{ "generated": "2026-06-30", "roles": [ { "id": "isr-rpa-asst-flt-cc", "title": "Assistant Flight Commander, RQ-170 Combat Systems Officer", "organization": "U.S. Air Force, Air Combat Command", "location": "Creech AFB, Nevada", "start": "2024-05", "end": "present", "domains": [ "ISR", "RPA and UAS", "Mission Systems", "Leadership" ], "summary": "Combat Systems Officer on the RQ-170 at Creech AFB, Nevada, the Air Force's low observable (LO) RPA operational unit. As Assistant Flight Commander, Benjamin leads a 22 person team across eight Air Force specialties, directing combat plan development, threat analysis, training, and aircraft safety.", "whatInvolved": "Leading the people and the mission planning behind one of the Air Force most demanding ISR missions, and owning the development of the airmen who fly it.", "accomplishments": [ "Serves as Assistant Flight Commander for 22 airmen across 8 Air Force specialties, owning their development, mentorship, and recognition.", "Leads combat plan development, threat analysis, training, and aircraft safety for the RQ-170 mission.", "Selected for Flight Lead upgrade based on leadership during mission planning and execution.", "Led 3 squadron exercises that trained 54 aircrew on 3 new tactics, techniques, and procedures.", "Selected for the 432d Wing Flight Leadership seminar." ], "systemsTouched": "Mission planning products, threat and survivability analysis, and squadron training.", "skillsProves": [ "Cross functional team leadership", "Mission and threat analysis", "Briefing and stakeholder communication", "Decision making under pressure" ], "whyItMattersInDefenseSales": "Shows senior aircrew leadership and the ability to run complex planning and teams, which carries into operations leadership, program management, and technical sales in aerospace and defense." }, { "id": "isr-rpa-chief-training", "title": "Chief of Training, RQ-170 Combat Systems Officer", "organization": "U.S. Air Force, Air Combat Command", "location": "Creech AFB, Nevada", "start": "2024-10", "end": "2025-07", "domains": [ "ISR", "RPA and UAS", "Program Management", "Training Systems" ], "summary": "Combat Systems Officer on the RQ-170 at Creech AFB, Nevada. As Chief of Training, Benjamin led teams and the enterprise training program for the Air Force's low observable (LO) RPA operational unit, rebuilding syllabi and throughput and moving every metric that mattered.", "whatInvolved": "Diagnosing a strained training pipeline, redesigning it, and proving the change in the numbers.", "accomplishments": [ "Created a training plan that increased squadron training output by 54 percent in under a year.", "Reduced excess training requirements by 55 percent and reduced attrition from 23 percent to 2.1 percent.", "Organized 1,503 instructional hours across 6 syllabi, producing 6 new combat mission ready aviators at a 97.8 percent completion rate, which earned the section a Team of the Quarter award.", "Identified 7 training deficiencies and instituted quarterly solutions that cut waiver usage by 62.5 percent for flight lead and instructor upgrades.", "Restructured 4 syllabi to align training priorities with future squadron needs." ], "systemsTouched": "Six training syllabi, the upgrade and qualification process, and the metrics that govern aircrew production.", "skillsProves": [ "Program ownership", "Process redesign", "Throughput and quality improvement", "Metrics driven management" ], "whyItMattersInDefenseSales": "A clean example of program ownership: diagnose a broken process, redesign it, and move the metrics. That discipline applies directly to program and project management and to operations leadership." }, { "id": "isr-rpa-asst-chief-weapons", "title": "Assistant Chief of Weapons, RQ-170 Combat Systems Officer", "organization": "U.S. Air Force, Air Combat Command", "location": "Creech AFB, Nevada", "start": "2024-05", "end": "2024-10", "domains": [ "ISR", "RPA and UAS", "Mission Systems", "Systems Architecture" ], "summary": "Combat Systems Officer on the RQ-170 at Creech AFB, Nevada. As Assistant Chief of Weapons, Benjamin revamped mission planning products and standardized procedures across the low observable (LO) RPA operational unit, turning informal know how into repeatable tools every crew could use.", "whatInvolved": "Taking operator knowledge and turning it into standard products and processes.", "accomplishments": [ "Created an RQ-170 aircrew planning aid that enabled quicker decision making across all enterprise aircrews.", "Transformed procedural techniques into standardized processes, streamlining RQ-170 enterprise operations." ], "systemsTouched": "Aircrew planning aids, standard operating procedures, and enterprise decision workflows.", "skillsProves": [ "Systems thinking", "Process standardization", "Decision support design" ], "whyItMattersInDefenseSales": "Turning know how into repeatable systems is the same skill that turns a single product into a scalable one. It supports product operations and systems architecture work." }, { "id": "isr-rpa-ftu-student", "title": "RQ-170 Combat Systems Officer, Formal Training Unit", "organization": "U.S. Air Force, Air Combat Command", "location": "Creech AFB, Nevada", "start": "2023-11", "end": "2024-05", "domains": [ "ISR", "RPA and UAS", "Aviation" ], "summary": "Combat Systems Officer training on the RQ-170 at Creech AFB, Nevada, the Air Force's low observable (LO) RPA operational unit. Benjamin qualified during a demanding formal course and stepped up as