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Stony Lonesome Group, VC Fund

Stony Lonesome Group

VC Fund

Wilton, United States

Stony Lonesome Group is a VC fund in Wilton focused on Software and Health Care. Stony Lonesome Advisors is the Investment Advisor for the Stony Lonesome Group family of VC Funds: Stony Lonesome Capital LP; Stony Lonesome Capital II LP- Military Medicine, Healthcare, & Veteran Care; Stony Lonesome Capital III LP- Cybersecurity & Big Data Stony Lonesome Capital Special Reserve I - Growth Equity Follow-on InvestmentsStony Lonesome Capital Special Reserve II - Growth Equity Follow-on Investments

Total investments:
48
Last investment:
Lead investor:
23%
Last fund:

Last updated:

Industries Stony Lonesome Group invests in

SoftwareHealth CareCyber SecurityAerospaceFinancial Services

Stages Stony Lonesome Group invests in

SeedSeries ASeries BConvertible NoteVenture - Series Unknown

Countries Stony Lonesome Group invests in

United States

Contacts

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Investment Focus

Industry

  • Software 10 (21%)
  • Health Care 7 (15%)
  • Cyber Security 6 (13%)
  • Aerospace 5 (10%)
  • Financial Services 5 (10%)
See all 72 industries →

Stage

  • Seed 14 (29%)
  • Series A 7 (15%)
  • Series B 6 (13%)
  • Convertible Note 3 (6%)
  • Venture - Series Unknown 3 (6%)
See all 10 stages →

Team

NameTitleInvestmentsLinksEmail
Sean Drake
Sean Drake Founder
Founder Total investments: 23
Find email
Gary Miliefsky
Gary Miliefsky Venture Partner
Venture Partner Total investments: 0
Find email
Ian Hersey
Ian Hersey Venture Partner
Venture Partner Total investments: 0
Find email

Investments

CompanyDescriptionRoundLinks
Orion Edge Group Provides mobile and flexible offensive electromagnetic warfare for the warfighter. $3M / Seed / May 18, 2026
Grid Aero designs and develops uncrewed, long-range cargo aircraft and the associated autonomous logistics network that move heavy payloads across extended distances with low operational complexity. Its flagship aircraft, the Lifter family, integrates simplified rugged airframes with autonomous navigation systems to support distributed fleetoperations with minimal human oversight. The company’s platform enables scalable networked logistics for a range of missions, including assured cargo delivery, surveillance integration, and flexible aerial support across both defense and commercial contexts. Grid Aero also explores partnerships to combine its autonomous airlift capabilities with intelligence and mission services for use in remote or infrastructure-limited scenarios. $20M / Series A / Jan 26, 2026
Vector is a defense and space manufacturing company. $61M / Series A / Sep 03, 2025
ID.me is a digital identity network that aims to simplify the user's indication verification experience. The company's platform streamlines authentication, identity proofing, and federation of external identity and attributes providers through a single API, enabling military, students, first responders, teachers, and government employeesto easily prove their identity online via a single login and avail discounts on various networks. $132M / Series D / Apr 11, 2023
Warrior Centric Health provides hospital recognition solutions to improve long-term health outcomes for veterans and their families. $1M / Venture - Series Unknown / Dec 19, 2022
Cyberspatial develops a network mapping tool for cyber and IT professionals. Debt Financing / Dec 08, 2022
NeuroFlow is a platform to be a resource and asset to the health care provider in their pursuit to get patients better and improve lives. NeuroFlow is a HIPAA-compliant cloud-based platform that empowers health care providers to track, assess, and engage patients using evidence-based practices to support their mental health. The suite of toolssupports remote monitoring and behavioral health integration across the continuum of care, including psychology, primary care, and pain management settings, with the goal of increasing patient engagement and improving compliance. $25M / Series C / Oct 12, 2022
Our mission is to empower warfighters to focus on creative problem solving and not managing robots. We do this by drastically reducing the cognitive workload required to interact with autonomous platforms and other complex systems. Anura, our Tactical AI Assistant, provides a conversational human-machine interface that operates off of mission-typeverbal commands. Our autonomy engine interprets these commands and generates mission plans for both the platform and on-board sensors.The company was founded by Lee Ritholtz and Adrian Pope in 2021 and is headquartered in New Haven, Connecticut. $4M / Seed / Oct 07, 2022
BlueRecruit creates a professional profile for skilled trade workers connecting them to employers. It allows employers to execute targeted searches for their individual talent needs. It was founded in 2019 and is based in Raleigh, North Carolina. Pre-Seed / Oct 05, 2022
Psych Hub is a website that offers short movies and Learning Hubs about mental health, substance abuse, and crime prevention. $16M / Series A / Aug 24, 2022
See all 48 investments →

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FAQ

What does Stony Lonesome Group invest in?

Stony Lonesome Group invests primarily in Software, Health Care and Cyber Security startups, most often at Seed and Series A stage. Most of the 48 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

How do I contact Stony Lonesome Group?

Public channels for Stony Lonesome Group include LinkedIn, the website linked on this profile and Facebook. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.

Who are the partners at Stony Lonesome Group?

The team at Stony Lonesome Group includes Sean Drake (Founder), Gary Miliefsky (Venture Partner) and Ian Hersey (Venture Partner). The Team section lists each member with their title, investment count and links.

Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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