From Air Force to Cloud Engineer with Jordan McConnell

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 other
WHO 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 generic
CONNECT 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.
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TranscriptManuel Martinez: Welcome everyone. My name is Manuel Martinez and this is another episode of Career Downloads where each episode I basically hit the refresh button, bring on a different guest to learn more about the background and their experiences to help you pick up some actionable advice that you can use as you’re managing your own career. For today’s episode, I have with me Jordan McConnell. He and I connected recently through LinkedIn. I’ve looked at his profile, a lot of what he had doing. He is in the FinOps world now, which is something that I’ve been introduced in my current role. We got to talking. We met up in person. Great guy has his own podcast about something completely different, which we’ll touch on in this conversation, just the blend of your personal life and then your professional life. Just some of the challenges around that. With that, I’ll introduce Jordan.

Jordan McConnell: Hey Manuel. Thank you so much for having me. I’m grateful to be here.

Manuel Martinez: I’m excited to talk a little bit more about you. I know you and I have shared some of those details, but for you to share that with other people who may or may not be going through the same thing, but something similar. I think in every conversation, there’s always something we can take away from something that somebody said.

Jordan McConnell: I definitely agree.

Manuel Martinez: So if you can start by telling us a little bit about what your current role is and some of the responsibilities.

Jordan McConnell: Definitely. So I work for a company called New American Funding. They’re a mortgage lender based out of southern California. They actually just won, I think – they won a lot of awards recently. They’re one of the best companies to work for in the United States. They’re one of the best companies for women to work for the United States. One of the best mortgage lenders to work for in the United States. I’m beyond grateful to work for them. I’m a cloud engineer for them. What that means is so when people go to their jobs and log in, like manual, password, those kind of things. I work on all the stuff, infrastructure behind that to allow people to do their jobs everyday.

Manuel Martinez: And it’s – It’s interesting, right? Because a lot of times people don’t realize all the work that goes behind. They’re just like, “I log in. It either works or it doesn’t.” There’s so much more behind that.

Jordan McConnell: Definitely. I’ve learned that throughout my career. There’s behind the veil, kind of a Wizard of Oz behind the curtain. There’s so much going on. For people that are interested in this career field, there’s so much to learn. That’s kind of why I got into FinOps, is that I was working on just regular infrastructure, like log into your computer stuff. I was really interested in the cloud. I worked on different certifications. I got – a little tangent, but I was introduced at a dinner for a guy from Salesforce. I learned that this person was managing $100 million, something like that, like a month in cloud spend. He was telling me, “Hey, Jordan, have you heard of FinOps?” I’m like, “No, I haven’t.” He’s like, “What is it?” That’s how to optimize resources and how to save money to provide the maximum business value to an organization. That sounds like something that, to me, saving money or making money for an organization is how you stay in business. With that person’s lead, I got my FinOps practitioner certification. I got my FOCUS analyst certification. I went to the FinOps X conference in San Diego last year. I met a lot of great people over there, too. This year I had a great time. I took all that knowledge. I took those certifications and all that knowledge with me. I was able to take that to a new American funding. I was given the opportunity about 90 days after, 90, 120 days after I got there to pitch, to propose, I should say, a cost savings plan to the CISO of New American Funding himself. Folks listening out there, and actually that entire journey was self-funded and believing in myself. That’s probably one of the biggest things I wanted to talk about is just having fai