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🎙️ Episode 107 – Hercules to Hawgs: Flying at Both Ends of the Fight with Col. Derek “Woody” Oaks.
Welcome aboard the 107th sortie of the Lessons from the Cockpit Show I’m Lt Col Mark Hasara, USAF (Ret.), KC-135 Weapons Officer and your pilot for today’s mission. I’ve flown jets, built war plans, and stayed hopelessly addicted to aviation for over 60 years.
This week?
You're in for one hell of a ride. After two attempts, we finally locked in this high-value target: Col. Derek “Woody” Oaks, a pilot who flew both ends of the Air Force spectrum—from hauling cargo in the C-130 Hercules and C-17 Globemaster III, to packing a serious punch in the A-10 Warthog. Not many can say they went from tactical airlift to tactical CAS... but Woody can. And he’s got the stories, scars, and lessons to prove it. We break down: Life in the Herc and what it takes to fly into dirt strips under fire Transitioning to the Warthog and how it changes your view of airpower Lessons in leadership, flying under pressure, and staying adaptable when missions shift fast.
This one’s pure jet fuel—don’t miss it.
🛫 Fuel the Flight Deck – Join the All Ranks Club Love aviation stories like this? Want more insider access? Join the All Ranks Club and help keep the podcast mission-ready. Every dollar goes to better interviews, better gear, and keeping the jets airborne. At the Coin Holder ($5), Designated Driver ($15), or Buy the Bar ($50) levels, you unlock:
🎧 Private Zoom calls to talk jets, war stories, and leadership
❓ Group Q&As—go deeper into what you love
🍻 Virtual Bar Nights with me and fellow air-minded warriors
📦 A 10-pack of exclusive 7-inch aircraft stickers—yep, dishwasher safe
🪙 Help design our All Ranks Challenge Coin
🎁 Want to surprise the aviation nut in your life? Gift a membership
➡️ Give the Gift of Flight
🛡️ Join now: 👉 Patreon – All Ranks Club
🛩️ Join the hangar crew on Discord:
👉 Hop in Here 💸 Refuel the Show Directly Drop some gas in the tank through Venmo: ➡️ @Mark-Hasara Your support helps us stay airborne and keep these stories flying.
🎨 Wall Pilot – Aviation Art You Can Stick Anywhere Support the show and deck out your walls with custom-drawn aircraft art. Wall Pilot creates: 4, 6, and 8-foot vinyl prints of your favorite warbirds 158+ ready-to-print aircraft profiles Custom builds with your name, tail flash, and loadout Whether you flew the F-4, love the F-22, or want your dad’s old P-51 on the wall—we’ve got you covered.
🎯 Order yours now: ➡️ Shop Ready-to-Print 🎯
Want something custom? ➡️ Design Your Dream Jet Perfect for hangars, offices, man caves, or squadron walls. Order 2 or 3 and fuel the show with every print.
🔥 Next Week’s Mission Brief I’m flying solo next week—breaking down current events and the future of airpower: B-2s in Diego Garcia A-10s in the UAE Chaos in Yemen and the Pacific A deep dive into the F-47 NGAD and the Tanker/Mobility gap nobody’s talking about Air bridges and power projection today?
Not like Iraqi Freedom... it’s uglier.
Strap in.
Thanks for flying with me. Subscribe, share, support—help us keep telling these stories.
And remember… Nobody Kicks Ass Without Tanker Gas… NOBODY!
5
1010 ratings
🎙️ Episode 107 – Hercules to Hawgs: Flying at Both Ends of the Fight with Col. Derek “Woody” Oaks.
Welcome aboard the 107th sortie of the Lessons from the Cockpit Show I’m Lt Col Mark Hasara, USAF (Ret.), KC-135 Weapons Officer and your pilot for today’s mission. I’ve flown jets, built war plans, and stayed hopelessly addicted to aviation for over 60 years.
This week?
You're in for one hell of a ride. After two attempts, we finally locked in this high-value target: Col. Derek “Woody” Oaks, a pilot who flew both ends of the Air Force spectrum—from hauling cargo in the C-130 Hercules and C-17 Globemaster III, to packing a serious punch in the A-10 Warthog. Not many can say they went from tactical airlift to tactical CAS... but Woody can. And he’s got the stories, scars, and lessons to prove it. We break down: Life in the Herc and what it takes to fly into dirt strips under fire Transitioning to the Warthog and how it changes your view of airpower Lessons in leadership, flying under pressure, and staying adaptable when missions shift fast.
This one’s pure jet fuel—don’t miss it.
🛫 Fuel the Flight Deck – Join the All Ranks Club Love aviation stories like this? Want more insider access? Join the All Ranks Club and help keep the podcast mission-ready. Every dollar goes to better interviews, better gear, and keeping the jets airborne. At the Coin Holder ($5), Designated Driver ($15), or Buy the Bar ($50) levels, you unlock:
🎧 Private Zoom calls to talk jets, war stories, and leadership
❓ Group Q&As—go deeper into what you love
🍻 Virtual Bar Nights with me and fellow air-minded warriors
📦 A 10-pack of exclusive 7-inch aircraft stickers—yep, dishwasher safe
🪙 Help design our All Ranks Challenge Coin
🎁 Want to surprise the aviation nut in your life? Gift a membership
➡️ Give the Gift of Flight
🛡️ Join now: 👉 Patreon – All Ranks Club
🛩️ Join the hangar crew on Discord:
👉 Hop in Here 💸 Refuel the Show Directly Drop some gas in the tank through Venmo: ➡️ @Mark-Hasara Your support helps us stay airborne and keep these stories flying.
🎨 Wall Pilot – Aviation Art You Can Stick Anywhere Support the show and deck out your walls with custom-drawn aircraft art. Wall Pilot creates: 4, 6, and 8-foot vinyl prints of your favorite warbirds 158+ ready-to-print aircraft profiles Custom builds with your name, tail flash, and loadout Whether you flew the F-4, love the F-22, or want your dad’s old P-51 on the wall—we’ve got you covered.
🎯 Order yours now: ➡️ Shop Ready-to-Print 🎯
Want something custom? ➡️ Design Your Dream Jet Perfect for hangars, offices, man caves, or squadron walls. Order 2 or 3 and fuel the show with every print.
🔥 Next Week’s Mission Brief I’m flying solo next week—breaking down current events and the future of airpower: B-2s in Diego Garcia A-10s in the UAE Chaos in Yemen and the Pacific A deep dive into the F-47 NGAD and the Tanker/Mobility gap nobody’s talking about Air bridges and power projection today?
Not like Iraqi Freedom... it’s uglier.
Strap in.
Thanks for flying with me. Subscribe, share, support—help us keep telling these stories.
And remember… Nobody Kicks Ass Without Tanker Gas… NOBODY!
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