Success Unscripted

The Future of Work Is Human: How to Thrive in the Age of AI

In this inspiring and deeply human episode, Hailey Krajewski sits down with Annemarie Penny—CEO of Dreamore and champion of purpose-led innovation—to explore what it really means to thrive in a tech-saturated world. From growing up without internet in rural Arkansas to building a life of meaning, resilience, and leadership in the face of devastating personal loss, Annemarie shares how the future of work isn't just about AI—it’s about authenticity, creativity, and connection.
You’ll hear Annemarie’s take on why liberal arts majors and empathic communicators are uniquely positioned to lead in the AI era, what “liberated learning” truly looks like, and how success is better measured in relationships than revenue. If you’ve ever wondered how to stay grounded and human while embracing the future, this one’s for you.

Four Things Every Creator Needs to Sell Their Community Offer

You’ve built something meaningful. Your content connects. Your audience responds. But when it comes time to sell your paid community or membership… the results fall flat. Why?
In this episode, we’re unpacking the four most common mistakes creators make when shifting from free content to paid offers—and how to fix them with messaging that actually converts.
You’ll learn how to:
Speak your audience’s real language (not vague marketing fluff)
Show the transformation your offer creates—not just what’s inside
Lead with empathy instead of overwhelm
Build a simple sales system that feels like service, not pressure
If you’re tired of posting great content that doesn’t lead to sales, this one’s for you.
 

The Money Storyteller Method: Unpacking the Psychology Behind Your Financial Habits with Katherine Pomerantz

What if your biggest financial hang-ups aren’t about numbers—but about the story you’re telling yourself?
In this episode, Hailey sits down with Katherine Pomerantz, the actress-turned-accountant behind the Money Storyteller Method. Together, they dive into the powerful idea that your relationship with money is deeply rooted in past experiences—and that rewriting your “money story” is the key to building a business that actually supports the life you want.
Katherine shares her signature 3-pillar framework (Money Story, Money Systems, Money Map), explains how to assign money a job in your business, and breaks down why doing less can actually help you earn more.
Whether you’re a saver who’s scared to spend or a spender chasing ROI, this conversation will shift how you think about investing, success, and the stories shaping your decisions.

The Real Reason Your Audience Isn’t Responding (And What to Say Instead)

You’ve said it a hundred different ways.
You know your offer helps people.
So why does it feel like your message still isn’t landing?
 
In this episode, we’re digging into the messaging disconnect that happens when your work is powerful—but not “urgent.” If you’ve ever felt like your audience isn’t getting it (even when they say they want what you offer), this one’s for you.
 
You’ll learn:
Why your message might be falling flat—even if it’s true and valuable
How to reignite your own connection to what you do (without a full rebrand)
The subtle language shifts that make your audience finally see the value
Why “urgency” isn’t always the answer—and what to focus on instead
 
Whether you’re a coach, creative, or consultant whose work solves long-term problems, you’ll walk away with practical strategies to write (and speak) in a way that resonates now—and converts with clarity.
 
Tune in and learn how to make your message feel fresh, relevant, and real—without chasing trends or rewriting everything from scratch.

Build a Thriving Community Without Big Launches or Social Media: Jackie Bernardi's Story

Can you build a thriving creative business without social media, big launches, or pretending to be perfect?
 
Jackie Bernardi did.
 
In this conversation, Jackie shares how she transitioned from burnout to rediscovering her art supplies, ultimately growing a YouTube channel with over 30,000 subscribers and launching a deeply connected membership community for retirees, empty nesters, and passionate creatives.
 
Inside the episode:
✔️ The moment Jackie realized community was her superpower
✔️ How she built a connection by responding to every YouTube comment
✔️ Why she runs her membership on her terms (and how that’s working!)
✔️ Letting go of pressure and leaning into play
✔️ What success means when you’re doing what you love
 
If you’re a creative soul or someone dreaming of building a business around real connection, this one’s for you.

