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Pretty Philosophical
Pretty Philosophical with Denée Seaton
44 episodes
23 hours ago
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 (;
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Philosophy
Personal Journals,
Education,
Society & Culture,
Self-Improvement
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All content for Pretty Philosophical is the property of Pretty Philosophical with Denée Seaton and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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 (;
Show more...
Philosophy
Personal Journals,
Education,
Society & Culture,
Self-Improvement
Episodes (20/44)
Pretty Philosophical
How Your Savior Complex Affects Relationships
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
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23 hours ago
10 minutes

Pretty Philosophical
$10K/month Freelancing in 10 Minutes: Girl-Coded Guide
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
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4 days ago
12 minutes

Pretty Philosophical
Why It Feels Impossible to Make Friends Now
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
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1 week ago
12 minutes

Pretty Philosophical
You'd Be Happier if You Stopped Thinking About Yourself So Much
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
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1 week ago
15 minutes

Pretty Philosophical
Calling Every Inconvenience 'Trauma' is Insane
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
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1 week ago
14 minutes

Pretty Philosophical
How Being a Hater Made Me a Better Person
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
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2 weeks ago
12 minutes

Pretty Philosophical
How I Became Unemployable and Achieved Greater Wealth and Freedom
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
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2 weeks ago
17 minutes

Pretty Philosophical
What If You Just Made a Decision Without Texting the Group Chat
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
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3 weeks ago
21 minutes

Pretty Philosophical
Things I Do as a Type A Freak to Feel Hot & in Control
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
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3 weeks ago
18 minutes

Pretty Philosophical
Every Job I've Had And What It Paid
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
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3 weeks ago
37 minutes

Pretty Philosophical
How I Make Internet Money Without A Crippling Phone Addiction
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
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3 weeks ago
22 minutes

Pretty Philosophical
Get Paid to Be Yourself (Because Resumes Are A Scam)
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
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3 weeks ago
20 minutes

Pretty Philosophical
Get a Grip or D*e As 'The Girl with Potential'
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
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3 weeks ago
13 minutes

Pretty Philosophical
How To Make Suspicious Amounts Of (Legal) Money Online
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
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3 weeks ago
23 minutes

Pretty Philosophical
A Pretty Reasonable Alternative to Selling Feet Pics
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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3 weeks ago
18 minutes

Pretty Philosophical
You Can Literally Just Gaslight Your Anxiety
You don’t need to fix your anxiety — you need to rebrand it. Has anxiety ever made you overthink a text, doubt your worth, or freeze before hitting “send?” Discover how to regulate your nervous system, build self-trust, and transform fear into fuel using practical tools that truly work. Oh, and if anxiety appears when you pitch, post, or raise your rates, this guide is for you. Check out this link for more. 00:00: My anxiety era: perfectionism, palpitations, and people-pleasing02:40: How to give your anxiety a rebrand05:16: Reality check: your brain is lying07:10: Re-wiring your crash out11:12: How I took my power back and got paid #anxiety #self-trust #fearintofuel #nervoussystem #practicaltools See show notes: https://inlet.fm/denee/episodes/6839cf05ceb4f2b706e646c8 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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3 weeks ago
15 minutes

Pretty Philosophical
How To Bother Strangers Really Well (Cold Outreach 101)
Learn effective strategies for landing monthly retainers with ease. Discover the secrets to crafting outreach emails and Upwork proposals that get noticed, rather than ignored. In this episode, Denée Seaton breaks down essential tips for sending messages that resonate with potential clients, helping you avoid being ghosted. Dive into her journey and learn how to position yourself effectively in the freelancing world. 🎀 Key moments in this episode 🎀 00:00: I'm bad at math 01:34: How I became a mastermind 03:03: How to send really good messages (on Upwork) 06:35: Getting clients to lock in 10:38: How you should position yourself #coldoutreach #Upworkproposals #freelancingtips #clientengagement #outreachemails See show notes: Learn more about your ad choices. Visit podcastchoices.com/adchoices
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3 weeks ago
20 minutes

Pretty Philosophical
Raw-Dogging Your Freelance Business Is Only Cute Until Rent's Due
If you're done guessing your way through freelancing, check out this resource. In my first year of freelancing, like many, I relied on cold DMs, Upwork, and lacked a solid plan, which didn’t help pay the rent. In this insightful video, I outline how I transitioned from being overwhelmed and underpaid to establishing a multi–6 figure freelance business. Discover the mindset shifts, strategy, and structure that led me to success. If you are still unsure about what to sell, how to package your skills, or why your client flow seems erratic, this video will clarify everything you've been missing. Remember, raw-dogging your freelance biz might seem brave, but it's not a sustainable business model. I'm here to help you truly go get paid. 00:00:00: Intro — the freelance “advice” that kept me broke00:01:22: My first client process (and why it was a mess)00:04:14: The mistake that kept me undercharging00:05:35: The specialized generalist mindset explained00:06:48: The real reason most freelancers stay stuck00:08:15: Why no one’s answering your cold emails00:10:50: How to build a $10k/month offer the smart way00:13:34: What separates high-paid freelancers from everyone else00:16:50: How to make yourself unfireable #freelancebusiness #mindsetshifts #clientflow #multi-6figure #strategy #freelancing See show notes: https://inlet.fm/denee/episodes/6882756f894a0a975761d177 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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3 weeks ago
23 minutes

Pretty Philosophical
I Don't Hang Around Victims Anymore: It's a Disease
For years, I believed I could grow without altering my surroundings. This mindset kept me stuck between who I was and who I aspired to be. In this episode, I discuss why you're not evolving, how friendships rooted in victimhood can undermine your progress, and my journey to stop pleasing people who drained me. If you're transitioning, starting a business, or outgrowing your past and wondering why growth feels lonely, this episode is for you. Because true alignment begins with your environment, and the right people will energize, not drain you. 00:00:00: Intro — the victim archetype00:02:20: I used to be a victim, too00:03:47: The first identity shift00:05:30: The second shift: adjusting my circle00:07:41: Radical responsibility + compartmentalizing friendships00:10:06: Why most friendships start to feel misaligned00:12:22: What friendship alignment feels like00:14:05: The cost of friendships with victim villains #ambitiouswomen #evolving #victimhood #friendshipalignment #personalgrowth #people-pleasing #identityshift See show notes: https://inlet.fm/denee/episodes/687e80f3f74424e7f16f0f85 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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4 weeks ago
18 minutes

Pretty Philosophical
The Painfully Obvious Reason Most Freelancers Are Broke
For years, I believed freelancing felt unstable due to the industry, market, and clients. However, the real issue was offering $300 packages to people unwilling to pay that amount, leaving me puzzled about why $10K months felt out of reach. In this video, I reveal the painfully obvious reason most freelancers remain stuck. It's not about mindset or confidence; it's about math, and almost no one is doing it right. If you're freelancing full-time, side-hustling, or trying to earn a living from your skills, this 5-minute brainstorm will change everything. The only reason it's not working is that your numbers don't add up. 0:00: The 2 reasons freelancers stay broke1:26: Why I couldn't hit $10K months2:24: What "the math" actually means4:53: How to rethink your service8:39: How to rethink your pricing11:04: What changed when I did the math13:49: Ranting #freelancing #freelancers #pricing #math #10Kmonths #service #broke See show notes: https://inlet.fm/denee/episodes/68793af8fb8b2a19450a336c Learn more about your ad choices. Visit podcastchoices.com/adchoices
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1 month ago
18 minutes

Pretty Philosophical
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 (;