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Sean Heiney  ·  Parallel Entrepreneur

I build technical companies before the category is obvious.

I get to technical shifts early — BBS communities, community internet, cybersecurity, programmable communications, now AI — and turn them into useful products, clear stories, and companies. Today that's an AI-first venture studio.

0 → 1 technical product Technical marketing Brand · category vision Founder · CMO · COO
$200M+ARR BUILT $42M+RAISED IPOBARRACUDA 2 exitsAOL · EARTHLINK
Sean Heiney
SEAN HEINEY · SEAN.NET
sean.net
// whois sean.net

one address for everything I build.
// 01   NOW BUILDING

What I'm building now.

Sean Ventures is my AI-first venture studio — a working portfolio of focused products across cybersecurity, consumer, legal, and social. AI changes what a small team can build; it does not change the need for judgment, taste, distribution, or a real customer.

Some become standalone companies, some become partnerships, and some get shut down when the evidence says to stop. Every project ships far enough to give a real answer.

>_ see what's being built
// 02   WHAT I DO

I build technical products and bring them to market.

I launch and scale products from V1.0 — hands-on with the technical product, then the positioning, messaging, and brand that get it adopted. I've led high-performing technical, product-marketing, and brand teams, and I'm at my best bridging technical innovation with execution that reaches real customers. I've run companies as CMO and COO, but the work I do best is the early, hands-on build.

01
Find

Spot the shift early — the opening, the buyer, the urgent problem, the product wedge, the evidence of real pull.

Market discovery · PMF experiments · Developer products
02
Frame

Turn technical capability into a category, a position, a brand, and a story people repeat.

Positioning · Category design · Brand · Fundraising narrative
03
Build

Build the v1 — a working, technical product, plus the team and rhythm around it.

Technical product · 0 → 1 build · AI-native workflows
04
Reach

Get it in front of the people who would want it — technical marketing that speaks to technical people, developer channels, brand.

Technical marketing · Developer reach · Brand · PLG
// 03   STORY

I have been building on the internet since its early days.

In 1993, at eleven, I started a BBS. That led to a community ISP, an AOL-era messaging product, an early continuous-security platform, new product lines at Barracuda, a programmable communications company, enterprise AI experiments, and global cybersecurity work.

Technology keeps changing, and I have built for it each time — community, access, communication, security, infrastructure, intelligence, distribution. The titles changed — founder, product manager, strategist, CMO, COO — but the work stayed the same: understand a technical shift, build something useful, help the market see why it matters.

layer_map.log  —  the throughline
COMMUNITY BBS
ACCESS ShiaNet + Owosso Networks
COMMS DeadAIM
CONSULTING Network Security Consulting
SECURITY Periscan
SCALE Barracuda Networks
PROGRAMMABLE SignalWire + FreeSWITCH
INTELLIGENCE AyeAI
TRANSLATION Fudo + Picus Security
VENTURE CREATION Sean Ventures
// 04   BUILD LOG
Experience

The companies and products I've built, and what I learned building them

The current bets aren't a first guess. I've been early to these shifts before — community internet, instant messaging, continuous security, programmable communications. Here's the record. Select any entry to open the chapter.

1993 COMMUNITY BBSReal-time digital communication, years before IM and online communities went mainstream. [ + ] open
Started and ran a BBS.

I started a BBS in 1993, at eleven years old: dial-in, message boards, file areas, and live chat between whoever happened to be online. Real-time digital communication, in other words — years before most people had any of it. ICQ arrived in November 1996, AIM in May 1997, Facebook in 2004. Email existed, but had not yet reached most homes. The tools were primitive and the audience was local, but the behavior was the same one social platforms would run on later: people did not just want access to computers, they wanted somewhere to be.

WHAT CARRIED FORWARDI learned to build for why people come back, not just why they show up once.
Systems thinking · Community design · Technology curiosity
Real-time digital community, 1993 — age 11 3 yrs before ICQ (1996) 4 yrs before AIM (1997) 11 yrs before Facebook (2004)
An ANSI-style BBS connect and login screen in the style of 1993: a modem CONNECT string at 14400 bps, a block-art banner, board statistics, and a login prompt
ANSI · a rendition of the era, not a capture
1994 ACCESS ShiaNetOwosso NetworksShiaNet + Owosso NetworksCommunity dialup ISP and webhosting, 1994 to 2000. [ + ] open
Helped build a community ISP.

