Our Team

The experience to do what’s right. The vision to build what’s next.

Squadra is a team of founder-operators.

We bring industry expertise, deep relationships, and an operational lens to the work we do as investors and partners to companies. We strive to be the investors we wished we’d had on our boards and in our corners.

Guy Filippelli
Managing Partner

Guy founded Squadra Ventures in 2019 with the goal of building the world-class venture fund and partner that he wished had existed when he was raising capital. He leads Squadra’s investment and portfolio operations efforts and serves as board member for Squadra’s portfolio companies.

He was the founder and CEO of Red Owl Analytics, a Baltimore cybersecurity analytics startup focused on mitigating insider threat risk, which was acquired by ForcePoint, a Raytheon subsidiary in 2017. He was also founder and CEO of Berico Technologies, a Virginia consulting firm that delivered innovative, technology-enabled cloud engineering, data analytics, and IT modernization solutions to customers in the Intelligence Community. Berico was acquired by Novetta in 2018.

He began his career as a US Army intelligence officer, serving in Korea, Italy, Germany, and Afghanistan, and at the NSA. Guy holds a B.S. in Economics from the United States Military Academy (USMA) at West Point, and received his B.A. and M.A. in Philosophy, Politics, and Economics from Oxford University, where he studied as a Marshall Scholar.

He is Chairman of the Commit Foundation, a non-profit focused on veteran transition, and serves on the board of the National Cryptologic Foundation.

Dan Madden
Principal

Dan leads Squadra’s National Security practice, sourcing and evaluating companies for investment and supporting post-investment work on federal go-to-market strategy.

Dan served as the Mid-Atlantic Regional Director at the National Security Innovation Network, the Department of Defense’s national security technology accelerator. He previously was a senior policy analyst at the RAND Corporation, conducting capability development and campaign assessment studies for the Department of Defense, helping to inform the Department’s modernization and planning efforts.

Prior to these efforts, Dan was an artillery officer in the United States Marine Corps, worked as military legislative assistant to the Oversight and Investigations Chair on the House Armed Services Committee, and served as special assistant to an Under Secretary of Defense. Dan is a visiting scholar at Columbia University's Entrepreneurship Program, and an adjunct associate professor at Columbia University’s School of International and Public Affairs.

He received a BA in English Literature from the US Naval Academy, a MA in Political Science from Columbia University, and a MA in Comparative Politics from University of California, Davis. He loves hiking with his family and reading military history.

Margaret Roth
Principal

Margaret runs post-investment support for Squadra's dual-use and enterprise software portfolio, working with early-stage companies to accelerate and resource key strategic initiatives, support as an internal expert consultant, and develop the leadership capacity of the teams.

She was a co-founder of Yet Analytics, a dual-use data interoperability and analytics company that provides software products to enterprise learning and training organizations across government, industry, and academia.

A long-time community-builder, Margaret has been part of the startup ecosystem serving on the advisory boards of incubators, accelerator programs, and other programs providing support to innovators.

An avid writer, Margaret’s work has been featured in leading industry publications, at national conferences, and in a regular founder-focused column for Technical.ly.

She received a BA in English & Environmental Earth Science and an MA in Teaching from Johns Hopkins University.

John Timken
COO + CFO

John leads Squadra’s finances, compliance, and fundraising efforts. He is responsible for working with investors, valuing the Squadra portfolio, and supporting our founders as they professionalize their financial reporting and prepare for future raises.

John brings deep venture capital and private equity expertise to the fund with 13 years of experience in management, mergers & acquisitions, corporate finance, investment management, and strategic planning.

He previously served as the Director of Business Development at Camden Partners and a Portfolio Manager at Cornerstone Advisory.

He received his BA focused in Business Management and Economics from Washington College. John spends time trying to lower his golf handicap and cheering his kids on at sports games.

Isaac Carp, CFA
Principal

Isaac leads deal sourcing, due diligence, and evaluation of Squadra investments with a focus on understanding company markets and opportunities and modeling out wins.

He previously worked on both the sell-side and buy-side as a trader and an analyst within equities and fixed-income in the public markets at both Berenberg Capital Markets and Wellington Management.

He received his BS in Management & Business from Skidmore College and his MBA from Georgetown University. A Boston native without the accent, Isaac is an avid runner and reader.

Dominic Ventimiglia
Head of Network Operations

Dom works to create moments and strong ties to build deep relationship for Squadra and the portfolio companies.

