Whiskey Tango FM

Brad Sines
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Whiskey Tango FM is a veteran-led show about the military-to-civilian transition. The tradeoffs, risks, and work of figuring out who you are again as you build a deliberate life after service. It’s about what the transition really looks like behind the curtain. Career decisions, reinvention, leadership in civilian spaces, and the stuff nobody brings up in separation briefs. A Rompus Media production. © 2026 Rompus LLC. All rights reserved.

Episodes

  1. 6D AGO

    Six Months to Figure It Out — with Keith Dupont

    Keith Dupont left the Army after a strong run as a top-rated company commander and battalion operations officer. What followed was a compressed transition, 100 job applications, and... silence.  We talk through what that actually felt like, where the process broke down, and what ultimately helped Keith find traction. This is a grounded look at transition from someone who went through it in real time.  A Rompus Media production.  © 2026 Rompus LLC. All rights reserved.

    33 min

  2. MAR 19

    Burn the Boats — with Kyle Packard

    Kyle Packard and I get into what actually creates leverage after service, what people get wrong about money and planning, and why a lot of vets are in a much stronger position than they realize.  Kyle — Army strategist, CFP®, and entrepreneur — breaks down what actually matters: pension, optionality, business ownership, and why blindly following advice will box you in.  A Rompus Media production.  © 2026 Rompus LLC. All rights reserved.

    51 min

  3. MAR 1

    Field Notes 04: This Must Be The Place

    The wrong map. The wrong assumptions. The wrong expectations.  In this Field Notes episode we move from diagnosing the environment to owning your position inside it: speed, risk, timing, tradeoffs, and the decisions that only belong to you.  If the terrain feels disorienting, it’s because you were handed the wrong map. Start where you’re actually standing.  A Rompus Media production. © 2026 Rompus LLC. All rights reserved.

    23 min

  4. MAR 1

    Field Notes 03: The Machinery

    Endless advice. Endless engagement. No accountability...  In this Field Notes episode, we examine the military transition “industry”: the attention loops, the placement pipelines, and the incentives, money, and grift that shape what veterans are told.  Look closely at who the military transition industry actually serves.  A Rompus Media production. © 2026 Rompus LLC. All rights reserved.

    20 min

  5. MAR 1

    Field Notes 02: The Trap

    A senior title. A respected logo. Proximity to power. But the scope, authority, and compensation don’t match what you’ve already demonstrated you can do.  In this Field Notes episode, we unpack how prestige can mask a step down, why veterans keep getting encouraged to “take the step-down role,” and why that trade almost never corrects itself later.  A Rompus Media production. © 2026 Rompus LLC. All rights reserved.

    22 min

  6. MAR 1

    Field Notes 01: The Lie

    We’ve been handed a story about the military-to-civilian transition... one that sounds clean, seamless, and inevitable. It rarely is.  In this first Field Notes episode, we unpack the myth of the “perfect landing,” why so many capable veterans feel lost, and how expectation quietly turns into frustration.  If your transition hasn’t gone according to plan, you’re not broken. You’re just operating inside a narrative that doesn’t match reality.  A Rompus Media production. © 2026 Rompus LLC. All rights reserved.

    20 min
  • 6 Episodes

About

Whiskey Tango FM is a veteran-led show about the military-to-civilian transition. The tradeoffs, risks, and work of figuring out who you are again as you build a deliberate life after service. It’s about what the transition really looks like behind the curtain. Career decisions, reinvention, leadership in civilian spaces, and the stuff nobody brings up in separation briefs. A Rompus Media production. © 2026 Rompus LLC. All rights reserved.

Information

  • Creator
    Brad Sines
  • Years Active
    2K
  • Episodes
    6
  • Rating
    Explicit
  • Copyright
    © 2026 Rompus LLC. All rights reserved.
  • Show Website
    Whiskey Tango FM