The Pleasurepreneur Podcast with Regan Figg

Regan Figg

Practices, ideas & conversations to help you create multiple 4 & 5 figure months in your business as an in-demand coach or mentor, leading a pleasure-filled life. Because why would you want to do it any other way?! https://www.buzzsprout.com/1558922/subscribe

  1. FEB 25

    If It Feels Scary, It Might Be Your Next Up-Level : The Psychology Behind Fear & Expansion

    Big decisions in business often come with fear. Not because you’re not ready. Not because you “don’t believe in yourself enough.” But because your brain is wired to protect what you already have. In this episode of The Pleasurepreneur Podcast, Regan unpacks what’s happening in your nervous system when you’re standing at an edge. The investment, the pivot, the bold offer, the mastermind, the next-level move that you want… and also feel scared to choose. You’ll learn about loss aversion, the very human mechanism that makes potential loss feel heavier than potential gain, and how it shows up for you as both the buyer and the seller. This is not an episode about bypassing fear or manipulating yourself into a yes. It’s about making grounded, informed decisions with self-trust, even when fear is present. Timestamps 01:00 Why big decisions feel scary and how to meet them with calm 05:00 What your brain is scanning for when risk is present 09:00 Regan’s long-distance love story and choosing desire with uncertainty 10:00 The Pleasurepreneur Mastermind example and the fear of “losing money” 11:00 How loss aversion shows up when you’re selling and fear rejection 13:00 The hidden cost of staying where you are 15:00 Practical tools to make grounded decisions without overriding fear What You’ll Learn Why fear is normal when you’re making aligned next-level decisionsWhat loss aversion is and why it impacts both buying and sellingHow fear can masquerade as logic, readiness, or “maybe next round”The cost of staying in familiar territory and why your brain ignores itA grounded decision process that includes your brain and your body Links + Resources Mentioned Pleasurepreneur Mastermind: Join the waitlist for early access, limited spots, and exclusive bonuses. https://reganfigg.com/mastermind Work With Regan 1:1 Apply for 1:1 Coaching: https://reganfigg.com/coachingFollow Regan Instagram: https://instagram.com/regan_figgSupport the show

    26 min
  2. FEB 11

    Un-boring Your Business: What To Do When Your Business Feels Way Too Serious or Dull

    What if the reason your business feels heavy, slow, or stuck isn’t strategy, but boredom? In this episode of The Pleasurepreneur Podcast, Regan explores how taking your business too seriously can quietly drain your energy, dull your desire, and block momentum. She shares why bringing more fun, playfulness, and pleasure into your work isn’t frivolous. It is strategic. Inspired by a playful Instagram reel that went a little viral and sparked a lot of “me too” moments, this episode is a gentle but potent invitation to loosen the grip, question the rules you’re following, and reawaken the parts of you that feel alive, cheeky, and deeply you. Because pleasure isn’t the reward. It’s the path. ✨ Episode Timestamps 00:00 Welcome and the pleasure-led intention for your business01:00 The playful reel that sparked this conversation03:00 Why seriousness and obligation drain your business energy06:00 When your business starts boring you and what it’s costing you09:00 How boredom blocks sales, visibility, and growth11:00 The stories we carry about fun, success, and being taken seriously13:00 Why pleasure creates better results because of it14:30 The “What Would Pru Do?” identity exercise17:00 Bringing playful, audacious energy back into your business18:30 Invitation to deepen your pleasure-led work What You’ll Learn in This Episode Why boredom, heaviness, and obligation quietly limit your incomeHow pleasure activates motivation, momentum, and your reward systemThe connection between fun, authenticity, and calling in ideal clientsHow to audit your business for what no longer fits who you’re becomingA powerful identity exercise to access more playful, confident action Try This After Listening Ask yourself: Where in my business am I doing things out of obligation?What feels boring, heavy, or overly serious right now?How could this be lighter, more fun, more me?Then play with the question: “What would my most playful, audacious, pleasure-led self do here?” No pressure to act on everything. Just let your desire lead the ideas. Links & Resources Mentioned 👉The IG reel that went viral  Pleasurepreneur Mastermind Waitlist 💫 Join the Waitlist for early access and exclusive bonuses:  👉 https://reganfigg.com/mastermindFollow Regan on Instagram 📸 https://instagram.com/regan_figg If this episode stirred something in you, come tell Regan. Send a DM, share the episode, or let this be your permission slip to bring more play, lightness, and pleasure into your business this week. Because when business feels good, results follow. 🌹✨ Support the show

    20 min
  3. FEB 10

    The Real Reason to Raise Your Rates: The Energetics Behind Increasing Your Prices

