From Air Force to Cloud Engineer with Jordan McConnell | Ep068

Episode Information

Show NotesWhat does it look like to build a tech career when no one hands you anything?Jordan McConnell ran network operations at Langley Air Force Base with a top-secret clearance, supporting 100,000 people across 15 bases. When he left active duty, the civilian job market didn’t care about any of that. So he took help desk calls getting yelled at, rebuilt from the bottom, and funded every step of his own career development without waiting for an employer to do it for him. That journey eventually landed him at the Cosmopolitan Las Vegas – where HR wrote a solutions architect role specifically for him – and later at New American Funding as a Cloud Engineer doing FinOps work he discovered at a dinner and taught himself on his own time and his own dime.This conversation also goes somewhere most tech career podcasts don’t. Jordan has lived with Crohn’s disease for 17 years, had multiple major surgeries, and still shows up every day. He talks honestly about how chronic illness shapes the way he works, why it became a source of fuel rather than a reason to stop, and what he wants other people living with invisible illness to know.WHAT JORDAN DOES NOW:Jordan is a Cloud Engineer at New American Funding, a nationally recognized mortgage lender based in Southern California. He holds FinOps Practitioner and FOCUS Analyst certifications along with several Microsoft Azure credentials, and he pitched a cost-savings plan to the company’s CISO within 90 to 120 days of joining.KEY TAKEAWAYS FROM THIS CONVERSATION:Self-fund your career when no one else willJordan bought his own certifications and paid out of pocket to attend FinOps X in San Diego. New American Funding hired him because he showed up with six months of self-directed learning they hadn’t asked for.Closed mouths don’t get fedHe told the managing director of a Las Vegas news station that his childhood dream was to be a weatherman. His 11-year-old son got a full behind-the-scenes tour. He told a CISO at an executive dinner he was always looking for opportunity. That conversation eventually became a job offer.Ego is not your amigoAfter being laid off from MGM Resorts, Jordan posted publicly on LinkedIn asking for help finding a job. A month later he had one. Humility opened the door his resume hadn’t.People don’t earn your respect, they lose itJordan starts every relationship with trust and respect given. He keeps his baseline consistent, treats the CEO and the janitor the same way, and lets people’s behavior over time tell him who belongs in his circle.It’s easy to do hard things when you’re always doing hard thingsLiving with Crohn’s disease for 17 years has meant daily symptoms and multiple major surgeries. Jordan describes it as fuel – when you’re always uncomfortable, doing uncomfortable things gets easier.TOPICS COVERED:• Discovering FinOps through a dinner conversation and pivoting on the spot• Self-funding certifications and attending a national conference out of pocket• “Closed mouths don’t get fed” – how speaking up created real opportunity• Air Force career: top-secret clearance, Langley AFB, supporting 100,000 people• Going from Staff Sergeant to help desk calls getting cursed at• Day 91 of a 90-day contract: badge stopped working, week before Christmas• Getting 5 Azure certifications in 12 months without waiting for permission• Being the only engineer at a table full of CISOs and CTOs• The Cosmopolitan Las Vegas: becoming the first solutions architect• Living with Crohn’s disease for 17 years and choosing not to use it as a crutch• Building your inner circle through discernment and honest feedback• Character vs. reputation: you don’t control one, but you control the otherWHO THIS EPISODE IS FOR:• Tech professionals who are self-funding their own career development and want to know it pays off• Veterans transitioning from military to civilian tech roles who feel like they’re starting over• Anyone living with a chronic illness or invisible condition navigating a professional career• Engineers who want to move into leadership or management roles• People who’ve been laid off and aren’t sure whether to ask for help publicly• Anyone who wants to get better at networking without keeping it genericCONNECT WITH JORDAN McCONNELL:LinkedIn: https://www.linkedin.com/in/jordanbmcconnell/ABOUT CAREER DOWNLOADS:Career Downloads explores technology careers through conversations with professionals who share their journeys, lessons learned, and practical advice. Hosted by Manuel Martinez, each episode exposes listeners to different technology roles and helps them manage their own careers more successfully. New episodes release every Tuesday.Connect with Career Downloads:Website: https://careerdownloads.comLinkedIn: https://www.linkedin.com/company/career-downloadsYouTu