Kind of Crushing It
by Jessica McGovern & Natalie Milosevic
Kind of thriving. Kind of overwhelmed. Totally still trying. Welcome to Kind of Crushing It, the podcast for anyone who's ever wondered, "Is it just me?" Spoiler: it's not. Two friends and former corporate colleagues navigate career curveballs, bold moves, leadership lessons, and the stuff no one puts on LinkedIn. Whether you're just starting out or stuck in the messy middle of your career, this podcast helps you start (or restart) on the right foot. Tune in for the lessons they've learned the hard way, the questions they're still asking, and the laughs they need to keep going. They're not here to tell you to hustle harder, they're two, undercaffeinated, overstimulated, friends speaking their truth. It's honest. It's awkward. It's Kind of Crushing It.
Episodes
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Venting: Feel it. Then deal with it.
Jessica and Nat unpack why venting isn't the problem, staying stuck in it is. From workplace frustrations to the stories we tell ourselves after something goes wrong, they explore why letting your emotions out can be healthy, as long as it leads to reflection, learning and action instead of...
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Expectations: Don't assume, align.
Jessica and Nat unpack what happens when people think they are working towards the same outcome but are operating from completely different expectations. From client briefs and delegated tasks to performance and deadlines, they explore why completing what was asked does not always mean you have...
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Feedback: What if they're right?
Jessica and Nat unpack why the positive feedback we dismiss might be the most valuable data we receive. From tall poppy syndrome to workplace culture, they explore why so many of us struggle to recognise our own strengths, and how accepting positive feedback can build confidence, develop your...
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Impact: Busy or Efficient?
Jessica and Nat unpack the difference between being busy and being efficient at work. From overflowing to-do lists to delegation, systems and decision-making, they explore how easy it is to mistake activity for progress. They reflect on what it really means to work efficiently, focus on the tasks...
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Boundaries: Your Permission to choose
Jessica and Nat unpack boundary setting beyond simply learning to say no. From over-responsibility and people-pleasing to feeling responsible for everyone and everything around you, they explore how easy it is to slip into the habit of automatically saying yes. They reflect on why healthy...
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Perfectionism: When Near Enough Is Good Enough
Jessica and Nat unpack perfectionism in the workplace and how it can gradually drain your energy, time and impact. From impossible standards to spending far too much effort on tasks that don't require it, they explore how perfectionism can disguise itself as caring, commitment and hard work. They...
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Imposter Syndrome: Waiting To Be Found Out
Jessica and Nat unpack imposter syndrome beyond the buzzword. From over-preparing and over-analysing to talking yourself out of opportunities before you've even applied, they explore how self-doubt can quietly shape the decisions you make at work. They reflect on the difference between confidence...
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Fashionably late to the party
Jessica and Nat unpack the shift from chasing "work-life balance" to creating a work-life blend that actually fits real life. Inspired by Balance Is B.S.: How To Have A Work. Life. Blend. by Tamara Loehr, they reflect on missed birthdays and weekend overtime, while exploring what finally helped...
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Smile, look smart, don't cry
Jessica and Nat unpack the exhausting contradictions women often face in the workplace, from being told to be ambitious but humble, and confident but never arrogant. Inspired by Greta Gerwig's Barbie movie monologue, they explore how constantly changing to meet everyone else's expectations might...
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Perfect, no more
Jessica and Nat unpack perfectionism, people-pleasing, and the exhausting pressure to get everything "right". From stained shirts to perfectly aligned arrows, they explore how easy it is to tie self-worth to performance, appearance and outcomes. They reflect on why letting go of impossible...
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The career pause panic
Jessica and Nat unpack the fear of stepping away from your career and what it means for your identity, progression and future goals. From hypothetical spirals to the very real fear of losing momentum after time away, they explore how easy it is to tie your worth to constant progression and the...
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Overthinking: My Least Productive Full Time Job
Jessica and Nat unpack the exhausting cycle of overthinking. From harmless "optioneering" to 3 AM worry spirals, they explore the difference between useful preparation and fear-driven thinking. They reflect on the pressure to have all the answers, the mental overload that comes with constant...
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Yes, I cried. No, I'm not sorry.
Jessica and Nat unpack the reality of crying at work, from bathroom breakdowns to emotional performance reviews and resignation tears that felt more like a breakup than a career move. They explore the pressure to stay composed, why emotional expression is often mistaken for weakness, and how...
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Red Flags, White Flags and Career Scars
Jessica and Nat dive into the workplace moments that seem to stick with you forever. Awkward feedback, burnout spirals, public call-outs, and tiny comments your brain somehow decided to archive for the next 15 years. They unpack how perfectionism, overworking, and self-doubt can shape the way we...