From 1994 to 2000, ShiaNet was a community dialup ISP built when internet access was still local, physical, and unfamiliar: modem banks, phone lines, and a support number people actually called. Owosso Networks was the other half of the same build — webhosting for the businesses and people arriving on those lines. Access got a town online; hosting gave it somewhere to put things. Both required more than connectivity: infrastructure, support, education, and trust. ShiaNet was sold to EarthLink in 2000.

WHAT CARRIED FORWARDTechnical capability and market adoption are different problems, and I am at my best bridging them.
Infrastructure · Operations · Webhosting · Customer education · Local distribution
Community ISP → EarthLink, 2000
Sean Heiney standing beside a wall of rack-mounted modems at the ShiaNet modem bank, 1997
the modem bank · 1997
1999 COMMS DeadAIMDeadAIMMessaging client in the AOL era. Acquired by AOL in 2002. [ + ] open
Co-built a messaging client. AOL bought it in 2002.

DeadAIM, which I co-developed, arrived when instant messaging became one of the first truly mass-market internet behaviors. A contact list, status indicator, and message window introduced millions to persistent identity, presence, and real-time communication. Small interface decisions could change how a huge number of people experienced the internet — enough that AOL acquired it in 2002. Six years earlier I had been running the same behavior on a BBS for a few dozen people at a time; this was the same idea with millions of people on it.

WHAT CARRIED FORWARDA small product can ride a massive behavioral shift — the leverage is in timing and interface, not code.
Consumer product · UX · Distribution · Internet culture
Acquired by AOL, 2002
Sean Heiney at AOL headquarters, pulling the AIM running man logo off the wall, after AOL acquired DeadAIM
AOL HQ, after the acquisition
2000 CONSULTING Network Security ConsultingPrincipal, Network Security — banks, universities, and businesses across the mid-west. Where Periscan came from. [ + ] open
Ran manual security assessments. Found the idea for Periscan.

At eighteen, under the umbrella of Andrews Hooper Pavlik PLC — a large regional accounting firm, formerly the Lansing and Saginaw offices of Ernst & Young — I led network security and infrastructure consulting for banks, universities, and businesses throughout the mid-west. The work was manual security assessments: go in, test, write it up, leave. Do enough of them and the flaw in the model becomes hard to unsee — the network you just certified starts changing the moment you walk out the door.

WHAT CARRIED FORWARDDoing manual assessments is where the Periscan idea formed: the concept of doing this continuously, as a service, instead of once.
Network security · Infrastructure consulting · Banking · Higher education · Enterprise
2003 SECURITY PeriscanPeriscanFLAGSHIPFounded Periscan and the concept of Continuous Security Validation. Sold in 2005. [ + ] open
Founded Periscan, and the concept of Continuous Security Validation.

Three years of manual assessments left me with one argument: security should be continuously tested, not periodically assumed. So in 2003 I founded Periscan, and with it the concept of Continuous Security Validation — the first always-on autonomous penetration testing platform, built years before the market had language for continuous validation, BAS, exposure management, attack surface management, or automated offensive security. It was also one of the earliest PCI compliance scanning vendors, helping organizations continuously assess external networks and applications, identify exposures, and prove posture beyond manual, point-in-time testing. I sold it in 2005 and joined Barracuda. The industry came round eventually, and gave the idea names: Gartner introduced breach and attack simulation in its 2017 Hype Cycle, fourteen years later, and continuous threat exposure management in 2022, nineteen years later. I had the thesis right in 2003; the industry took nearly two decades to catch up.

WHAT CARRIED FORWARDWhen you are this early, you build the technology, the category, and the language buyers use — all at once.
Founder-led product · Cybersecurity · Category formation · SaaS · Compliance
Founded Continuous Security Validation First always-on autonomous pen-testing platform Built and sold, 2003 → 2005 14 yrs before Gartner named BAS (2017) 19 yrs before Gartner named CTEM (2022)
Periscan — Periscan on WLNS, 2006
Periscan on WLNS, 2006
Black and white portrait of Sean Heiney during the Periscan years
Periscan era
The original Periscan Report Center, listing scheduled and recent compliance reports
the original report center
The original Periscan homepage, headlined The Hacker on Your Side
the original homepage · "the hacker on your side"
The original Periscan logo on the office door
the office door
2005 SCALE Barracuda NetworksBarracuda NetworksFLAGSHIPFirst PM. Four products. $200M+ ARR. A 200-person R&D center. [ + ] open
Turning new products into portfolio scale.

