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Pretty Philosophical

Author: Pretty Philosophical with Denée Seaton

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Pretty Philosophical with Denée Seaton isn’t really a podcast.

It’s her YouTube videos, in audio form; turned into sharp, voice-led reflections on the things most of us are silently working through: self-worth, ambition, identity, money, reinvention, femininity, and freelance life.

Sometimes it’s discipline, sometimes it’s relationships, sometimes it’s disappearing for six months and coming back as your highest self. But it always comes back to this:

How to live louder, freer, and more in alignment with the life that actually feels like yours.

Denée is a writer, marketer, and the founder of She Freelances™, (and a high-functioning romantic about becoming everything you know you’re meant to be).

If you’re obsessed with working on your mindset, your income, and your entire sense of self, I’m so glad you’re here.


I live rent-free in your ears now, no going backsies (;

49 Episodes
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Social media often portrays a lifestyle that's appealing but fragile beneath the surface. The 'soft life,' curated jobs, and consumerism can lead to dependence mistaken for freedom. In this episode, we explore the traps being sold to women, the risks of depending solely on a man or a paycheck, and why developing your own skills and income is the true insurance plan. 00:00:00: Intro00:01:53: The 'reality' of the soft life00:05:01: Consumerism & identity as a product00:08:49: The danger of relying on one job00:13:03: The real insurance plan: betting on yourself #softlife #financialindependence #consumerism #incomesecurity #self-reliance See show notes: https://inlet.fm/denee/episodes/68c5b1f4cb90fde9c2325346 Learn more about your ad choices. Visit podcastchoices.com/adchoices
Most people follow a path they didn't choose, often indoctrinated into “safe” careers and borrowed definitions of a “good life.” In our rapidly changing world, safety is often just a narrative. This episode explores how breaking away from the curated path and taking specific risks transformed my life: not applying for traditional jobs, moving across the world, and investing in mentorship, along with the sacrifice and discipline these choices entailed. 0:00: Intro1:18: Risk #1: Choosing Uncertainty5:30: Risk #2: Mentorship and the ROI9:39: Risk #3: Proximity12:37: Zooming Out #risk-taking #mentorship #lifetransformation #careerchange #investinginoneself See show notes: https://inlet.fm/denee/episodes/68bc776edaab9f50782c3353 Learn more about your ad choices. Visit podcastchoices.com/adchoices
Explore the concept of real security by visiting this link. If you lost your job tomorrow, what would your plan be? Many people might rush to update their resume and hope for interviews. However, in this episode, I share an alternative path: building a multi-six-figure freelance business. This isn't about quitting your job to earn $10k/month online. It's a detailed guide on creating income security on your own terms. I'll discuss the first skill I marketed, how I attracted clients, and the simplicity of freelancing as a way to maintain income in a dynamic labor market. 0:00: What would your plan be if you got laid off?1:07: How freelancing changed everything for me2:01: Free work, cringe networking, and strategic positioning5:15: The importance of solving real problems6:54: The 3 steps that built my freelance business13:04: Why this is true security in the new economy #freelancing #incomesecurity #freelancebusiness #realsecurity #dynamiclabormarket See show notes: https://inlet.fm/denee/episodes/688baff3ed27aafa94d7d1b8 Learn more about your ad choices. Visit podcastchoices.com/adchoices
In this episode, we explore why saying 'I'm confident' or 'I'm enough' every morning doesn't truly change your self-perception. Find out why affirmations alone can't solve low self-esteem issues. Confidence isn't derived from mantras but from self-trust. If you consistently break promises to yourself, no number of sticky notes on the mirror will help. We discuss: — Why affirmations fail if you're not honest with yourself— How confidence is built through evidence, not pretense— The small daily promises that can either erode or build self-trust— Why you still struggle with self-acceptance despite countless 'I am enoughs' 0:00: Intro0:55: Why fake it till you make it always cracks2:50: Confidence is just a track record4:23: Keeping promises to yourself6:53: Why you still don’t feel confident #affirmations #self-esteem #confidence #self-trust #self-acceptance #personalgrowth See show notes: https://inlet.fm/denee/episodes/68a75f7afb236390d1db348c Learn more about your ad choices. Visit podcastchoices.com/adchoices
Learn how to build a $10k/month freelance business with actionable steps. Explore why overthinking is a trap and taking action is the key to change. This episode uncovers how to break free from paralysis and why momentum outweighs clarity. If you've been stuck in a cycle of just contemplating rather than doing—be it freelancing, fitness, or any other endeavor—consider this your wake-up call to start taking action. Check out the freelance crash course for more insights. 0:00: Introduction0:48: Why you feel stuck2:54: The only way to break paralysis3:43: Motion vs inertia5:03: Easy choices = hard life7:15: Change your life in the next 10 min #freelancebusiness #overthinking #action #momentum #paralysis #change See show notes: https://inlet.fm/denee/episodes/68aca572aa89d2a2cc055a38 Learn more about your ad choices. Visit podcastchoices.com/adchoices