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Finding Purpose (After your work bestie abandons you for a better job)
Jessica and Nat unpack the surprisingly emotional experience of watching your work bestie leave. From workplace "abandonment issues" to questioning whether you actually like your job, they explore how easy it is to confuse comfort with alignment. They reflect on the friendships that make hard…
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Taking the blame (and learning to drop it)
Jessica and Nat unpack the exhausting cycle of blame culture, when mistakes happen at work and everyone rushes to find someone responsible. From being blamed, to blaming themselves, to catching themselves doing it to others, they reflect on how easy it is to repeat the very behaviours that once...
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Dear 25-year-old me: Stop apologising (and maybe drink more water)
Kind of on Purpose Series: Jessica and Nat take a lighter, reflective turn as they look back on what they wish they could tell their 25-year-old selves, with a mix of humour, hindsight, and hard-earned perspective. From apologising and perfectionism to simply remembering to drink water, this...
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The corporate character I played, before I found myself again.
Kind of on Purpose Series: Join Jessica and Nat as they unpack the corporate "character" they both played early in their careers, the mask they thought they had to wear to fit in, be taken seriously, and succeed at work. In this episode, they explore how many of us copy the behaviours and…
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I'm not a big deal (and that's fine...mostly)
Kind of on Purpose Series: Join Jessica and Nat as they unpack the weird, relatable tension of wanting to feel "successful", while also learning to be okay with not being the standout, the unicorn, or the person who's good at everything. In this episode, they explore how the pressure to be "the...
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Yes, I'm the Engineer
Jessica and Nat interrupt Series 1 for a special International Women's Day episode, and it's a mix of laugh out loud moments and real reflection. From being mistaken for "the note taker", to comments about fashion choices, they reflect on how quickly confidence can drop once you hit the…
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The value you bring: Spoiler, it's not just sitting in meetings
Kind of on Purpose Series: Jessica and Nat unpack a topic that many of us quietly struggle with: understanding and articulating the real value we bring to our work. Beyond qualifications and job titles, or always being the reliable note-taker in meetings, this episode explores how clarity around...
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Should I stay, should I go, or should I slide sideways
Kind of on Purpose Series: Jessica and Nat dive into one of the biggest questions in any career: how do you know when it's time for a change? Whether it's staying put, making a sideways move, or walking away entirely, they explore the emotions, fears, and self-reflection that come with each…
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Failure is feedback (but it still sucks in the moment)
Kind of on Purpose Series: Jessica and Nat tackle one of the toughest parts of personal and professional growth, failure. From career missteps and awkward feedback moments to full-blown "I want to disappear" days, they unpack what it really means to fail forward and find lessons in the mess....
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Life Plot Twist: Your Career Isn't Linear!
Kind of on Purpose Series: Jessica and Nat are back with a conversation that challenges one of the biggest myths in career life: that your path needs to be straight, planned, and predictable. In this episode, they unpack the twists, pivots, and detours that often shape the most meaningful…
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Self-awareness. It's like therapy, but you don't have to pay
Kind of on Purpose Series: Join Jessica and Nat as they unpack why self-awareness is the not-so-glamorous but absolutely foundational starting point for personal development, leadership, and navigating life without feeling constantly overwhelmed. In this episode, they share the moments that first...
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Success, but make it yours.
Kind of on Purpose Series: A series about navigating the messy middle with a little more awareness, a little less panic, and a lot more alignment. Join Jessica and Nat as they dive into how their definition of success has changed over time. From chasing promotions and perfection to finding...
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Accidental Allies: Messy careers turned friendship (and then a podcast)
Kind of on Purpose Series: A series about navigating the messy middle with a little more awareness, a little less panic, and a lot more alignment. Join Jessica and Nat as they kick off the very first episode of Kind of Crushing It, the podcast where career wins, face plants, and everything in...
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Welcome to Kind of Crushing It
Kind of thriving. Kind of overwhelmed. Totally still trying. Kind of Crushing It is the podcast for anyone stuck in the messy middle of their career. We're two friends sharing honest lessons, bold moves, and the unspoken stuff no one puts on LinkedIn. It's not about hustling harder, it's about...
About this show
Kind of thriving. Kind of overwhelmed. Totally still trying. Welcome to Kind of Crushing It, the podcast for anyone who's ever wondered, "Is it just me?" Spoiler: it's not. Two friends and former corporate colleagues navigate career curveballs, bold moves, leadership lessons, and the stuff no one puts on LinkedIn. Whether you're just starting out or stuck in the messy middle of your career, this podcast helps you start (or restart) on the right foot. Tune in for the lessons they've learned the hard way, the questions they're still asking, and the laughs they need to keep going. They're not here to tell you to hustle harder, they're two, undercaffeinated, overstimulated, friends speaking their truth. It's honest. It's awkward. It's Kind of Crushing It.
Hosted by
Jessica McGovern & Natalie Milosevic
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