From 2005 to 2013, I joined Barracuda as its first product manager and later served as Director of New Products and VP of Strategy. I built the Barracuda Load Balancer and CudaTel, launched the Barracuda Web Filter, and acquired the Barracuda SSL VPN. Products I launched grew to $200M+ in recurring revenue. I built a major social and brand presence, and established the Ann Arbor R&D center — 200 people, home to two of our products and half of the support organization.

WHAT CARRIED FORWARDAt scale, product strategy and company narrative are one job — run them together and the numbers follow.
Product portfolio · Company strategy · Positioning · Brand · Org scale · M&A
First product manager Load Balancer · CudaTel · Web Filter · SSL VPN $200M+ ARR IPO messaging Ann Arbor R&D center — 200 people
Barracuda Networks — IPO company pitch
IPO company pitch
Barracuda Networks — CudaTel phone smash, circa 2011 — a product I built
CudaTel phone smash, circa 2011 — a product I built
Sean Heiney with Barracuda Networks founder and CEO Dean Drako at a Barracuda spam and virus protection stand
with Dean Drako, founder/CEO · Barracuda
The Barracuda product team at a launch event, in front of a Barracuda Networks banner reading Reclaim Your Network
the product team
The Barracuda Ann Arbor R&D team gathered outside the Innovation Center building, around a Barracuda-branded car
the Ann Arbor R&D center
Sean Heiney and colleagues in hard hats inside the Ann Arbor building during its expansion construction
the Ann Arbor expansion, under construction
2017 PROGRAMMABLE SignalWireFreeSWITCHSignalWire + FreeSWITCHFLAGSHIPCPaaS built on an open source core that predates Twilio. [ + ] open
Turning open-source depth into a communications company.

SignalWire is the company built around FreeSWITCH, the open source softswitch at its core. FreeSWITCH opened to the public on 1 January 2006 — two years before Twilio was founded, and nearly three before Twilio shipped its first voice API. So this was not a company chasing a category someone else had proved: the infrastructure underneath it was already running in production, at scale, years before programmable communications had a market name. As Founder, CMO, and COO I worked across product, positioning, marketing, PLG, and fundraising. The company grew beyond $20M ARR and hit periods of 70% YoY growth — and we raised more than $42M through Series B, pitching Sand Hill Road.

WHAT CARRIED FORWARDTurning infrastructure into a company takes one argument that holds up for developers, buyers, employees, and investors alike.
Founder · CPaaS · Open source · Developer GTM · PLG · Fundraising
Built from zero $20M+ ARR 70% YoY growth $42M+ raised on Sand Hill Road Core predates Twilio by 2 yrs (FreeSWITCH, 2006)
SignalWire + FreeSWITCH — 2022 reel
2022 reel
SignalWire + FreeSWITCH — advanced communications explainer
advanced communications explainer
SignalWire + FreeSWITCH — Snoop on SignalWire Work
Snoop on SignalWire Work
SignalWire + FreeSWITCH — introducing the Mobile Command Center
introducing the Mobile Command Center
Sean Heiney and his SignalWire co-founder outside the Andreessen Horowitz offices on Sand Hill Road before pitching
pitching a16z · Sand Hill Road
The SignalWire team gathered around and on top of the Mobile Command Center truck, with its satellite dish raised
the Mobile Command Center, and the team
Sean Heiney with Yahoo co-founder and SignalWire investor Jerry Yang
with Jerry Yang — Yahoo founder, SignalWire investor
2023 INTELLIGENCE AyeAIAyeAIAI infrastructure — data, security, orchestration. [ + ] open
Finding the boundary between AI capability and market pull.

AyeAI explored enterprise AI infrastructure at the intersection of data access, model orchestration, retrieval, security, and control. The thesis: AI becomes useful when it connects safely to business data, explains its answers, and fits real workflows. The technology was compelling, but the market pull was not strong enough to continue — so I chose to wind it down.

WHAT CARRIED FORWARDAI adoption is not a model problem — it is a data, trust, workflow, and distribution problem. The tech was strong and the pull was not, so I wound it down. Calling that early is a discipline, not a failure.
AI orchestration · RAG · Enterprise data · PMF testing · Founder judgment
2025 TRANSLATION Fudo SecurityPicus SecurityFudo + Picus SecurityCMO for the #1 cybersecurity companies in Poland and Turkey. 2025 to 2026. [ + ] open
Helping global technical companies enter the U.S. conversation.

