Straighten Up and Fly Right Podcast

Kenny T

Straighten Up and Fly Right is an aviation lifestyle podcast built around real conversations with pilots,  entrepreneurs, aviation professionals who have learned to perform under pressure. It shares the stories and path many took to achieve success in the challenging world of aviation.  Hosted by Kenny T, n, Air Force officer, speaker,  Co-foundder of Legacy Flight Academy and founder of Kilo Tango Aviation.   The show dives into the stories behind the cockpit, the lessons  and the mindset required to navigate adversity, growth, and success. Every episode is focused on authentic conversations, aviation culture, mentorship, resilience, and the pursuit of excellence. This is more than aviation.This is leadership, legacy, discipline, and purpose. New episodes featuring:• Aviation and military stories• Leadership conversations• Career and mentorship advice• Real-world lessons from high performers• The culture and legacy of aviation Presented by Legacy Flight AcademyPowered by Kilo Tango Aviation

Episodes

  1. 2d ago

    The “Now What?” Phase of Being a Pilot -Dwayne Quick

    What happens when the career you’ve planned your entire life suddenly isn’t an option? Kenny T sits down with longtime friend and FedEx First Officer Dwayne Quick to talk about a career in aviation that went almost nothing like the original plan. Dwayne grew up around military aviation with one goal: become an Air Force fighter pilot. After years of pursuing that path, medical barriers forced him to pivot and figure out an entirely different route into professional aviation. That journey eventually took him through flight instruction, the airlines, international widebody flying, American Airlines, and ultimately FedEx.  Pasted text They get into the part of becoming a pilot that doesn’t get talked about enough: the “now what?” stage after earning your ratings, building hours when progress feels slow, choosing the right opportunities, networking without burning bridges, and knowing when you need a mentor versus a coach. Dwayne also shares a sobering story about an inadvertent IMC encounter in a general aviation aircraft that developed into a steep spiral after instrument failures. It became a powerful lesson about proficiency, overconfidence, get-there-itis, and why being qualified does not always mean being prepared.  Pasted text They also discuss balancing professional flying with marriage and young children, career sacrifices, staying motivated, and why closed doors don’t necessarily mean you’re on the wrong path. 00:00 Introducing Dwayne Quick 01:49 Growing Up Around Military Aviation 04:58 The Fighter Pilot Dream and Medical Roadblocks 08:10 Discovering Civilian Aviation 10:34 Rebuilding the Plan After the Military Path Closed 12:27 Financing Flight Training and Taking the Risk 15:51 Flight School, Checkrides, and Learning Through Failure 17:49 The “Now What?” Phase After Earning Your Ratings 20:40 Staying Motivated During the Time-Building Grind 23:39 Networking, Career Decisions, and Avoiding Burned Bridges 26:00 When Mentorship Becomes a Crutch 27:36 Coaching Pilots Through Nontraditional Career Paths 30:07 Mentorship vs. Coaching 32:30 Why Some Aspiring Pilots Don’t Make It 36:06 Balancing Family Life and a Professional Flying Career 40:47 Favorite Aircraft and Flying Experiences 41:59 A Dangerous Inadvertent IMC Encounter 45:03 Get-There-Itis, Proficiency, and Lessons Learned 48:07 Staying Motivated and Giving Back 50:12 Final Thoughts and Closing Straighten Up and Fly Right is brought to you by Kilo Tango Aviation.

