Professional History

Led the squadron's IT and deployable asset program while flying as a Weapons Systems Officer on the EC-130H Compass Call.

What this role involved

Owning a multimillion dollar asset portfolio, facilities, and cybersecurity accounts for the squadron.

What Benjamin did

• Managed $1.1M in IT and deployable assets, ensuring operational availability for 194 personnel across 7 wing organizations.
• Led a 3 member team deploying $100K in agile communication equipment and trained 4 custodians on asset accountability.
• Secured a $112K network modernization contract supporting the EA-37B operational test fielding.
• Oversaw a $21.9M facility renovation plan supporting a $2.2B acquisition program and directed a $546K renovation that increased workspace utilization 16 percent.
• Managed cybersecurity for 388 network accounts securing access to $87M in IT infrastructure.
• Directed 5 Airmen in $1M of IT accountability, recovering $260K in equipment after identifying 86 discrepancies.
• Consolidated 8 programs into a commander directed office with 100 percent inspection compliance.

Systems he touched

Network infrastructure, deployable communications equipment, IT compliance programs, and acquisition test fielding.

Skills this proves

Where this applies

Master Scheduler for the squadron's current operations, synchronizing the flying hour program across multiple squadrons.

What this role involved

Running the current operations schedule, currencies, and flight orders.

What Benjamin did

• Guided a 24 member current operations flight, working with 3 squadrons to execute a $17.2M, 3,600 hour flying hour program for 194 members across 9 Air Force specialties.
• Managed the current operations schedule, tracking annual currencies, training requirements, and flight orders.
• Overhauled squadron combat training mission kits, creating 1 new kit and revising 5, supporting 463 group aviators.
• Executed a rapid deployment meeting combat training requirements for 3 aircraft and 110 personnel within 96 hours.
• Led 2 public outreach events briefing 54 ROTC cadets and 30 police officers.

Systems he touched

The flying hour program, training schedules, and large joint exercise planning.

Skills this proves

Where this applies

Initial qualification training on the EC-130H Compass Call, an airborne tactical weapon system that disrupts enemy command and control communications.

What this role involved

Qualifying as a Weapons Systems Officer on the EC-130H.

What Benjamin did

• Completed 489.5 total training hours including 198.5 academic hours, 38.5 mission flight hours, and 6 simulator sorties.
• Focused on tactical employment, crew resource management, communications, and intelligence capabilities.
• Achieved a 96.1 percent academic average and a Q-1 evaluation with no checkride downgrades.

Systems he touched

EC-130H mission systems, tactical employment, and crew coordination.

Skills this proves

Where this applies

Undergraduate Combat Systems Officer Training, the Air Force course that produces rated Combat Systems Officers, followed by the Electronic Warfare Officer course. Conducted at NAS Pensacola, Pensacola, Florida.

What this role involved

Earning the aviation and electronic warfare foundation.

What Benjamin did

• 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.

Skills this proves

Where this applies

Survivability lead on the RQ-170 Sentinel, an unmanned reconnaissance aircraft that supports the joint forces commander.

What this role involved

Directing combat plan development, threat analysis, training, and aircraft safety, and leading a flight of Airmen.

What Benjamin did

• Serves as survivability lead, directing combat plan development, threat analysis, training, and aircraft safety.
• Assistant Flight Commander for 22 Airmen across 8 Air Force specialties, managing career development, mentorship, and recognition.
• Led 3 squadron exercises that trained 54 aircrew on 3 new tactics, techniques, and procedures.
• Selected for Flight Lead upgrade and for the wing Flight Leadership seminar.

Systems he touched

Mission planning products, threat and survivability analysis, and squadron training.

Skills this proves

Where this applies

Owned the squadron training enterprise for the RQ-170 Sentinel, rebuilding throughput, syllabi, and upgrade readiness.

What this role involved

Designing and running the squadron's training program end to end.

What Benjamin did

• Created a training plan that increased squadron training output 54 percent in under a year.
• Cut excess training requirements 55 percent and reduced attrition from 23 percent to 2.1 percent.
• Organized 1,503 instructional hours across 6 syllabi and qualified 6 new combat mission ready aviators at a 97.8 percent event completion rate, earning a Team of the Quarter award.
• Identified 7 training deficiencies and instituted quarterly structured solutions, producing a 62.5 percent reduction in waiver usage for upgrades.
• Restructured 4 syllabi to align training priorities with future requirements.

Systems he touched

Six training syllabi, the upgrade and qualification process, and the metrics that govern aircrew production.

Skills this proves

Where this applies

Standardized mission planning products and tactics aids across the RQ-170 enterprise.

What this role involved

Turning ad hoc procedures into standard, repeatable products.

What Benjamin did

• Revamped mission planning products and created an RQ-170 aircrew aid that sped decision making across the enterprise.
• Converted procedural techniques into standardized processes, streamlining enterprise operations.

Systems he touched

Aircrew planning aids, standard operating procedures, and enterprise decision workflows.

Skills this proves

Where this applies

Formal Training Unit qualification for the RQ-170 Sentinel, an unmanned reconnaissance aircraft.

What this role involved

Initial qualification training for the RQ-170 weapon system.

What Benjamin did

• Completed a 307 hour formal training syllabus including 102 academic hours, 51 simulator hours, and 14 flight hours.
• Mentored 19 students on tactics, techniques, and procedures, preparing 8 new RQ-170 aircrews.

Systems he touched

Academics, simulator, and flight qualification for the RQ-170 mission.

Skills this proves

Where this applies

Benjamin closed residential real estate transactions while on active duty. This is direct, quota carrying sales experience.

What this role involved

Owning a pipeline, negotiating to close, and advising clients through high stakes decisions.

What Benjamin did

• 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.

Systems he touched

Market analysis, pricing strategy, contracts, and escrow coordination.

Skills this proves

Where this applies

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.

What this role involved

Building brands and products from zero and running them end to end.

What Benjamin did

• 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.

Systems he touched

Brand architecture, product development, data pipelines, and operations.

Skills this proves

Where this applies

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.

What this role involved

Bridging from active duty to industry while applying military program and operations experience to commercial work.

What Benjamin did

• Approved for Air Force SkillBridge from 07 May to 12 July 2026.

Skills this proves

Where this applies