From 2025 to 2026, I have advised and served as CMO for the #1 cybersecurity companies in Poland and Turkey — Fudo Security and Picus Security. Both had the same problem: a strong product, and no U.S. market position. At Fudo I rebuilt the global marketing function, refreshed brand and messaging, and built the top-of-funnel machinery; at Picus I worked on U.S. positioning and category relevance in breach & attack simulation and exposure validation. What travels across a border is not the product — it is Silicon Valley GTM discipline, brand strategy, positioning, and executive storytelling.

WHAT CARRIED FORWARDA strong product does not cross a border on its own. What travels is GTM discipline, positioning, and category work — which is what I was brought in to do.
International GTM · Cybersecurity positioning · Brand transformation · Executive narrative · Demand creation
2026 VENTURE CREATION Sean VenturesSean VenturesAn AI-first venture studio building across verticals. [ + ] open
Where the previous chapters converge.

Sean Ventures is where product judgment, technical curiosity, category development, AI leverage, and go-to-market meet a willingness to test ideas against reality. The goal is not to manufacture a large organization around every idea — it is to build enough of the product, distribution, and operating system to discover which ideas deserve to become companies.

WHAT CARRIED FORWARDI build fast, put each idea in front of real customers, and commit time and capital only where the pull is real. When it is not, I stop.
Venture studio · AI-native build · Portfolio strategy · 0 → 1 · Go-to-market
// BUILT

Companies and products I have built.

Founded, built, scaled, or led as an executive.

ShiaNet
Owosso Networks
DeadAIM
Periscan
Barracuda Networks
SignalWire
FreeSWITCH
AyeAIAyeAI
Fudo Security
Picus Security
SELECTED OUTCOMES · BUILT WITH TEAMS
BBS in 1993, age 11Community ISP → EarthLinkMessaging product acquired by AOLContinuous security scanning in 2003 — 14 yrs before Gartner named it$200M+ ARR products$42M+ raised0 → $20M+ ARR70% YoY growthCMO for the #1 security firms in Poland and Turkey
BBS in 1993, age 11Community ISP → EarthLinkMessaging product acquired by AOLContinuous security scanning in 2003 — 14 yrs before Gartner named it$200M+ ARR products$42M+ raised0 → $20M+ ARR70% YoY growthCMO for the #1 security firms in Poland and Turkey
// PRESS
selected coverage & interviews · a lot of it is old, kept for the record
Yahoo FinancePeriscan returns to automated security validation 2026 NBC NewsA 'score' to cut political spam texts (SignalWire) 2021 Business InsiderHow SignalWire built a video app Zoom can’t 2020 ForbesExecutives on remote, hybrid, and in-office work 2022 VentureBeatSignalWire raises $30M Series B 2021 PR NewswireSignalWire secures $11.5M Series A 2019 Crain’s DetroitBarracuda: the IT waters in Ann Arbor are fine 2011 Crain’s DetroitPlans for local software-engineering jobs 2008 CBS DetroitBarracuda to hire another 180 in Ann Arbor 2014 AnnArbor.comBarracuda brings jobs to the old Borders building 2012 AnnArbor.comIT-security growth at Barracuda opens opportunity for Ann Arbor 2010 Concentrate MediaAnn Arbor cybersecurity growth 2012 MetromodeBarracuda plans to hire for its Ann Arbor office 2009 MetromodeBarracuda creates jobs in Ann Arbor, aims for 185 2008 MetromodeCA IT firm opens an Ann Arbor office 2007 MLiveBarracuda Networks deal to move to downtown Ann Arbor 2012 MLiveNational focus on Ann Arbor cybersecurity 2009 MLiveAnn Arbor region poised to fill tech jobs 2009 Value InspirationOn making online experiences feel truly live (podcast) 2021 DiscoPosse PodcastEp. 145 — Sean Heiney (interview) 2021 Embracing DigitalGuest, digital transformation (interview) 2022 The Business Growth ShowFull-career interview (video) 2021
// 05   CONTACT

Current work

I'm interested in ambitious technical products, unusual market openings, and people who would rather test a real idea than spend six months describing one.

// ELSEWHERE