  2. Aug 5

    The $100K Bet That Changed Everything | Michael Christopher

    Kenny T sits down with regional airline pilot Mike Christopher in Dallas to explore how a college accounting graduate became a jet-flying pilot in just three years. Mike shares his unconventional journey through the American Airlines Cadet Program, the $100,000 investment required to go from zero flight hours to certified pilot, and how a conversation with his older brother in medical school shifted his mindset from "taking on debt" to "investing in himself." This episode breaks down what cadet programs actually are, the timeline from first flight to regional captain seat, and why Mike's story challenges the myth that you need to be a genius or astronaut to become a pilot. Perfect for anyone considering aviation as a career path or curious about the modern pipeline to the airlines. 00:00 Introduction and Show Overview 01:15 Who is Mike Christopher: Background and Current Role 02:30 The Unexpected Career Pivot: From Accounting Degree to Aviation Dreams 05:45 Childhood Dreams: NFL Wide Receiver vs. Pilot 07:20 How They Met: Fraternity Connection and First Conversation 09:15 What Are Cadet Programs: Airlines' Direct-to-Pilot Pathway 11:45 The Six Major Airline Cadet Programs Explained 14:00 Understanding the Investment: $100,000 Loan for Flight Training 16:30 The Conversation with His Brother: Reframing Debt as Investment 19:45 Accountant Mentality Meets Aviation Risk: Time Value of Money 22:15 How Flight School Funding Works: Loans, Deposits, and Payment Structure 24:45 Biggest Benefit of Full-Time Focus: Aviation 24/7 27:00 The Timeline: July 2022 to September 2025 - Three Years to the Cockpit 30:15 Remarkable Coincidence: Accepted and Hired Exactly Three Years Apart 32:00 Flight Training Reality Check: Easier and More Different Than Expected

  3. Jul 28

    When It Gets Hard, You Find Out Who Really Wants It | Aaron Jones

    Colonel Aaron Jones shares his remarkable journey from witnessing a max-performance F-15 takeoff in Okinawa as a ninth grader to commanding the 49th Fighter Training Squadron at Columbus Air Force Base. In this episode, Jones discusses his 20-year career as a fighter pilot, his transition to leadership roles, and his passionate work with Legacy Flight Academy—a nonprofit dedicated to introducing underrepresented youth to aviation. The conversation covers what inspired him to pursue military aviation, the pivotal role models and programs that shaped his path, and practical insights on when and how young people need to start preparing for competitive military academies. Jones emphasizes the critical importance of early exposure, mentorship, and representation in aviation, while offering guidance on the academic, physical, and character components necessary for success at the Air Force Academy. 00:00 Introduction: Colonel Aaron Jones and His Mission 01:15 Who Is Colonel Aaron Jones? Career Overview and Legacy Flight Academy 04:30 Maryland Roots: From High School to Air Force Academy 05:45 Pilot Training Journey: Moody to Laughlin 06:30 First Assignment and the F-15E Strike Eagle 08:00 Commander of the 49th Fighter Training Squadron 10:15 What Is Introduction to Fighter Fundamentals Training? 12:45 The Tuskegee Airmen and His Mother's Influence 14:00 The Pivotal Moment: F-15 Takeoff in Okinawa 18:30 From Ninth Grade Inspiration to Academy Preparation 21:00 Why Early Exposure Matters for Academy Competitiveness 23:45 Building a Foundation: JROTC, Civil Air Patrol, and Character Development 26:15 Timeline Reality: When Is It Too Late to Pursue the Academy? 28:30 Exposure, Mentorship, and Breaking the Representation Gap