a peer leader.", "whatInvolved": "Absorbing a second advanced mission system quickly, then helping teach it.", "accomplishments": [ "Completed a 307 hour qualification syllabus, including 102 academic hours, 51 simulator hours, and 14 flight hours.", "Mentored 19 students on current tactics, techniques, and procedures, helping prepare 8 new RQ-170 aircrews.", "Coordinated a base airspace incursion response and supported the follow on investigation." ], "systemsTouched": "Academics, simulator, and flight qualification for the RQ-170 mission.", "skillsProves": [ "Fast technical learning", "Peer instruction", "Disciplined execution" ], "whyItMattersInDefenseSales": "Cross training onto a second advanced platform shows Benjamin can learn a complex system quickly and then teach it, which is what technical sales and customer success for technical products require." }, { "id": "ew-it-asset-mgr", "title": "IT Asset Manager, EC-130H Weapons Systems Officer", "organization": "U.S. Air Force, Air Combat Command", "location": "Davis-Monthan AFB, Arizona", "start": "2022-06", "end": "2023-11", "domains": [ "EW and EMSO", "Mission Systems", "Program Management", "Acquisition support" ], "summary": "Benjamin led IT and deployable asset management for an EC-130H electronic warfare squadron while supporting the EA-37B acquisition, sitting between operators, infrastructure, and a multibillion dollar program office.", "whatInvolved": "Connecting day to day operations to a major acquisition program, and turning requirements and budget into fielded capability.", "accomplishments": [ "Managed 1.1 million dollars in IT and deployable assets, sustaining operational availability for 194 personnel across 7 wing organizations.", "Secured a 112 thousand dollar network modernization contract for the EA-37B operational test fielding, an Air Force wide top priority.", "Directed a 546 thousand dollar renovation supporting the 2.2 billion dollar EA-37B acquisition program, increasing workspace utilization by 16 percent.", "Led a 3 person team that deployed 100 thousand dollars of agile communications equipment, enabling rapid deployment of 76 personnel and 3 EC-130H aircraft within 72 hours of tasking.", "Consolidated 8 programs into a commander directed office and reached 100 percent inspection compliance.", "Managed cybersecurity for 388 network accounts, securing access to 87 million dollars of IT infrastructure.", "Directed 5 airmen in 1 million dollars of IT accountability, recovering 260 thousand dollars in flight equipment after identifying 86 discrepancies." ], "systemsTouched": "Network infrastructure, deployable communications equipment, IT compliance programs, and acquisition test fielding.", "skillsProves": [ "Requirements to capability translation", "Budget and resource management", "Acquisition support", "Stakeholder coordination" ], "whyItMattersInDefenseSales": "Sitting between operators, infrastructure, and a major acquisition program is the connective tissue role behind defense business development, capture support, and program management." }, { "id": "ew-scheduling-officer", "title": "Scheduling Officer, EC-130H Weapons Systems Officer", "organization": "U.S. Air Force, Air Combat Command", "location": "Davis-Monthan AFB, Arizona", "start": "2021-05", "end": "2022-06", "domains": [ "EW and EMSO", "Operations Planning", "Leadership" ], "summary": "Benjamin ran current operations scheduling for an EC-130H electronic warfare squadron, synchronizing flying hour execution, training, and readiness across multiple squadrons under hard deadlines.", "whatInvolved": "Orchestrating people, hours, and dollars across organizations so the mission stayed on track.", "accomplishments": [ "Guided a 24 member current operations flight, working with 3 squadrons to execute a 17.2 million dollar, 3,600 hour flying hour program for 194 members across 9 Air Force specialties.", "Executed the Air Force largest exercise, integrating with 89 aircraft and providing layered electronic attack effects for 2,200 joint members.", "Planned the first air to air data link target, coordinating non kinetic effects with 25 organizations and 5 aircraft types.", "Launched 2 public affairs outreach events, briefing 54 ROTC cadets and 30 police officers.", "Executed an immediate response force deployment, meeting combat training requirements for 3 aircraft and 110 personnel within 96 hours.", "Recognized as number 7 of 16 squadron lieutenants." ], "systemsTouched": "The flying hour program, training schedules, and large joint exercise planning.", "skillsProves": [ "Operations planning", "Resource synchronization", "Stakeholder alignment", "Scheduling" ], "whyItMattersInDefenseSales": "Orchestrating people, hours, and dollars across organizations under hard deadlines is the operational version of running a capture pipeline or a program schedule." }, { "id": "ew-wso-training", "title": "EC-130H Weapons Systems Officer, Initial Qualification", "organization": "U.S. Air Force, Air Combat Command", "location": "Davis-Monthan AFB, Arizona", "start": "2020-06", "end": "2021-01", "domains": [ "EW and EMSO", "Aviation" ], "summary": "Benjamin qualified as a Weapons Systems Officer on the EC-130H electronic attack aircraft, building the electromagnetic spectrum foundation that anchors his technical credibility.", "whatInvolved": "Earning the electronic warfare foundation the rest of the career builds on.", "accomplishments": [ "Completed 489.5 total training hours, including 198.5 academic