    Thinking about increasing your prices? This episode is your permission slip to stop overcomplicating it and start embodying your next-level self. Regan peels back the layers of what it really takes to raise your prices — and it's not about adding more bells, bonuses, or busywork. It’s about who you become in the process. Whether you're in the early stages of business or ready to expand, you'll learn: ✨ Why the desire to increase your prices is a signal (not something to ignore)  ✨ What’s actually stopping you — and how to move through it ✨ How raising your prices benefits your clients (yes, really) ✨ The identity shifts that create more value than any bonus ever could ✨ Regan’s personal story of what she had to upgrade at home before upgrading her business If you’ve been undercharging, people-pleasing, or second-guessing the value of your work — this is the conversation that will shift everything. Timestamps 00:00 Welcome to the Podcast 00:49 Recap of Five Days of Fire 02:59 The Real Reason to Raise Your Prices 04:56 The Identity Shift in Raising Prices 10:56 Personal Story: My Price Increase Journey 16:02 Final Thoughts and Invitation 🎧 Listen next on Spotify: Stronger Than Strategy 🎧 Listen next on Apple Pod: Stronger Than Strategy  — the episode I mention where we first played this pricing game. 💌 WORK WITH ME: If you're ready to raise your prices, expand your energy, and build a business that reflects the woman you're becoming — Five Days of Fire is the next right step. It’s a free 5-day experience where we’ll burn down what you don't need, to achieve what you really want in business. Available until October 31.  🔥 Join here And if you're ready for personalised support, I have 2 spaces available for 1:1 coaching. Let’s map out your next moves and build the business that feels wildly aligned and deeply supportive. 🌹 Apply here 💌 FIND ME ON INSTAGRAM: @regan_figg – Come slide into my DMs and tell me if you’re raising your prices. I’d love to celebrate you! Subscribe & Review: Enjoyed today’s episode? Make sure to follow, subscribe, and leave a review! It helps more Pleasurepreneurs find their way here. Support the show

    17 min
  4. JAN 19

    How to Know If You’re Wasting Your Time With Your Goals (and the Pleasure-Based Way to Achieve in 2026)

    In this episode, Regan breaks down why traditional goal-setting methods so often fail - and what to do instead if you want 2026 to be more successful and feel more pleasurable. Recorded from her parents' caravan on the South Coast, this solo episode explores how your values, identity, nervous system, and relationship with pleasure all determine whether your goals will be achievable… or impossible. If you’ve been wondering why you're procrastinating, losing motivation, or resisting the very goals you said you wanted - this episode will feel like a deep exhale. Regan shares a fresh, biologically-aligned, pleasure-powered approach to goal achievement that supports your system instead of working against it. Think: more momentum, less pressure. More ease, less forcing. More pleasure, less burnout. She also opens space for listeners who want deeper support to work with her 1:1 this year. Timestamps (00:00) Welcome to the Pleasurepreneur Podcast (00:48) Kicking Off the New Year from the Caravan (01:33) Why Traditional Goal Setting Doesn’t Work (03:06) What to Consider Before You Set a Goal (05:05) When Your Goals Conflict With Your Core Values (07:44) Identity Shifts: Becoming the Woman Who Has What She Wants (09:48) Motivation Won’t Carry You — Pleasure Will (15:03) Your Relationship With Pleasure Shapes Your Results (17:01) The “When–Then” Trap That Keeps You Stuck (20:00) Final Thoughts + How to Work With Regan ✨ If You Loved This Episode… You’ll want to explore working with Regan 1:1 to achieve your 2026 goals in a way that feels easeful, expansive, and rooted in pleasure — not pressure. 👉 Apply to work with Regan 1:1 here https://reganfigg.com/coaching/ 💛 Connect with Regan Instagram: @regan_figg Support the show