This episode marks the first Q&A dilemma session where I address your questions on ambition, discipline, identity, relationships, freelancing, and more. Topics covered include: Why balance is a myth and obsession is essential Knowing when to cut people off and detach Living for your parents versus building your own life The difference between wanting a life and wanting its aesthetic Why self-respect might mean disappointing the right people Creating loops to make discipline sustainable Freelancing as an ideal business model when you start with nothing Surviving the transition to self-employment Check out She Freelances, a female-only community and program, starting with a free course: She Freelances Want me to cover your dilemma next time? Submit here: Submission Form 00:00:00: Intro00:01:05: Cutting people off & detachment00:06:08: Balance, FOMO & perfectionism00:11:50: Making new friends00:17:59: Living for your parents vs. building your own life00:22:27: Surviving the pivot into entrepreneurship00:25:37: Why freelancing is the best business model when you have nothing #ambition #discipline #identity #relationships #freelancing #balance #self-respect #entrepreneurship See show notes: https://inlet.fm/denee/episodes/68b33cf82cc5fa2730288f21 Learn more about your ad choices. Visit podcastchoices.com/adchoices
In this episode, we explore why the urge to 'save' others—be it friends, partners, or family—can drain your energy and disrupt your peace. Acting as an emotional sponge does not make you more virtuous or loyal; rather, it can lead to resentment, burnout, and fictitious narratives. We discuss: How your savior complex impacts relationships The disguise of people-pleasing as empathy The fine line between caring and overburdening yourself How to plant seeds of change without imposing on others' lives Listen on Spotify or Apple. 0:00: Intro: You don’t get peace from saving people1:18: People-pleasing vs projection3:38: The false storylines we create4:19: Why fixing others ruins relationships5:04: Empathy vs savior complex7:00: How to show up without carrying everything #saviorcomplex #relationships #people-pleasing #empathy #emotionalburnout #caringbalance See show notes: https://inlet.fm/denee/episodes/68a36afa0d6f07ccac1ce785 Learn more about your ad choices. Visit podcastchoices.com/adchoices
If you're looking to make $10K per month freelancing, this guide offers a step-by-step process to achieve high earnings as a freelancer in just 18 months. This girl-coded freelancing guide cuts through common misconceptions and aims to provide the fastest path to becoming a successful freelancer. Whether you're new to freelancing or trying to expand your client base, you'll learn how to price your services, create attractive offers for premium clients, and avoid common pitfalls that keep many freelancers underpaid. This tutorial covers: How to quickly acquire freelance clients without needing a niche or website Setting freelance rates and packages to meet your income goals The most profitable freelance skills to focus on in 2025 Why conventional freelancing tips may slow your progress and what to do instead 0:00: My journey1:28: Why most freelance advice is trash2:25: The fast-track to premium clients4:14: Building your portfolio as a beginner7:00: Pricing for $10K/month8:39: You need to be a little delulu #freelancing #girl-codedguide #$10K/month #premiumclients #freelancerates #profitableskills #incomegoals #portfoliobuilding See show notes: https://inlet.fm/denee/episodes/689e250bf309a7472927bb52 Learn more about your ad choices. Visit podcastchoices.com/adchoices
In this episode, we delve into the reasons behind our widespread feelings of loneliness and the possible role of convenience culture in this phenomenon. Despite leading lives that seemingly don't require others, many of us feel disconnected. Building a community today involves proactive effort and showing up, even when it's inconvenient. We cover: The hidden costs of prioritizing convenience over connection. The functioning and success of traditional communities. The importance of actively participating in others' lives to combat loneliness. Strategies to rebuild your 'community muscle' in real life. 0:00: Intro: why loneliness feels so normal now1:26: Drastic times call for drastic measures2:08: What old-school community actually looked like3:57: The uncomfortable truth about wanting community7:09: Community is built on obligation8:15: Practical ways to make friends #loneliness #community #connection #convenienceculture #friendship #traditionalcommunities #communitybuilding See show notes: https://inlet.fm/denee/episodes/689a3074f164ddb84dbb4456 Learn more about your ad choices. Visit podcastchoices.com/adchoices