Dom served in the United States Army for 33 years, 24 of those years as a Green Beret, Special Forces Engineer, Special Forces Intellgience, and completed his career as a Special Forces Warrant Officer CW5. That work brought him to the Pentagon where he served in G3 Special Operations Directorate supporting US Army Special Operations Command as their Senior Warrant Officer advisor at the Pentagon.

His experiences included operations in Europe, Africa, and throughout the Middle East, where he learned to work with people from every walk of life and catalyze them to drive change.

Dom is a demonstrated coach, mentor, motivator, and leader of successful teams in complex and stressful situations. He received his MBA from Boston University.

Navneet Vishwanathan
Senior Associate, Investment

Navneet supports our investment team on national security and cybersecurity deals. A former strategy consultant, he has led modernization efforts for DoD stakeholders in transformation efforts across readiness, intelligence, industrial security, technology, and cybersecurity arenas.

Navneet has also worked with the National Security Innovation Network to jumpstart the development of regional technology ecosystems and create pathways for early-stage startups and investors to work with DoD.

Navneet received his BS in International Economics from Georgetown and his MBA from Columbia University, and is an avid runner, golfer, chef, and Yankees baseball fan.

Amy Fuller
Executive Assistant

Amy manages Squadra’s events, calendars, and administrative processes, bringing order to chaos.

She previously spent 10 years supporting the President of All Risks, Ltd.

Amy received her BS in Business and Marketing from Colorado State University and will never stop calling Colorado home. She loves sports, whether playing volleyball or cheering on her kids at their games.

Operating Partners & Advisors

Adam Bixler
Operating Partner

Adam supported Squadra investment and diligence processes as Principal, Cybersecurity from 2023-2025.

A product leader, he was co-founder of Morta Security, acquired by Palo Alto Networks in 2014, COO of Efflux Systems, acquired by Netscout in 2017, and later worked as Global Head of Third Party Cyber Risk Products and Services at BlueVoyant.

Adam served in the United States Air Force over two decades notably in predecessor organizations to US Cyber Command, later supporting Air Force cyber mission growth.

Adam received a BS in Information Sciences from the University of Pittsburgh and an MBA from the University of Maryland.

He is now the Chief Product Officer of Security Scorecard.

Arianne Price
Senior Advisor

Arianne supported Squadra portfolio companies as the Head of Portfolio Operations from 2023-2025 and was deployed as COO of Sicura from 2021-2023.

From her experience working on the Hill with Senator Kyrsten Sinema, Arianne brings operations management and people operations expertise to the portfolio.

She received her BS in International Affairs and her MBA from Georgetown University.

Now in her role as Campaign Manager for Cait Conley for Congress, Arianne continues to support an innovative small team to take on the biggest challenges.

Our Values

We live by a set of values that govern how we work with companies, from the first pitch to exit.

We are all in.

We stand by our teams, from the beginning to the exit. We think as “entrepreneurs first” so that we can understand their decisions from a place of empathy. We invest completely with our time, capital, resources, network, and community. We double-down on everybody.

We are a team of teams

We manage ourselves with a team of teams approach to invest, accelerate growth, and create value. With our strong internal team, expansive network of venture partners, operators, and service partners, we transform our companies through fierce loyalty, authenticity, and a drive to win over and over again together.

We are collaborators.

We communicate, document, and collaborate openly as a team internally and with our portfolio companies. We believe that sharing access to information and data in process, unfiltered, increases understanding, builds trust, expands the impact of our collective intelligence, and enables us to move faster with unparalleled accuracy.

We own the grind.

We invent, iterate, and invest in tools, processes, and systems that enable us to have an outsized impact and unmatched influence in our communities and networks. We do the work. We do whatever it takes to win the right deals and grow our companies.

We respect the Arena.

We recognize that the entrepreneurs are the ones holding the risk on their shoulders. We bring humility and positive energy in our role as supporters, observers, advisors and partners in the journey, even when we say no.

We are good citizens.

We dedicate our time and effort to the communities we care about regardless of the quantifiable impact they have on ourselves. We believe that when you put good out into the world it comes back one way or another, everything is one thing.

We are accountable.

We hold ourselves accountable. We hold each other accountable. We hold our entrepreneurs and teams accountable. But we also enable our entrepreneurs to hold us accountable for what we say we are going to do. There is no hierarchy, we are jointly accountable.

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