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The Grey Areas Podcast with Kelsey Donlon

The Grey Areas Podcast with Kelsey Donlon

By: Kelsey Donlon
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About this listen

The Grey Areas Podcast with Kelsey Donlon is ready to disrupt corporate America! This is a space for candid conversations and deep dives into the complexities of the workplace. The mission: to empower women with transparent, inspiring narratives and challenge the status quo in corporate culture.

Grey Areas is a safe, non-judgemental digital platform, podcast and community that inspires and empowers women to navigate the grey areas in the workplace. So what does that mean? Well, the ‘grey area’ is an ill-defined situation…or in other words, it’s murky AF. Kelsey is here to help make this vague situation, much clearer. This community and podcast will hold corporations, executives and Human Resources accountable by leveraging legal education, transparency, and shared stories to drive change.

Each episode will tackle aspects of the grey area; managing anxiety in the workplace, tension between coworkers or managers, understanding employer boundaries, working with HR in an appropriate and effective way, navigating job loss, and so much more. So tune in, to hear Kelsey and her guests share a wealth of information and to be part of a safe space for people who have a hard time navigating the toxic workplace.

Let’s navigate grey areas, together!

© 2025 The Grey Areas Podcast with Kelsey Donlon
Career Success Economics Management Management & Leadership Social Sciences
Episodes
  • The Legal Wake-Up Call Every Founder Needs: Danielle Stead Blanton on Protecting What You’re Building
    Jul 10 2025

    Welcome back to The Grey Areas Podcast! Today’s guest is Danielle Stead-Blanton, attorney, business strategist, and founder of DSB, a modern legal and consulting firm for creatives, wellness professionals, and female founders. Danielle’s no-fluff approach helps entrepreneurs build protected, scalable businesses without the intimidation of traditional law firms.

    In this episode, Danielle shares how she left Big Law burnout behind to create a business rooted in strategy and structure. We dive into hiring pitfalls, contract myths, and how to finally step into your CEO role with confidence, clarity, and a whole lot less chaos.

    Highlights Include:
    • 03:44 – Danielle shares the jaw-dropping comment from a managing partner that made her realize corporate law was never going to be a safe space.
    • 08:32 – What burnout really looked like, and the personal moment that sparked Danielle’s decision to leave it all behind.
    • 12:45 – From fitness instructor to founder: how Danielle used her legal background to build a thriving business that meets founders where they are.
    • 19:28 – Why you’re never too early for legal help, and how one hour with the right attorney can save you 10+ hours, and thousands of dollars, later.
    • 27:09 – The real risks of hiring contractors vs. employees, and the legal missteps that can sink a small business.
    • 42:43 – Danielle’s approach to helping clients find their voice, stand in their power, and navigate hard conversations like a CEO.
    • 54:09 – Cubicle Confession: Danielle advises a social media consultant struggling with slow sales and offers a game plan to make her offers more sustainable.

    This episode is packed with practical advice and powerful encouragement to help you run your business with more structure, more confidence, and way less fear.

    Danielle’s Links:
    Instagram: @danielle.stead
    TikTok: @daniellesteadblanton

    Kelsey's Links For You:
    Website
    Grey Areas Instagram
    Kelsey's Instagram
    LinkedIn
    TikTok

    Show More Show Less
    59 mins
  • Inside Active Burnout Recovery with Ex-Corporate Lawyer Kay Costa
    Jun 25 2025

    Welcome back to The Grey Areas Podcast! In this powerful episode, I’m joined by Kay Costa, former attorney, first-gen professional, and the creator behind In Lieu of Laundry, where she documents her real-time recovery from corporate burnout. After five years of practicing law and realizing her career was no longer aligned with her values or well-being, Kay made the courageous decision to step away and start fresh.

    Kay opens up about the emotional and physical toll of her legal career, how burnout quietly creeps in, and what it truly means to heal without a roadmap. We dive deep into identity loss, societal pressure, and the courage it takes to rewrite your story. Now, through honest storytelling and an unfiltered online presence, Kay’s redefining success and helping others feel less alone along the way. This episode is for anyone who’s ever felt stuck in a “dream job,” burned out by expectations, or scared to pivot. Kay’s story will remind you that walking away is sometimes the bravest thing you can do, and it’s just the beginning.

    Highlights include:
    • 02:15 – Kay shares how her career in law began at 19 and when she first started to feel out of alignment.
    • 12:19 – The challenge of detaching identity from career after years of being “the lawyer girl.”
    • 19:08 – Why Kay chose to document her burnout recovery online and how it’s helping others do the same.
    • 25:38 – What healing from burnout really looks like day-to-day, from joy to panic.
    • 36:34 – Redefining rest and refusing hustle culture: Kay’s approach to true recovery.
    • 47:33 – Cubicle Confession: Advice for a lawyer feeling stuck, burnt out, and scared to leave it all behind.

    Kay Costa’s Links:
    TikTok: @inlieuoflaundry
    Instagram: @inlieuoflaundry

    Kelsey's Links For You:
    Website
    Grey Areas Instagram
    Kelsey's Instagram
    LinkedIn
    TikTok

    Show More Show Less
    53 mins
  • Colin Rocker Gets Real: The Career Creator You Wish You Had at 22
    Jun 18 2025

    Welcome back to The Grey Areas Podcast! This week, I’m joined by Colin Rocker, executive coach, keynote speaker, and the founder of For The First, a vibrant community built to support ambitious, first-generation professionals. Colin’s journey from corporate consulting to creating a multi-platform brand is filled with intentional pivots, candid lessons, and powerful insights for anyone rethinking the traditional path to success.

    In this episode, Colin breaks down what it truly means to design a career on your own terms. We discuss the importance of authenticity, how to network with purpose, and the art of using storytelling as a professional tool. Colin shares strategies for overcoming the fear of visibility, navigating layoffs with confidence, and becoming impossible to overlook, even in systems not designed for you.

    Highlights include:
    • 02:51 – Colin reflects on the moment that sparked his transition from consulting to full-time creator.
    • 05:38 – What it means to be a “career creator” and how to build a working life that works for you.
    • 08:21 – How Colin navigated being laid off one week before his son was born and used it as fuel for reinvention.
    • 11:49 – The “Monkey Bar Method” for turning networking conversations into meaningful opportunities.
    • 18:55 – The three major hurdles first-gen professionals face: scarcity mindset, self-promotion, and leverage.
    • 24:21 – Why young professionals fear self-promotion and how to overcome internal and external barriers.
    • 47:21 – Cubicle Confession: A dependable employee feels invisible, Colin’s advice on how to go from overlooked to seen.

    Whether you’re a creator, first-gen professional, or just feeling stuck in a career that doesn’t fit, this episode offers both practical strategies and empowering mindset shifts to help you reclaim your career on your own terms.

    Colin Rocker’s Links:
    TikTok, Instagram, YouTube, LinkedIn: @Careercolin
    Community: For The First – Instagram @forthefirsts

    Kelsey's Links For You:
    Website
    Grey Areas Instagram
    Kelsey's Instagram
    LinkedIn
    TikTok

    Show More Show Less
    52 mins
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