Conversion Copy Made Simple: 5 Smart Shifts That Actually Work

If you’ve ever stared at a blinking cursor wondering why your sales page, email, or launch copy isn’t landing — this episode is here to help.
We’re not talking hype, gimmicks, or plug-and-play formulas. These are grounded, subtle copy shifts that feel like you — and still guide your audience to a confident yes.
In this solo episode, I’m walking you through 5 conversion-boosting tips that will help you:
Stop overthinking your message
Write in a way that actually connects
And finally feel good about how you’re selling
Whether you're tweaking a welcome sequence or rebuilding your entire sales page, these tips will give your words the clarity and heart they’ve been missing.
Grab a pen or open a fresh doc — because you’re going to want to apply these right away.

How to Stop Overthinking and Start Doing — with Deborah Hurwitz

Are you stuck in your head, endlessly tweaking your ideas, waiting for the perfect moment to launch, post, or share? This one’s for you.
In this inspiring and refreshingly honest conversation, Hailey sits down with Deborah Hurwitz—a Broadway music director turned productivity coach, to talk about what really holds high-achieving creatives and entrepreneurs back: perfectionism.
Deborah shares her powerful story of reinvention, from conducting Miss Saigon and collaborating with Cirque du Soleil to hitting burnout and rebuilding her life and business on her own terms. You’ll hear how she helps smart, capable professionals stop spinning their wheels and finally get sh*t done that matters.
You’ll learn:
Why perfectionism is really fear in disguise (and how to outsmart it)
The myth of needing everything figured out before you start
How to make real progress in just 20-minute work sessions
What “freedom for perfectionists” actually looks like
Whether you’re launching something new, stuck in the middle of a project, or just tired of overthinking everything—you’re going to love this episode.

How Busy Moms Can Feel More Energized, Nourished, and Present

Let’s be honest—if you’re a mom, business owner, or anyone juggling all the things, you’ve probably had at least one day where dinner felt like the final straw. You’re exhausted. Everyone’s hungry. And the thought of figuring out what to eat is just too much.
 
Enter Cassie Groeschl—holistic nutritionist, mom of three, and founder of Wellness That Fits. Cassie knows firsthand what it’s like to be passionate, multi-tasking, and completely drained. That’s why she’s on a mission to help moms ditch survival mode and start building simple, sustainable routines that actually support the life they’re working so hard to build.
 
In this episode, we talk about redefining self-care through nutrition, meal prep that doesn’t feel like a second job, and how to start feeling better without overhauling your entire routine.

The Secret to Podcast Guesting That Brings in Clients (Not Just Praise)

You’ve landed podcast interviews, shared your story, and even had hosts rave about how great the conversation was… But if you’re not seeing leads, clients, or real business growth from guesting—it might be time to shift your strategy.
 
In this episode, I’m joined by Lyndsay Phillips, CEO of Smooth Business Podcasting and host of Leverage Your Podcast Show, to break down how coaches and service providers can turn podcast interviews into a top-of-funnel marketing tool that actually works.
 
From mapping out your message to choosing the right shows and repurposing each interview for long-term visibility, Lyndsay shares the exact process she uses to help her clients turn conversations into conversions.
 
If podcast guesting is part of your visibility strategy (or you want it to be), this episode will help you approach it with clarity, confidence, and purpose.

Why Most High-Achieving Women Still Feel Stuck (And How to Take Back Control)

Have you ever felt like you’re doing all the right things but still not getting the results you want in your business or life?
 
This week’s guest, Erin Marcus, is here to change that.
 
She’s a powerhouse business coach, speaker, and author who helps women stop spinning in circles and start taking full ownership of their life, business, and results. Her motto? You’ll never do what it takes until you become the person it takes to do it.
 
In this episode, Erin and I dive deep into what it really means to stop outsourcing your power, conquer fear, and take aligned, uncomfortable action—even when everything in your body is telling you to stay small.
 
Her story is one I know will resonate with so many of you—especially if you’ve ever found yourself stuck in the cycle of overthinking, people-pleasing, or trying to do things “the right way” only to lose sight of your own vision in the process.