For years, I lived inside my head, obsessing over my appearance and how I was perceived by others. This exhausting cycle stole years from me. In this episode, we explore what it means to be consumed by your inner world, how self-consciousness becomes a self-perpetuating loop, and the surprising freedom that emerges when you begin to focus outward. If you’ve ever felt trapped by overthinking, stuck in your own narrative, or overwhelmed by shame and self-analysis, this episode is for you. 00:00: I used to hate myself.01:36: No one’s thinking about you as much as you think.02:20: How inner narratives distort your reality.03:03: Why we get addicted to negative thoughts.04:20: The exhausting loop of mental self-sabotage.05:17: How everything changed once I looked outward.06:14: Your brain needs space to think clearly.09:02: How to un-rot your brain and shift the story.11:07: Final thoughts. #self-consciousness #overthinking #innerworld #personalgrowth #mentalhealth See show notes: https://inlet.fm/denee/episodes/6887bb71aeee41ce120bf948 Learn more about your ad choices. Visit podcastchoices.com/adchoices
In this episode, we explore the impact of over-labeling everyday discomforts as trauma and how it can quietly undermine self-trust. Therapy culture has given us powerful language, but somewhere along the way, we stopped allowing difficulties to simply exist. Now, every inconvenience becomes a diagnosis, and every moment of discomfort is labeled a 'wound.' In trying to heal, many are unknowingly keeping themselves stuck. We discuss: The overuse of therapy language in everyday life How excessive self-awareness can backfire The emotional trap of building an identity around pain What it truly means to move on without creating a lifelong narrative Key moments include: [0:00] The trauma Olympics [1:17] Life isn't always good [2:37] The real definition of trauma [3:35] Emotional obsession [4:17] Trauma as aura [5:22] Identity loops & the cost of ruminating [5:59] My own experience with overprocessing [7:40] Where do we go from here? [9:10] 3 practical tips for self-regulation 0:00: The trauma Olympics1:17: Life isn't always good2:37: The real definition of trauma3:35: Emotional obsession4:17: Trauma as aura5:22: Identity loops & the cost of ruminating5:59: My own experience with overprocessing7:40: Where do we go from here?9:10: 3 practical tips for self-regulation #trauma #therapyculture #self-trust #emotionalawareness #healing #self-regulation See show notes: https://inlet.fm/denee/episodes/6894ea728bdb30994d412afb Learn more about your ad choices. Visit podcastchoices.com/adchoices
Discover the unexpected benefits of hate-watching and learn how to turn envy into self-awareness. In this episode, we explore the tension between admiration and judgment, revealing how those who trigger you might actually teach you about confidence, conviction, and your untapped potential. We discuss: Reframing envy for personal growth The value of spending time around people you disagree with The archetype that used to provoke strong reactions How to become the most unapologetic version of yourself Explore more about these insights and enhance your self-awareness journey! 00:00:00: Intro00:01:06: Feeling icky about judgment00:02:11: My first experience being a hater00:03:43: Turning envy into self-awareness00:05:04: Is it real jealousy or just a wake-up call?00:06:03: Everyone is a mirror00:07:22: Forcing yourself around people you don’t like00:09:09: 50k giveaway details #self-awareness #envy #confidence #personalgrowth #judgment #self-improvement See show notes: https://inlet.fm/denee/episodes/6890f5ed5d9273866c94f38f Learn more about your ad choices. Visit podcastchoices.com/adchoices
Discover how to embrace solitude and strengthen your relationship with yourself. This episode explores why silence may seem intimidating but reveals how it can help you trust your intuition, cut through the noise, and prioritize your own voice over the group chat. Instead of seeking distractions, focus on dedicating more time to yourself. Interested in freelancing? Check out shefreelances.com. 00:00: My lone wolf qualifications00:51: Why you need to be bored02:52: The truth about being independent06:39: Protecting your silence09:07: How to actually make decisions on your own #solitude #self-relationship #silence #intuition #decision-making #groupchat See show notes: https://inlet.fm/denee/episodes/6839cf09ceb4f2b706e646d4 Learn more about your ad choices. Visit podcastchoices.com/adchoices
Discover why I refrain from drinking, frequently delete apps, and choose to wear the same outfit weekly. This episode delves into building a routine that protects energy, reduces distractions, and maintains focus without experiencing burnout. It's not about productivity but alignment. In this episode, learn about: Why I never fully trust my brain My 'toddler rewards' system How I eat, dress, and exercise without decision fatigue The transformative power of digital minimalism Take what resonates and leave the rest. Embrace a quieter, freer way to live. 00:00: Intro01:37: I wasn't always like this02:46: Managing energy04:33: Task batching05:37: Day-to-day systems14:17: Outro #routine #energyprotection #digitalminimalism #alignment #typeA #decisionfatigue #personalgrowth #self-care See show notes: https://inlet.fm/denee/episodes/6862d172c25935bacb2101cd Learn more about your ad choices. Visit podcastchoices.com/adchoices
