BREAKING: Upfort unifies security + insurance for SMBs $8M Series A led by SYN Ventures Formerly Paladin Cyber — rebranded 2023 81% lower likelihood of security incidents 25,000+ companies protected $100M+ cyber premiums processed yearly Partnered with Arch Insurance Backed by Y Combinator
San Francisco · Cyber Risk Desk Upfort logo

Upfort

"Cyber security & insurance, unified."

The wordmark of a company that does two jobs most people think live in different buildings: the lock on the door and the policy that pays if someone gets through it. San Francisco, founded 2017.

The Dispatch

Two industries that never talk to each other, on one screen.

A small business owner opens an email that looks exactly like an invoice from a supplier they've paid forty times. It isn't. Somewhere on the other side of that message is a kit rented by the hour - ransomware-as-a-service, no coding required. This is the ordinary morning Upfort was built around: not the breach of a bank, but the wire transfer that quietly leaves a 14-person company.

For years, the answer to that morning came in two unrelated packages. Security vendors sold tools - one for email, one for the browser, one for training - each priced and tuned for enterprises with a security team to run them. Insurers sold policies, written in language nobody reads until the worst day. The two camps rarely shared a sentence, let alone a platform.

"Enterprise point solutions weren't practical for 99% of companies."

Upfort's bet is almost suspiciously simple: put the lock and the policy in the same place. Prevent the incident, and if it happens anyway, cover it. The company calls this making cyber risk "easy to manage and simple to insure" - a sentence that sounds like marketing until you notice it's also a business model.

By The Numbers
$8M
Series A
Oct 2023 · SYN Ventures
25K+
Companies
protected
$100M+
Premiums
processed yearly
~26
Team
San Francisco

Figures are company-reported / public estimates and approximate.

The Toolkit

What you can actually do with it.

Upfort Shield

Stop the email that gets through

AI copilots scan inboxes for advanced threats, a lightweight browser extension guards the web, and autonomous detection-and-response handles what slips past. Deploys in minutes, not quarters.

Training

Fix the human layer

Phishing simulations and security awareness training turn the person clicking the invoice into the person who reports it. Risk monitoring flags exploitable systems and users before attackers do.

Cyber Insurance

Get covered without the paperwork

Policies from leading carriers covering ransomware, data breaches, and wire fraud - with intelligent automation handling the underwriting. Single and group programs available.

For Carriers & Brokers

Underwrite at machine speed

Insurers, MGAs, and brokers use Upfort to embed security with coverage, quote faster, and build group programs that price risk on real prevention - not guesswork.

The Argument, Charted

Prevention pays - or so the numbers claim.

Upfort's pitch to insurers is that security and underwriting are the same conversation. Their cited results:

Reduction in likelihood of a security incident81%
Ransomware & wire-fraud claims over 18 months0
Lower total cost of ownership vs. stitched-together point tools~90%

Source: company-reported study figures. Treat as approximate.

"Make cyber risk easy to manage and simple to insure."
— Upfort's mission, in one line
The Founders

A soldier, a systems engineer, and a market gap.

XX
Co-Founder & CEO

Carnegie Mellon and Harvard; previously led product at insurance-AI firm Tractable. Spent a decade building data-and-tech startups before Upfort.

HW
Han Wang
Co-Founder & CTO

Returned from deployment with US Army Cyber Command and saw how hard real security programs are to run - the spark for the company.

JR
Josh Riley
Co-Founder

Part of the founding team that set out to build a holistic cyber-risk solution for the businesses enterprise tools ignored.

The Record

How it got here.

2017

Founded as Paladin Cyber to close the SMB cyber-protection gap. Backed by Y Combinator.

Sep 2023

Rebrands to Upfort, signaling a shift from pure prevention to holistic protection and resilience.

Oct 2023

Closes $8M Series A led by SYN Ventures, with Eniac and Fika Ventures participating.

Dec 2023

Partners with Arch Insurance to expand access to cyber insurance through broker group programs.

2024–2025

Wins multiple cybersecurity and cyber-insurance industry awards; expands Upfort Shield's AI capabilities.

The Cap Table

Who's backing the bet.

SYN Ventures · lead
Eniac Ventures
Fika Ventures
Altai Ventures
Chaos Ventures
Aquila Capital Partners
Gaingels
Cyber Mentor Fund
Y Combinator

Total raised: roughly $15.2M across rounds. Headquarters: San Francisco, California.

Recognition

Hardware on the shelf

Multiple 2024–2025 industry awards spanning email security and cyber insurance - including cybersecurity excellence and SME insurance honors.

The Market

An $80B opening

Upfort sizes the SME cyber-risk market at roughly $80 billion - the underserved middle between consumer antivirus and enterprise security suites.

In The Margins

Details that amuse.

01

Upfort still tweets from its old life - the handle is @paladincybers, a fossil of the Paladin Cyber era.

02

The CTO's origin story starts at US Army Cyber Command - the security gap was something he lived before he built for it.

03

The company claims Shield runs about 90% cheaper than assembling comparable point tools - roughly $4,000 a year saved.

04

It sells less to businesses directly and more through brokers and carriers - the platform hides inside the policy.

The Field

Who else is in this race.

Upfort runs in the insurtech-meets-security pack alongside Coalition, At-Bay, Cowbell Cyber, and Corvus - plus security-only players like Huntress, Cloudflare, and Proofpoint. Its distinguishing move is refusing to pick a lane: it sells the prevention and the policy as one product.

Back To That Morning

The invoice, revisited.

Return to that 14-person company and the email dressed as an invoice. In the version Upfort is selling, the message never reaches the inbox clean - the AI copilot flags it, the browser extension blocks the link behind it, and the employee who almost clicked has already sat through a simulation that looked exactly like this. If something still slips through, the policy underwritten on the same platform is the one that pays.

That's the quiet ambition behind a wordmark and a tagline. Not a moat around the Fortune 500, but a roof over the businesses that were always told real security wasn't built for them. The morning still arrives. Upfort's whole pitch is that it arrives, now, with the lock and the policy already in the same room.