  4. Jul 14

    He Took an 80% Pay Cut to Become an Airline Pilot | Alex Cole

    What would make an accomplished Air Force pilot walk away from a successful career at Boeing and take an 80% pay cut to start over? For Alex Cole, it came down to knowing what he really wanted and refusing to eliminate himself before someone else had the chance to say no. In this episode of Straighten Up & Fly Right, Alex shares a remarkable aviation journey that began with seeing the SR-71 as a kid in Okinawa and eventually took him through the U.S. Air Force Academy, pilot training, the RC-135 Rivet Joint, presidential airlift, Boeing, the regional airlines, and ultimately the left seat as a 737 captain. But the résumé is only part of the story. Alex talks candidly about missing out on the pilot slot he expected, nearly washing out of pilot training because of airsickness, applying for opportunities other people thought were out of reach, and questioning whether he was good enough to become an airline pilot even after years of military flying. He also shares what it was like supporting presidential and senior government airlift missions, including flying Vice President Dick Cheney and First Lady Michelle Obama, and why precision takes on an entirely different meaning when the President's schedule is involved. Today, Alex continues giving back as a board member with Legacy Flight Academy, helping expose young people to aviation and opportunities they may never have imagined for themselves. His message is simple: Don't self-eliminate. Let them tell you no. 00:00 Introduction to Alex Cole and the 89th Airlift Wing  01:15 Origin Story: The SR-71 Habu and Childhood Dreams in Okinawa  04:30 High School Years and the Air Force Academy Decision  06:45 Missing the Pilot Pipeline: Desert Storm Budget Cuts and Disappointment 09:20 Civil Engineering as a Different Path  11:00 The Unexpected Benefits of Taking Another Route  13:15 Finally Getting to Pilot Training and the RC-135 Rivet Joint Assignment  15:30 Returning to Okinawa as an Operations Officer  17:45 Coming Full Circle: Back to Where It All Started  19:30 The DV Airlift Opportunity and Crossing Commands  21:45 The Power of Not Self-Eliminating  24:00 Advice to Young Applicants: Let Them Tell You No  26:30 The Two-Day Interview Process for Presidential Airlift

  5. Jun 30

    From Football Dreams to Air Force Pride: Ryan Nichols' Journey of Deliberate Excellence

    Ryan Nichols, born and raised in San Antonio, sits down to share his unlikely path from aspiring football player to dedicated Air Force serviceman. After a coach's reality check revealed he was never actually accepted to college, Ryan made the pivotal decision to enlist at Lackland Air Force Base in October 1998. In this episode, he opens up about the culture shock of basic training, his unexpected selection as dorm chief, and the profound influence of the three strong women who shaped his work ethic. The conversation digs deep into the information gaps that plague single-parent households and underserved communities—the very challenges that Legacy Flight Academy and Kilo Tango Aviation seek to address. Ryan's story is a testament to resilience, intentional growth, and the power of mentorship in transforming lives. Listen as he unpacks how life's detours can lead to purpose. 00:00 Introducing the Straighten Up & Fly Right Podcast 01:15 Ryan Nichols: Background and San Antonio Roots 02:45 The High School Crossroads: ROTC vs. Football 03:30 The College Plan That Never Was 05:00 Enlisting in the Air Force at Lackland 06:15 First Day of Basic Training: The Reality 08:00 Unexpected Leadership: Selected as Dorm Chief 09:30 Tech Sergeant Schreiber's Lasting Impact 11:15 Why Information Gaps Fail Our Youth 13:45 Single Parents and the Knowledge Gap 15:30 The Three Strong Women Who Built His Foundation 18:00 Work Ethic Instilled by His Mother and Grandmother 20:15 Limited Counselor Support in Underserved Schools 22:00 Lack of Representation in STEM and Aviation Careers

