Key Personnel
Anthony Caole
Anthony Caole is the President and CEO of Three Star Enterprises, LLC, and Three Star Government Solutions, LLC, both owned by Oceanside Corporation. With extensive experience in tribal administration, government contracting, and rural infrastructure, he has led major economic development efforts for Indigenous and remote communities.
Previously, Mr. Caole served as Tribal Administrator for the Native Village of Kwinhagak and as a Senior Management Consultant at Northern Management, overseeing multi-million-dollar projects in Alaska. From 2011 to 2019, he directed statewide training and technical assistance for the Administration for Native Americans (ANA), supporting social and economic development initiatives. Under his leadership, Three Star expanded into the U.S. Department of Defense sector, securing contracts with the Air Force, Army Corps of Engineers, Navy, and Coast Guard.
Committed to workforce innovation, Mr. Caole specializes in virtual employment solutions that connect off-site talent with federal contracting opportunities. He holds a B.A. in Rural Development from the University of Alaska Fairbanks, a Master’s in International and Intercultural Management, and a Graduate Certificate in Emergency Management. In 2019, he was accepted into AMU’s Doctoral Global Security program. A descendant of Cabarruyan Island, Philippines, his children are enrolled tribal members of the Native Village of Kwinhagak.
CEO
Anthony Caole Portfolio
Doctoral Student in Global Security at American Military University, specializing in human security and non-traditional security threats.
30+ years of experience working in cross-cultural environments, serving Native Alaskan, Native American, and Asian/Pacific Islander communities.
Led the transformation of a remote tribal government from 1 to 40+ employees, securing millions in local construction funding and achieving Self-Governance Status.
Executed the first municipal-tribal administrative merger in the U.S.
Secured over $40 million in state, federal, and foundation funding for tribal and municipal projects, including roads, clinics, community facilities, and rural infrastructure.
Managed a federally funded Tribal Training & Technical Assistance Center supporting the Administration for Native Americans in Alaska and nationally.
15 years of federal SBA 8(a) contracting experience across agencies, including HHS (ANA, LIHEAP), DHS (USCG), and DoD (USACE, USAF, USN).
Built a federal contracting business from 1 to 50+ employees across the U.S., Europe, and Asia, reaching $13 million in peak revenue and achieving debt-free status in 2019.
Photo: Anthony Caole, Regional Director(CTR) and the Alaska Region, hosting the Administration for Native Americans National Technical Assistance Providers in Juneau, Alaska
Anthony Caole, CEO as Project Manager
Key Personnel Experience
Mr. Anthony Caole transitioned to the position of to the Chief Executive Officer of 3SGS in ____ where he was previously the CEO of Three Star Enterprises, LLC. Mr. Caole was directly involved (hands on) in the oversight and management of contracts resulting in the growth of Three Star Enterprises, LLC from zero revenues to a 50-person company with annual revenues of over $7 million dollars in 2019.
| Agency Name | NAICS | Location | Contract Type |
|---|---|---|---|
| US Air Force (Psychological Health Support Services)* | 561330 | Global | Labor Hours |
| US Army, USACE (IM/IT Staffing Services) William Beaumont Army Medical Center | 541519 | Texas | T&M |
| US Navy (Administrative Support Services)* Yokosuka Naval Hospital | 561320 | Japan | Labor Hours |
| HHS/ACF/Administration for Native Americans (Training/Technical Assistance/Meeting Planning/Grants Management) | 541618 | Alaska | CPAF |
| DHS, US Coast Guard (Technical and Admin Support) CVC-2 USCG Headquarters | 541611 | Wash, DC | Fixed Price |
Meet the Senior Management Team
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Margaret Hennessey Springe
PROJECT MANAGER
Haskell Indian Nations University; Administration for Native Americans -
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Laura Porterfield
DEPUTY PROJECT MANAGER
SAMHSA Tribal TTA Center
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Joshua Schuyler
PROJECT MANAGER
SAMHSA Tribal Training and Technical Assistance Center; Aurora Indigenous TTA Center -
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Gena Tran
DIRECTOR OF SHARED SERVICES
Center for Disease Control; University of Southern Maine
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Agency: U.S. Department of Health and Human Services (HHS), Administration for Children and Families (ACF), Administration for Native Americans (ANA)
Contract Number: HHSP233201600021C
Description:
Three Star Enterprises, LLC is in its second contract cycle (Base + 4 option years) operating the Region 3 Training and Technical Assistance Center for ANA. The company collaborates with Pacific, Western, and Eastern Region T/TA Centers to deliver a comprehensive national technical assistance program serving 567 federally recognized tribes and hundreds of Native organizations across the U.S. and its territories.Key responsibilities include:
Staffing, logistics, and meeting coordination.
Project management and reporting.
Help-desk support for grantees.
Maintaining a regional website, virtual community, and social media presence.
Hosting 508-compliant national webinars and facilitating training sessions.
Serving as Subject Area Managers for ANA’s virtual application panel.
Coordinating logistics for high-level meetings and VIP visits.
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Agency: U.S. Army Corps of Engineers (USACE), Engineering & Support Center
Contract Number: W912DY-16-C-0005
Description:
Three Star provides IT support personnel for the William Beaumont Army Military Medical Center (WBAMC), supporting healthcare delivery and administration for approximately 4,000 users. The contract includes maintaining and supporting:Department of Defense (DoD) Health Affairs and Army Automated Information Systems (AIS).
Commercial off-the-shelf systems (COTS) and locally developed systems.
Information Management/IT support across El Paso, TX, including Fort Bliss, Biggs Field, White Sands, and commercial sites.
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Agency: U.S. Air Force
Contract Number: FA8052-16-C-0031
Description:
Three Star MedPro Tech JV, LLC* staffed highly skilled and licensed healthcare professionals at military medical treatment facilities in Europe, Japan, and South Korea. The contract included:10 Psychologists
2 Psychiatrists
5 Social Workers
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Agency: U.S. Navy, Medical Logistics Command
Contract Number: N62645-16-D-5016
Description:
Three Star MedPro Tech JV, LLC* provides administrative and programmatic medical support services for:U.S. Naval Hospital Okinawa, Japan
U.S. Naval Hospital Yokosuka, Japan
Branch health clinics supporting military beneficiaries
Key support functions include:
Medical records and patient appointment support
Medical scribe and clerical support
Medical evaluation board assistance
Credentialing programmatic support
Medical accounting clerical services
Experience Overview