hours, 38.5 mission flight hours, and 6 simulator sorties.", "Achieved a 96.1 percent academic average and a Q-1 evaluation with no downgrades on the checkride.", "Focused on tactical employment, crew resource management, communications, and intelligence capabilities for EC-130H operations." ], "systemsTouched": "EC-130H mission systems, tactical employment, and crew coordination.", "skillsProves": [ "Electronic warfare fundamentals", "Tactical employment", "Strong technical learning" ], "whyItMattersInDefenseSales": "The foundation in electronic warfare and electromagnetic spectrum operations, a domain now central to modern defense." }, { "id": "cso-ewo-training", "title": "Combat Systems Officer and Electronic Warfare Officer Training", "organization": "U.S. Air Force", "location": "NAS Pensacola, Florida", "start": "2018-09", "end": "2020-06", "domains": [ "Aviation", "EW and EMSO" ], "summary": "Benjamin completed undergraduate Combat Systems Officer and Electronic Warfare Officer training, the entry point of his aviation career.", "whatInvolved": "Earning the aviation and electronic warfare foundation.", "accomplishments": [ "Completed a Combat Systems Officer syllabus of 445.3 total hours, including 305.5 academic hours, 22 simulator events, and 6 flights.", "Completed an Electronic Warfare Officer syllabus of 356.6 total hours, including 285 academic hours, 26 simulator events, and 11 flights." ], "systemsTouched": null, "skillsProves": [ "Aviation fundamentals", "Electronic warfare fundamentals" ], "whyItMattersInDefenseSales": "The start of the aviation and electronic warfare career that gives Benjamin credibility with technical and operational customers." }, { "id": "real-estate-jmg", "title": "Executive Sales Consultant", "organization": "Jason Mitchell Group", "location": "Tucson, Arizona", "start": "2022-11", "end": "2025-09", "domains": [ "Sales", "Negotiation", "Client Advisory" ], "summary": "Benjamin closed residential real estate transactions while on active duty. This is direct, quota carrying sales experience.", "whatInvolved": "Owning a pipeline, negotiating to close, and advising clients through high stakes decisions.", "accomplishments": [ "Closed 10 residential transactions totaling 3.39 million dollars in sales volume in the Tucson market.", "Managed full cycle real estate operations, including market analysis, pricing strategy, negotiation, contract writing, and escrow coordination.", "Specialized in USDA eligible properties and first time homebuyer transactions, keeping compliance with MLS standards, Arizona regulations, and brokerage policies." ], "systemsTouched": "Market analysis, pricing strategy, contracts, and escrow coordination.", "skillsProves": [ "Full cycle deal closing", "Negotiation", "Client advisory", "Pipeline ownership" ], "whyItMattersInDefenseSales": "Direct proof that Benjamin can sell. He owned a pipeline, negotiated to close, and advised clients. This supports sales, technical sales, and business development roles." }, { "id": "founder-september-fair", "title": "Founder and CEO, September Fair LLC", "organization": "September Fair LLC", "location": "United States", "start": "2026", "end": "present", "domains": [ "Entrepreneurship", "Brand and Product", "Go to Market", "Portfolio Strategy" ], "summary": "Benjamin founded September Fair LLC in 2026 as the parent company for a portfolio of research driven digital brands and products. It builds on prior independent publishing and retail work he ran as a self employed founder.", "whatInvolved": "Building brands and products from zero and running them end to end.", "accomplishments": [ "Founded September Fair LLC in 2026 as the parent company for a portfolio of digital brands and research driven products, including ParksRadar, ChannelWake, and LegendHeading.", "Builds on prior self employed work, including founding an independent publishing and retail business in 2025 and publishing a children's book that sold 80 copies.", "Owns brand architecture, product development, go to market, and operations across the portfolio." ], "systemsTouched": "Brand architecture, product development, data pipelines, and operations.", "skillsProves": [ "Product judgment", "Go to market strategy", "Research driven product development", "Brand and narrative positioning" ], "whyItMattersInDefenseSales": "Founder range, building brands and products from zero, shows product judgment and go to market thinking that support founder, product operations, and business development roles." }, { "id": "skillbridge-transition", "title": "Air Force SkillBridge, Industry Transition", "organization": "U.S. Air Force SkillBridge", "location": "United States", "start": "2026-05", "end": "2026-07", "domains": [ "Program Management", "Project Management", "EW and EMSO" ], "summary": "Benjamin is on Air Force SkillBridge from 07 May to 12 July 2026, transitioning to industry with a focus on program management, project management, and electromagnetic spectrum operations.", "whatInvolved": "Bridging from active duty to industry while applying military program and operations experience to commercial work.", "accomplishments": [ "Approved for Air Force SkillBridge from 07 May to 12 July 2026." ], "systemsTouched": null, "skillsProves": [ "Transition readiness", "Program management", "Project management" ], "whyItMattersInDefenseSales": "The current transition phase. Benjamin is available now for defense sales, business development, program management, and related roles." } ] }