  6. Jun 23

    If You’re Not Making a Million, Don’t Talk About It

    What separates high performers from everyone else? In this episode of Straighten Up and Fly Right, Kenny T sits down with former Navy SEAL Jake Zweig for an unfiltered conversation about mentorship, leadership, discipline, and building a life of purpose. Jake shares his incredible journey from a difficult childhood to the U.S. Naval Academy and the Navy SEAL Teams. Along the way, he explains how mentors changed the trajectory of his life and why he's dedicated the rest of his career to helping others become military officers, pilots, special operations candidates, and leaders. The conversation covers what it really takes to become a Navy SEAL, why so many people fail before they ever begin, how mentorship opens doors that talent alone cannot, and why discipline, preparation, and accountability matter more than motivation. Whether you're pursuing military service, aviation, business, or simply trying to become the best version of yourself, this episode is filled with practical lessons on leadership, resilience, and success. CHAPTERS 00:00 Growing Up and Early Adversity 00:55 Meet Jake Zweig 02:23 Childhood, Family, and Hardship 06:09 Learning to Read and Finding Direction 08:20 The Naval Academy Journey 15:18 Becoming a Navy SEAL 18:20 Why Mentorship Changes Lives 22:05 Learning From Failure 26:43 Building Future Leaders 31:07 The Rules of Mentorship 32:22 Everybody Wants to Be a Navy SEAL 35:29 What It Really Takes to Become a Military Pilot 38:04 Building the Next Generation Through Mentorship 40:49 Raising Kids With Purpose 42:12 If You're Not Making a Million, Don't Talk About It 43:41 Why Taking Action Matters 47:24 Building a Community of Mentors 50:40 The Best Career Advice You'll Ever Receive 54:24 Opening Doors Through Mentorship 57:58 Parenting, Leadership, and Accountability 1:00:25 Final Thoughts If you enjoyed this conversation, please like, subscribe, and share. New episodes feature military leaders, airline pilots, entrepreneurs, and high performers sharing the lessons that shaped their careers. #JakeZweig #NavySEAL #Leadership #Mentorship #Discipline #Success #MilitaryLeadership #Aviation #Pilot #PersonalDevelopment #StraightenUpAndFlyRight #LegacyFlightAcademy

  7. Jun 8

    From Air Force Acquisitions to Airline Pilot: TC’s Career Change, Flight Training Lessons & Leadership

    TC shares how he went from a military-brat upbringing and a failed plan to play football into Air Force ROTC at UTSA, ultimately becoming an acquisitions officer—work he describes as broad “cradle to grave” program management with lots of paperwork, meetings, and long timelines. Around the 10-year mark and facing career-pressure options he didn’t want, he began flight training as a hobby in Los Angeles, researched the airline shortage, and chose to separate in 2019 with his wife’s support despite some family resistance. He explains funding flight training using the GI Bill through a school with San Antonio affiliates, joining the reserves, and navigating COVID-era training. TC details key lessons—begin with the end in mind, expect a non-linear path, show up prepared, and ask questions—plus setbacks during instrument training, growth as a flight instructor, and success in a demanding regional airline training pipeline. Now a reservist and airline first officer, he describes what he loves about the job, what’s still “work,” how military leadership and initiative translate to the cockpit, and why representation in aviation matters. 00:00 Meet TC and Background 01:07 ROTC Into the Air Force 01:55 Choosing Acquisitions 03:35 What Acquisitions Really Is 05:12 Special Ops Simulator Project 06:20 Who Thrives in Acquisitions 07:43 Ten Year Crossroads 09:44 Discovering the Pilot Path 11:32 Funding the Career Change 15:08 Family Support and Comfort Trap 18:21 Flight Training Lessons 22:52 Instrument Rating Reality Check 25:19 Checkride Wake-Up Call 26:10 Learning to Stay Calm 28:08 Why Instructing Rocks 29:27 From Bitter to Happy 32:05 Cadet Program Strategy 34:38 Regional Training Mindset 38:09 Airline Pilot Reality 40:39 Military Lessons in the Cockpit 46:25 Representation Matters 47:47 Advice and Wrap-Up

