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Choose Courage Inc.

Choose Courage Inc.

Written by: Vivianne Castillo
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We're reimagining business and workplace experiences with we-aint-afraid-to-go-there conversations. Choose Courage Inc. is an experience designed for leaders, entrepreneurs, and visionaries who are ready to break free from outdated norms and build workplaces, experiences, and businesses where people, creativity and courage come first.Vivianne Castillo
Episodes
  • Ep 61 | The Questions You're Afraid to Ask (ft. Rachael Dietkus, Behzod Sirjani and Vincent Brathwaite)
    Jun 7 2026

    This is the season three finale of Choose Courage Inc., and it's a live panel recording from The Walkout. Vivianne sits down with Rachael Dietkus, Behzod Sirjani, and Vincent Brathwaite to move through the questions people were too afraid to ask out loud: about fear and risk, about readiness, about money, about identity, and about the weight of where we come from.

    This is a conversation that ends the season the way it was meant to: together.

    In This Episode:

    • Why fear that's warning you tends to get more specific when you look directly at it, and what to do with that list.
    • The difference between uncertainty and risk, and why we keep collapsing them into the same feeling.
    • Why "I wasn't ready" is almost always the honest answer, and why that doesn't mean you shouldn't go.
    • What happens between day 30 and 60 after leaving, and why that emotional unraveling is actually a sign your body finally feels safe.
    • How to price your work when your entire sense of worth has been shaped by institutions that underpaid you.
    • The hidden cost of borrowed identity, and what it means when the panic of losing a logo tells you how much of yourself you quietly handed over.
    • Why grief can do bad math for us, and the only way to find out those years were ever really yours to begin with.
    • What it looks like to break generational chains, not by rejecting where you came from, but by moving with the same boldness your parents had to survive.

    You don't build a self from scratch.The company just rented you the storefront and let you forget that you're you.

    Clarity comes through doing, not waiting.And this journey was never meant to be a solo one.

    _________

    •Follow Vivianne on LinkedIn for more reflections on courage, entrepreneurship, and building a life that actually fits you.

    •More on Rachael Dietkus LCSW: Rachael is an internationally recognized leader in trauma-informed design, civic tech ethics, and care-centered public interest technology. As founder of Social Workers Who Design, she works at the intersection of design, social work, and systems change, helping organizations build ethical, sustainable, and trauma-responsive practices that support both people and impact.

    Vincent Brathwaite is a Caribbean American multi-disciplinary design leader, educator, and speaker. For the past two decades, he has worked to transform communities through disruptive design thinking. Driven by integrity, empathy, kindness, courage, and resilience, his mission is to design experiences that help leaders positively impact the world.

    Behzod Sirjani is a consultant who is regularly sought out to navigate complex challenges, whether that's helping a fast-growing startup drive growth or a large public company restructure their innovation practice.

    Through Yet Another Studio, Behzod partners with companies ranging from small startups to industry leaders like Figma and Dropbox to build and scale research practices that drive better decision-making and growth. He is also a Program Partner at Reforge, where he built the "User Insights for Product Decisions" and "Effective Customer Conversations" programs and a venture partner at el cap.

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    1 hr and 42 mins
  • Ep 60 | Revisited: Why Leaving Corporate Is a Discipline of Hope
    May 24 2026

    In this replay from The Walkout, Vivianne sits with the question underneath so much corporate exhaustion: is the problem you, or the system you're trying to survive? She names the real tension at the center of staying stuck, the difference between what you genuinely can't change and what you've simply stopped believing you can.

    This is a reframe of what security, hope, and walking out actually mean.

    In This Episode:

    • Why most people aren't afraid of leaving, they're experiencing learned helplessness, and why that's something you can work with

    • The difference between helplessness and powerlessness, and why naming it matters

    • Why security isn't something you're given, it's something you build

    • How hope works less like a feeling and more like a discipline, a muscle, a set of choices

    • What it actually means for hope to need a plan, a path, and people

    • The hidden cost of mistaking stagnation for stability, paid in identity, skills, time, health, and freedom

    • Why anger, when it's honest, is information and not something to suppress (and why courage is what it needs next)

    You're allowed to stop frantically mopping and reach for the plug. You're allowed to treat financial planning as a way to make hope durable, not as a lack of faith. And you're allowed to see grief as a hallway, a transition space, not a place to take up residence.

    _________________

    Resources Mentioned:

    • Join The Walkout — a 2.5-day experience for UX and tech professionals exploring entrepreneurship.

    • Follow Vivianne on LinkedIn for more reflections on courage, entrepreneurship, and building a life that actually fits you.


    Show More Show Less
    43 mins
  • Ep 59 | Revisited: How to Detox from Corporate: 10 Habits You Must Unlearn
    May 17 2026

    If you’ve left corporate but still feel stuck thinking like an employee, this replay is for you.

    Vivianne breaks down the hidden habits corporate trains into us and how those same patterns quietly sabotage entrepreneurship, creativity, pricing, boundaries, and growth.

    Because leaving your job is one thing.
    Detoxing from the mindset is another.


    In This Episode:

    • The difference between leaving corporate and actually thinking like an entrepreneur.
    • Why so many founders are unknowingly rebuilding another version of the cage they escaped.
    • The 10 toxic corporate habits that quietly sabotage entrepreneurship.
    • How approval-seeking, overworking, and perfectionism follow people into business.
    • Why pricing too low is often a symptom of undervaluing yourself.
    • The danger of measuring success by busyness instead of impact.
    • Why “playing small to stay safe” slowly kills momentum.

    Vivianne also shares practical reframes and replacement habits to help you start building differently.


    If you’ve been stuck in overthinking, waiting for permission or trying to build something new with the same habits that burned you out … This episode will resonate.

    If this replay helped, share it with someone still detoxing from corporate thinking.

    _____________

    • Join The Walkout — a 2.5-day experience for UX and tech professionals exploring entrepreneurship and building something of their own.
    • Follow Vivianne on LinkedIn for more reflections on courage, entrepreneurship, and designing a life that actually fits you.
    Show More Show Less
    39 mins
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