1 record

Ideal customer profiles1 record

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Partnerships

One partnership is on record.

• VouchcoreStrategic or Co-development Partner · 17 February 2025Vouch has acquired StartSure Insurance Services, Inc. As part of the acquisition, the StartSure team including CEO Tim DiPietro will join Vouch. StartSure clients will gain access to Vouch's broader suite of insurance products through its brokerage team and MGA brand Corix. The acquisition reinforces Vouch's position as a go-to insurance platform for startups and high-growth companies.

Recent moves5 records

Expansion highlights3 records

Direct peers

• Embroker: Embroker is a digital commercial insurance brokerage focused on venture-backed and high-growth companies, offering D&O, E&O, Cyber, and tailored specialty coverage through a technology-led buying experience. It directly competes with StartSure's startup-focused distribution model and product suite.
• Founder Shield: Founder Shield is a specialty insurance brokerage built exclusively for startups, founders, and venture-backed companies, packaging D&O, E&O, Cyber, and EPL around funding milestones. It is a direct peer given its nearly identical target customer, vertical specialization, and milestone-based product framing.
• Vouch Insurance: Vouch is a digital business insurance platform purpose-built for startups and high-growth technology, healthcare, fintech, and professional services companies. It is the most directly comparable peer because it targets the exact same customer segment as StartSure with overlapping product lines (D&O, E&O, Cyber, EPL, Workers Comp), and has in fact acquired StartSure and absorbed its book.

Emerging players

• Coterie Insurance: Coterie is an API-first small commercial MGA distributing General Liability, BOP, and Workers Comp through embedded partnerships and digital channels. It is an emerging peer competing for the same digitally distributed small commercial and startup book that StartSure targeted.
• Thimble: Thimble offers short-term, on-demand small business insurance (General Liability, Professional Liability) marketed to freelancers, gig workers, and very small businesses. It is an emerging peer addressing the entry end of StartSure's customer lifecycle with a self-serve digital model.
• Berkley Insuractive (WR Berkley): Berkley Insuractive is a digitally distributed small commercial MGA within WR Berkley that issues policies online for small and mid-sized businesses. It is an emerging peer with overlapping appetite in digitally delivered small commercial coverage relevant to StartSure's customers.
• Honeycomb Insurance: Honeycomb is a digital MGA providing small commercial property and liability insurance for small businesses including startups and Main Street operators. It is an emerging peer with overlapping small commercial appetite, though less concentrated on venture-backed startup risks.

Regional players

• Zensurance: Zensurance is a Canadian digital commercial insurance brokerage serving small businesses, startups, and tech firms with a milestone-driven product mix similar to StartSure. It is a regional peer with comparable offerings and customer focus but operating primarily in Canada rather than the U.S.

Broad incumbents

• Coverwallet (Aon): Coverwallet, now part of Aon, is a digital commercial insurance brokerage serving small and mid-sized businesses across multiple industries. It is a broad incumbent peer overlapping with StartSure's small commercial distribution model, though it serves a much wider customer base beyond startups.
• Next Insurance: Next Insurance is a large, well-capitalized digital insurer serving U.S. small businesses across dozens of trades with binding authority and embedded distribution. It is a broad incumbent peer that overlaps with StartSure's General Liability, Workers Comp, and Property offerings for small commercial customers, though it is not startup-specialized.

Market position

Strengths4 records

Weaknesses5 records

Competitive moat3 records

Key risks5 records

Key highlights5 records

Customer concentration

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds3 records

Investors6 records

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about StartSure