  8. Jun 8

    U-2 Pilot Kris "Judge": From F-16 Poster to 737 Captain

    Kenny T interviews Kris, a pilot from Louisiana who trained at Louisiana Tech, joined the Air Force, and flew C-130s, the M-28 Skytruck, PC-12s, Cessna 208s, and ultimately the U-2 Dragon Lady before retiring and becoming a United Airlines 737 captain. Judge explains how seeing an F-16 poster led him to join ROTC, credits mentor CMSgt Edward Fowler for instilling discipline, and shares why he loves general aviation, including owning a Piper Comanche 250 and building an RV-8. He confirms the earth is round, describes why the U-2 is the toughest airplane to land and the space-suit/oxygen process, and recounts an emergency where a failed bleed-air/environmental system caused severe cockpit cold, memory loss, and near hypothermia before a safe landing. He closes with advice: “maintain aircraft control,” and a mantra about turning dreams into goals and achievements. 00:00 Meet Kenny T and OC 00:48 From Cessnas to U2 02:53 Is the Earth Round 03:41 F16 Poster Spark 07:27 ROTC Mentor Lessons 08:41 Why General Aviation 10:16 Cross Country GA Trip 11:38 U2 Interview and Landing 15:33 Why Choose the U2 17:09 Suiting Up Process 21:12 12 Hour Solo Missions 21:51 U-2 Suit Risks 22:31 Cold Mission Launch 23:58 Systems Fail and Freeze 28:08 Emergency Descent Chaos 29:07 Memory Loss in Clouds 30:42 Landing While Hypothermic 32:59 Hypothermia Debrief Lessons 34:11 Pilot Takeaways and Root Cause 36:47 From U-2 to Airlines 38:47 Representation and Mentoring 42:42 Dreams to Goals Mantra 43:25 Wrap Up and Farewell

  9. Jun 8

    Eyes Above the Horizon: How Legacy Flight Academy Introduces Underserved Youth to Aviation

    Experience Eyes Above the Horizon, Legacy Flight Academy's signature aviation event that is changing lives through the power of flight. In this episode, you'll go behind the scenes of a free, full-day aviation experience where students ages 11–19 explore STEM, leadership, aviation careers, and the legacy of the Tuskegee Airmen before taking their very first flight in a real aircraft with a certified flight instructor. Throughout the day, students participate in hands-on STEM activities, learn about aerodynamics, weather, aircraft systems, aviation maintenance, air traffic control, and career opportunities throughout the aviation industry. They also develop leadership, teamwork, and confidence through interactive activities inspired by the courage and legacy of the Tuskegee Airmen. The experience culminates with every student taking to the skies in a general aviation aircraft, creating a life-changing moment that many never imagined possible. Legacy Flight Academy is a 501(c)(3) nonprofit organization dedicated to inspiring, developing, and mentoring the next generation of aviation professionals through education, mentorship, and access to opportunity. If you believe aviation can change lives, please like, subscribe, and share this episode to help us reach more students and communities. CHAPTERS 00:00 Aviation Changes Lives 01:07 Program Overview 01:59 Hands-On STEM Activities 03:39 Cloud in a Bottle Demonstration 04:13 Why STEM Matters 05:36 Leadership & the Tuskegee Airmen Legacy 08:06 College & Aviation Career Pathways 08:37 Aircraft Maintenance Hangar Tour 10:40 First Flight Experience 11:42 Student Reactions & Building Confidence 14:07 Inside a C-32 Aircraft 14:41 The Legacy Flight Academy Mission 16:19 Final Thoughts & How You Can Help #LegacyFlightAcademy #EyesAboveTheHorizon #Aviation #STEM #TuskegeeAirmen #YouthAviation #FuturePilots #Nonprofit #AviationEducation #FlightTraining

About

Straighten Up and Fly Right is an aviation lifestyle podcast built around real conversations with pilots,  entrepreneurs, aviation professionals who have learned to perform under pressure. It shares the stories and path many took to achieve success in the challenging world of aviation.  Hosted by Kenny T, n, Air Force officer, speaker,  Co-foundder of Legacy Flight Academy and founder of Kilo Tango Aviation.   The show dives into the stories behind the cockpit, the lessons  and the mindset required to navigate adversity, growth, and success. Every episode is focused on authentic conversations, aviation culture, mentorship, resilience, and the pursuit of excellence. This is more than aviation.This is leadership, legacy, discipline, and purpose. New episodes featuring:• Aviation and military stories• Leadership conversations• Career and mentorship advice• Real-world lessons from high performers• The culture and legacy of aviation Presented by Legacy Flight AcademyPowered by Kilo Tango Aviation