    23 min
  5. JAN 1

    My Top 2026 Predictions : Why 2026 Will Be The Year of The Pleasurepreneur

    In this episode Regan breaks down why she believes 2026 is the Year of the Pleasurepreneur and what the shifting online landscape means for coaches, creatives and healers who want to grow with ease, authenticity and nervous system-led strategy. Inside this episode, you’ll learn: • Why the online space is getting louder and more AI saturated  • What declining engagement actually means (and why it’s not a problem)  • The four predictions shaping 2026 for women in business  • How high capacity beats high hustle in every metric that matters  • Why depth will outperform volume in content, selling and visibility  • Why warm leads will convert faster even if your top-of-funnel numbers dip  • How embodiment and congruence will matter more than aesthetics  • What to do when your brain spirals during quiet seasons  • The pleasure-led practices that keep you regulated, resourced and magnetic If you want to feel clear, grounded and powerful walking into the new year… this one will land. Timestamps 00:00 Welcome and New Year energy  00:53 Why 2026 is the year of the Pleasurepreneur  02:06 Navigating a louder online space  06:32 Prediction 1: High capacity leaders  08:30 Prediction 2: Depth over volume  13:09 Prediction 3: Warm leads and human connection  18:22 Prediction 4: Embodiment over aesthetics  26:13 How to thrive this year  30:48 Invitation to the Accelerator and Business Audit RESOURCES MENTIONED Pleasurepreneur Business Audit (Free) If your business has been feeling heavier than it should, if your income is not matching your effort, and if 2026 is meant to feel richer, easier and more you, start here.  A private podcast and workbook to help you clear what is clogging your profit, pleasure and momentum in under an hour.  👉 Click here for access The 3 Week Accelerator Program If you want to start 2026 with clarity, momentum and magnetic messaging, this is your January reset. Across our 3 weeks together, you’ll walk away with: • An offer you are obsessed with that fills your books and bank account  • Crystal clarity on who your dream client is and how to call them in  • Messaging so spot on you become the mentor they have to hire  • A pleasure led visibility and sales plan for February  • Pricing that feels aligned  • Buyer psychology you can actually use  • Momentum you can feel in your body before you even start selling Perfect if you want a profitable and pleasurable start to the year without the emotional rollercoaster. We kick off January 12.  👉 Click HERE to join or DM me below if you have any questions. 💛 Connect with Regan Instagram: @regan_figg Support the show

    32 min
  6. 12/28/2025

    2025 in Review: My Wins, Lessons, Vulnerable BTS Reflections of This Year.

    In this episode Regan takes you behind the scenes of her biggest year in business yet. The highs, the lows, the identity shifts, the soft-shell-crab season, and everything in between. Inside this raw, honest recap, you’ll hear about: • The organisational glow-up that changed everything  • Hiring support and the identity shift of not doing it all alone  • The 27K sales month and the dreamy clients who landed  • Two trips to Queensland, a boundary-pushing photoshoot, and big family moments  • The unexpected void season that made her unstoppable  • The mindset, nervous system and pleasure practices that held her through it all If you want a grounded and inspiring look at what is possible for you in the year ahead, this episode will land deeply. Inside this episode, you’ll learn: • What working 10 to 15 hours a week actually looks like  • How hiring support expands your identity and your income  • Why the soft shell crab season is often a sign you are growing  • Why a zero sales month does not mean you are failing  • The pleasure practices that rebuild momentum when you feel flat  • How celebrating tiny wins builds your capacity for big ones  • Why personal upgrades matter as much as business success Timestamps 00:00 Year in review, organisation wins and end of year energy  02:13 Behind the scenes: childcare, hours, support  03:55 Hiring a VA and the identity upgrade of receiving help  06:00 Celebrating support, coaching and growth  06:59 Speaking on an International Women’s Day panel  08:18 A 27K sales month and calling in aligned clients  10:23 Creating new business assets and playing with AI  11:31 The organisation era  12:37 Personal highlights: Gold Coast trips, photo shoot, family time  15:27 The soft shell crab season: vulnerability, voids and growth  18:50 Becoming unstoppable through the messy middle  19:33 What’s next and the offers that will shape your 2026  21:31 Final thoughts and invitation RESOURCES MENTIONED Pleasurepreneur Business Audit (Free) If your business has been feeling heavier than it should, if your income is not matching your effort, and if 2026 is meant to feel richer, easier and more you, start here.  A private podcast and workbook to help you clear what is clogging your profit, pleasure and momentum in under an hour.  👉 Click here for access The 3 Week Accelerator Program If you want to start 2026 with clarity, momentum and magnetic messaging, this is your January reset. Across our 3 weeks together, you’ll walk away with: • An offer you are obsessed with that fills your books and bank account  • Crystal clarity on who your dream client is and how to call them in  • Messaging so spot on you become the mentor they have to hire  • A pleasure led visibility and sales plan for February  • Pricing that feels aligned  • Buyer psychology you can actually use  • Momentum you can feel in your body before you even start selling Perfect if you want a profitable and pleasurable start to the year without the emotional rollercoaster. We kick off January 12.  👉 Click HERE to join or DM me below if you have any questions. 💛 Connect with Regan Instagram: @regan_figg Support the show

    27 min
  7. 12/17/2025

    Urgency-Based Motivation: Why You Wait Until the Last Minute… and What to Do Instead

