Jessica McGovern & Natalie Milosevic
Kind of Crushing It
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 her...
Author
Jessica McGovern & Natalie Milosevic
Category
Podcast website
Latest episode
Jul 8, 2026
Where to listen?
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Episodes
Smile, look smart, don't cry 08.07.2026 24:31
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 not mean success for you. They reflect on career vs motherhood, and the pressure to constantly bala...
Perfect, no more 01.07.2026 33:54
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 standards doesn't mean lowering your standards. You'll hear about: 1️⃣ The difference between preparation a...
The career pause panic 25.06.2026 40:32
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 pressure to "stay valuable". You'll hear about: 1️⃣ The fear of falling behind after a career pause 2️⃣...
Overthinking: My Least Productive Full Time Job 16.06.2026 40:30
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 looping thoughts, and how overthinking can become tied to deeper fears around judgement, control and self...
Yes, I cried. No, I'm not sorry. 29.05.2026 26:23
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 sometimes tears have absolutely nothing to do with the situation in front of you. You'll hear about: 1️...
Red Flags, White Flags and Career Scars 22.05.2026 36:32
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 show up at work, and why so many high performers end up tying their self-worth to their output. Along t...
Finding Purpose (After your work bestie abandons you for a better job) 14.05.2026 22:41
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 jobs easier, the guilt that can come with leaving a team you care about, and why career decisions need t...
Taking the blame (and learning to drop it) 07.05.2026 40:37
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 damaged your confidence. They explore how blame can feed perfectionism, risk-aversion, and resentment,...
Dear 25-year-old me: Stop apologising (and maybe drink more water) 01.04.2026 21:28
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 episode is a candid reflection on the habits, beliefs, and pressures that shape us early in our careers. ...
The corporate character I played, before I found myself again. 18.03.2026 26:27
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 language of people we see as "successful", even when it doesn't feel natural. From firm handshakes and footb...
I'm not a big deal (and that's fine...mostly) 11.03.2026 33:03
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 best" gets shaped early, through school, uni, grades, and ladders, and then follows us into the workpl...
Yes, I'm the Engineer 04.03.2026 41:42
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 workforce. They also explore the more complicated layers, how much of this is gender, how much is personality,...
The value you bring: Spoiler, it's not just sitting in meetings 26.02.2026 31:35
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 your strengths, qualities, and passions can completely change how you show up in your career. They ta...
Should I stay, should I go, or should I slide sideways 19.02.2026 21:32
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 choice. In this honest and insightful episode, they share personal stories from their own "stay, go, and s...
Failure is feedback (but it still sucks in the moment) 11.02.2026 28:45
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. Through laughter and honesty, they explore why failure stings so much, how quickly our minds jump to cata...
Life Plot Twist: Your Career Isn't Linear! 04.02.2026 36:00
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 careers, and how letting go of the "perfect plan" can open the door to opportunities you couldn't have plann...
Self-awareness. It's like therapy, but you don't have to pay 28.01.2026 35:41
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 signalled something had to change, from sleepless nights and anxious spirals to tight shoulders and...
Success, but make it yours. 21.01.2026 28:04
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 fulfilment, balance, and purpose. It's honest, funny, and maybe a little too relatable for anyone who's eve...
Accidental Allies: Messy careers turned friendship (and then a podcast) 21.01.2026 9:19
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 between get unpacked with honesty, humour, and a healthy dose of real talk. In this episode, Jessica a...
Welcome to Kind of Crushing It 16.01.2026 2:00
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 redefining success, one real conversation at a time. Honest. Relatable. Refreshingly real...
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