I'm sharing my journey through every income step I've taken, from hostessing to becoming a multi-six-figure freelancer by age 25. Discover how I achieved this without a corporate job, learn about the earnings from each phase, and understand the mindset that fueled my success. If you're in that tricky phase of applying to jobs with no response, cobbling together income, or feeling lost, I created this for you. Check it out here. 00:00: Intro01:38: First minimum wage job02:21: University + McDonald's07:44: Internship grind14:40: Side hustle + the first 'cha-ching'17:56: TikTok & first freelance wins22:03: $10K retainers & consulting26:58: Final boss freelancing30:56: What I earn now #freelancer #income #earnings #hostessing #multi-six-figure #mindset #corporatejob #freelancingjourney See show notes: https://inlet.fm/denee/episodes/685d8b6a5d79418f26934ded Learn more about your ad choices. Visit podcastchoices.com/adchoices
Discover the secrets of building a successful freelance business without being glued to your screen all day. Learn how to establish a personal brand and live a fulfilling life. Find out more. Explore the importance of differentiating yourself in content creation: Watch here. 00:00: Content ≠ chronically online01:23: How to ideate offline02:58: Batching smart + energy peaks03:55: AI, VA & automation hacks05:36: Curating a clean digital world06:23: Friction = freedom08:09: Nature, walks & subconscious ideas09:00: My content journey11:12: Copying vs creating from you14:06: How content creation should feel15:35: Recap #freelancing #onlineincome #personalbrand #contentcreation #automation #businessgrowth See show notes: https://inlet.fm/denee/episodes/685450e68d8f029772fa4b87 Learn more about your ad choices. Visit podcastchoices.com/adchoices
It’s time to make your brain, story, and brand do the heavy lifting. Visit here. The rules were never made for people like us, and in 2025, waiting for permission to be seen is a liability! This episode unpacks how to build long-term leverage by being undeniably yourself online—sharper, more visible, and aligned with what truly makes people hire and trust you: your perspective, presence, and proof. Check out your freelancing playlist. 00:00: Intro00:44: How to get paid without a resume03:20: The future of work07:38: How to monetize your brain09:26: 1st: Frameworks over resumes10:52: 2nd: Build a brand they can’t copy12:06: 3rd: The compounding power of being seen13:36: Recap #getpaid #authenticself #brandbuilding #monetizebrain #freelancing #onlinepresence #futureofwork See show notes: https://inlet.fm/denee/episodes/684b3989e33ae94c046e36f2 Learn more about your ad choices. Visit podcastchoices.com/adchoices
Your "I'll do it" era may seem cute until you realize you're quietly wasting your life away. This episode isn’t about hustling; it's about what truly happens when you don’t act on the potential within you. We are unpacking the deep cost of unfulfilled potential, how to rebuild self-trust, and why getting a grip on your life is crucial right now. If you've been the 'girl with potential' for too long, it's time to become the woman who takes action. ✨ Discover how to stop being a side character in your own story. Get out of your head and into your bag at shefreelances.com. 00:00: Intro01:12: This you?03:17: The lottery ticket you're not using05:55: The #1 regret of the dying07:52: How to get a grip #unfulfilledpotential #self-trust #lifetransformation #womanempowerment #takeaction See show notes: https://inlet.fm/denee/episodes/6847450cd2b32706e4733e51 Learn more about your ad choices. Visit podcastchoices.com/adchoices
Explore how to make substantial, legal income online with six lucrative freelance skills. If you're creatively curious, rule-averse, and feel underpaid in traditional roles, this episode is for you. Learn how to transform your passion into a profitable service, your flow state into financial success, and your curiosity into a rewarding career. These proven skills helped build a successful freelance business in under two years. Whether you're starting out or aiming to increase your earnings, discover strategies for skill stacking and income growth. Check out the mentioned course on YouTube. 00:00: I made my curiosity a career01:15: On freelancing, the best 'insurance plan'03:10: Alignment: aka the flow state04:00: High-income skill #106:45: High-income skill #209:30: High-income skill #311:10: High-income skill #413:30: High-income skill #514:45: High-income skill #616:55: Your skill stack is your superpower #freelanceskills #makemoneyonline #legalincome #flowstate #skillstacking #careertransformation See show notes: https://inlet.fm/denee/episodes/6839cefeceb4f2b706e646ac Learn more about your ad choices. Visit podcastchoices.com/adchoices
Discover diverse methods to earn money online without compromising your values. Learn how freelancing can empower women with financial independence and flexible schedules. Explore numerous opportunities that allow you to live the life you deserve with autonomy and freedom. Check out more about how freelancing can be a viable and fulfilling career choice. Read more on shefreelances.com. 00:00: Selling feet pics and other money-making ideas01:35: The unappealing side of traditional work04:31: Why freelancing became my choice07:40: Benefits of freelancing09:39: Freelancing fascination11:32: Key takeaways from freelancing #makemoneyonline #freelancing #financialindependence #flexibleschedule #womenempowerment #alternativeincome #onlineearning See show notes: https://inlet.fm/denee/episodes/6839cf0cceb4f2b706e646e0 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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