    If you’ve ever waited way too long to get ready, start a task, write the post, send the email, or take action in your business — even though you had plenty of time — this episode is going to feel like a hug, a mirror, and a strategy session all at once. Today, Regan breaks down urgency-based motivation — the habit of needing chaos, time pressure, or adrenaline in order to move — and why so many women unknowingly rely on it to activate themselves in life and business. Inside this episode, you’ll learn: Why your brain keeps waiting for the last-minute panic spikeHow urgency becomes your default activation patternWhy this drains your nervous system (and your pleasure)The simple neuroscience behind dopamine & motivationHow to use pleasure-led motivation instead of stressPractical tools that help you get things done without burning outHow to create momentum that actually feels goodThis is your invitation to stop depending on chaos…  and start using pleasure as the fuel that moves you forward with ease, consistency, and a regulated nervous system. Resources Mentioned: Pleasurepreneur Business Audit (Free)Make It a Masterpiece: In-Person ImmersionPleasurepreneur Mastermind WaitlistThe 3-Week Accelerator Program 👇👇👇  THE JANUARY 3-WEEK ACCELERATOR PROGRAM  If 2026 is the year you want to feel clear, on purpose, and profitable from the very first month… This is for you. High-focus, high-clarity coaching container designed to give you the three things that determine your income and ease for the entire year: 1️⃣ A signature offer that actually sells 2️⃣ A precise understanding of your ideal client 3️⃣ Messaging that lands, converts, and feels good to share Across our 3 weeks together, you’ll walk away with: ✨ A refined, confident offer you can't wait to sell ✨ A price point that feels aligned af ✨ Deep insight into what makes your ideal client buy ✨ Messaging that show your ideal clients you're the obvious choice ✨ A simple, pleasure-led visibility + sales plan for February ✨ Momentum you can feel in your body - and your audience can feel too Perfect if you’re ready for: 💛 Direction instead of a million ideas and energy 💛 Messaging that feels is simple and has your ideal clients DM-ing you.  💛 A business that feels like it's giving back financially, what you're putting in energetically 💛 A profitable start to the year without the emotional rollercoaster and confusion If you want clients and momentum before February even begins - this is for you. Click HERE to join or DM me below if you have any questions. Connect with Regan: Instagram: @regan_figg Support the show

    24 min
  8. 12/08/2025

    Bawling in Business Class: How to Expand Your Capacity for Success

    This week on The Pleasurepreneur Podcast, we’re going somewhere unexpected…Business Class — where Regan found herself bawling her eyes out, not from sadness, but from pure gratitude, expansion, and an identity-level upgrade. Inside this raw, intimate episode, Regan shares: The four-day trip that cracked her openThe literal and energetic “upgrades” that landed all at onceWhat it looks like to feel your success — not just think itWhy your nervous system needs practice holding both ends of the emotional spectrumThe truth about expanding your capacity for abundance, pleasure & possibilityHow celebrating your wins (even the tiny ones) rewires your entire body for moreThis is not just a story about crying on a plane. It’s a powerful reminder that your next level requires you to feel it, hold it, and let it move through your body — without shutting down or shrinking. Timestamps 00:00 Welcome to the Pleasure Preneur Podcast 00:53 A Week of Incredible Experiences 01:48 The Power of Pleasure and Presence 06:52 Celebrating Success and Overcoming Societal Conditioning 12:28 Holding Capacity for Abundance and Freedom 15:23 Join the Pleasurepreneur Mastermind 19:43 Feel Your Feelings and Celebrate Your Wins 24:45 Final Thoughts and Farewell Inside the episode, you’ll learn: Why pleasure makes you more present — and why presence creates successHow to stop capping your capacity for “good things”Why your celebrations matter just as much as your strategyWhat to do when things feel “too good” or “too much”Why your desires aren’t delusional — they’re your inner compassA simple embodiment practice to expand your ability to receiveRegan also shares: 🔥 Her almost $30K month 🔥 Signing the contract on her family’s first investment property 🔥 The boundary-pushing, identity-shifting branding photoshoot 🔥 And the deeper mindset & nervous system work that made it all possible If you’ve ever struggled to hold your own wins… If success feels fleeting… If your nervous system panics when things start going “too well”… If you want to feel more pleasure, joy, and abundance now… This episode will shift you. 🧡 Resources Mentioned in the Episode Pleasure Powered Sales Series (FREE 5-Day Email Series) Learn how to make more sales with more pleasure — and watch how quickly clients begin to say YES. Sign up herePleasurepreneur Mastermind Waitlist  Be the first to know when doors open.  Join the waitlist here1:1 Coaching One spot available to begin before the end of the year. Apply HereRegan's Photographer : Roshini Mccartin's Instagram Page  💌 FIND ME ON INSTAGRAM: @regan_figg – Come slide into my DMs and tell me you've registered for the sales series. I’d love to celebrate you! Subscribe & Review: Enjoyed today’s episode? Make sure to follow, subscribe, and leave a review! It helps more Pleasurepreneurs find their way here. Support the show

    25 min

About

Practices, ideas & conversations to help you create multiple 4 & 5 figure months in your business as an in-demand coach or mentor, leading a pleasure-filled life. Because why would you want to do it any other way?! https://www.buzzsprout.com/1558922/subscribe