RC

Ryan Castonia

Changing the way we move, one step at a time

Boxborough, Massachusetts

Invests in

Stages:

Sectors:

Locations:

  • Min Investment:

    $100,000.00
  • Max Investment:

    $5,000,000.00
  • Target Investment:

    $1,500,000.00

Work Experience

  • Chief Growth Officer

    2023

2019 - 2024

  • Advisor

    2023 - 2024

  • Principal

    2019 - 2023

    Two Bear Capital exists to partner with exceptional teams to help them solve problems that matter – problems that, when solved, will make our world a better place.

2021 - 2023

  • Board Observer

    2021 - 2023

    Selector’s usable AIOps is the first analytics solution to provide instant, real-time actionable insights for managing multi-domain network and application infrastructures. Selector Analytics increases speed to problem identification and reduces your mean time to repair. Collect - ingests data from multiple data sources in various formats. Correlate - machine learning-based data analytics conduct automated anomaly detection and compare metrics and events. Collaborate - work across boundaries to deliver instant, actionable insights on collaborative platforms using natural language queries (NLQ) in Slack or Teams.

2021 - 2023

  • Board Observer

    2021 - 2023

    -Deliver precise care at less cost, earlier - driving better patient outcomes -Slowing chronic disease by working with risk bearers from data to care delivery to ensure insights are trusted and actionable - first in chronic kidney disease

2021 - 2023

  • Board Observer

    2021 - 2023

    -Secure your users, devices, applications, and data against lateral movement of ransomware payloads, advanced persistent threats, and insider threats, with a zero trust access solution that boosts the ROI of your existing investment in switches and identity providers. -Quickly and easily visualize, identify, understand, and control what goes across your network. Implement identity-based segmentation at the macro, micro, nano, and transactional levels, and optimize ubiquitous policies that are enforced as close to the assets as possible.

  • Department of Defense Fellow, Pratt Miller

    2019 - 2019

    • Partnered with CEO to create first-ever rotational fellowship program to gain knowledge and understanding of company capabilities, build relationships, and immerse in program management and business development teams in preparation for strategic tasking • Authored company’s Artificial Intelligence and Advanced Analytics Strategy; developed deep understanding of company’s autonomy, data, and software engineering capabilities, aligned with company 5-year strategy, and gained stakeholder buy-in across three business units in two states

  • Technical Project Lead, Joint Artificial Intelligence Center

    2018 - 2018

    • Founding team member (1 of 30 people in the Department of Defense) tasked with creating a new organization to implement the Department of Defense’s Artificial Intelligence Strategy and develop capability with academia, industry, and interagency partners • Built project plan and consensus for $20M Humanitarian Assistance and Disaster Relief National Mission Initiative amongst Silicon Valley startups, FEMA, Air National Guard, and US Coast Guard; on track to deliver computer vision algorithms and supporting infrastructure to save lives and livelihood during hurricanes, floods, and wildfires

  • Branch Chief, Personnel Recovery Core Function Team

    2017 - 2018

    • Directed strategy, planning, and programming for $1.7B portfolio of Air Force Combat Search and Rescue capabilities; regularly briefed at the senior executive level to influence budget proposals to the Secretary of the Air Force and Office of the Secretary of Defense • Championed faltering proposal and obtained $130M in funding for critical military construction projects in three states • Served as subject matter expert on corporate working groups; developed roadmaps to mitigate capability gaps through cross-functional teams of industry, research institutes, universities, and think tank partners through the United States Air Force Personnel Recovery Experimentation Campaign and Hacking for Defense • Selected to position 5 years earlier than customary, ranked #1 of 19 junior officers

  • Assistant Director of Operations, Plans, and Tactics

    2016 - 2017

    • Led the weapons & tactics, plans, intelligence, mobility, security cooperation, and exercise programs • Served as Director, United States Air Forces in Europe Personnel Recovery Initiative; led 33 person cross-functional team through 350% year over year growth in engagements across Europe and Africa with $850K budget – increased NATO and African partner capacity through innovative, custom built 3-stage program that was recognized as new baseline of capability across the United States Air Force • Created international personnel recovery plan; built consensus across stakeholders in 5 locations in the United Kingdom, Italy, and Germany and led 78-person, 1,000-mile combined search & rescue live simulation with United States and Italian forces as proof of concept; established as plan of record for United States Air Forces in Europe • Led division through re-branding; transformed group into organization’s Team of the Year • Selected as acting Director of Operations (Chief Operating Officer): led 61 personnel & executed 200+ international operations in 60 days with unit at 50% manning • Ranked #1 of 233 junior officers and named United States Air Force Combat Rescue Officer of the Year (#1 of 126 worldwide within elite special operations community)

  • Deputy Operations Officer, Joint Special Operations Task Force

    2017 - 2017

    • Coordinated 37 special operations missions in 60 days across 230-person cross-functional organization in 9 countries across Europe and Africa • Contributed to counterterrorism plans approved by the United States President, coordinated assets, and supported contingencies during execution • Represented organization in tri-lateral talks with partner nations focused on future collaborative counterterrorism efforts

  • Team Commander

    2013 - 2016

    • Led, trained, and managed risk for 20-man special operations rescue and recovery team in preparation for worldwide contingency operations and 70+ missions in Afghanistan, Iraq, and Syria • Authored 5-year strategy for United States Air Force rescue forces in Turkey, Syria, and Iraq as leader of 6 person cross-functional Strategic Planning Group • Graduated #1 of 598 at 5-week leadership course, led team of 14 peers to #1 of 44 team ranking • Selected to “Think Tank” and charged with analyzing and innovating new strategies for United States Air Force Officer Career Progression and Development; co-authored 60-page report and delivered briefing to Air University Commander; recommendations implemented across the force • Awarded 2015 Air Combat Command Lance P. Sijan Award for Leadership (more than 10,000 eligible officers)

  • Resource Advisor

    2013 - 2015

    • Controller for CEO of 112-person unit with $4.3M annual budget – introduced new spending vehicle that eliminated 200 man-hours of preparation work and decreased fulfillment time from 8 to 3 weeks • Identified $2.7M in equipment shortfalls across 2 units & obtained additional funding to rectify • Authored annual spend plans to equip and train >60 operators and support personnel while meeting commander’s intent and congressional spending guidance/requirements • Ranked #1 of 21 junior officers in unit, top 5% of 438 junior officers across higher division

  • Combat Rescue Officer (Special Warfare Officer) Trainee

    2011 - 2013

    • Led teams ranging in size from 10-120 through 2-year special operations training pipeline with the highest attrition rate in the Department of Defense (>80%) • Qualified/certified combat diver, static line/military freefall parachutist, mountain rope rescue, avalanche rescue, swift water rescue, day/night all-weather air/ground operations

  • Research Assistant - Graduate Student (Humans and Automation Lab)

    2008 - 2010