Big Fun, Small Business: An audio sketchbook for building a business that feels good
Humans evolve. Ideas change. And honestly, how is a creative human supposed to stick to one podcast idea for half a decade and a ton of episodes? I have no idea.
That’s why Big Fun, Small Business is an audio sketchbook of all the things I’ve explored since starting back in 2020. It’s a collection of ideas, rants, pep talks, tips, and a very real evolution of what it looks like to build a business when your values are rooted in experimentation, creativity, and being true to yourself.
Some episodes might have old ads to products I tried that don’t exist anymore. But for someone who started with a podcast called Imperfect Party, I say eff it.
This audio sketchbook celebrates the mistakes, the pivots, the tears. It’s a journey, and kind of a wild ride. Because no matter what a well oiled sales page tells you, running a business is hard, but it can also be a lot of fun.
If you hear something you want to chat about, I’d genuinely love to hear from you. You can email me anytime at deannaseymour.com.
And if you want to hang out beyond the podcast, you’re welcome to join my free community, The Playhouse, at jointheplayhouse.com.
Happy listening! 🎉💖
Episodes
102 episodes
Messaging That Respects Your Audience and Connects with Lara Eastburn
Your sales page is a first date, treat them to the steak. Lara Eastburn shares why dropping the marketing “shoulds” and just telling the truth is your greatest sales tool, and how the right people will recognize themselves when your messaging f...
How to Improve Your Customer’s User Experience with Nadia Rayward
If people can’t figure out how to buy from you, or sign up for your events, or hit that dreaded 404 page you are losing sales. I’m chatting with Nadia Rayward from Sugar Beet Studios to chat all about user experience (UX) and why it matters for...
Anti-Elevator Pitch: Friendship-First Networking Without the Pressure for Small Business Owners
This one thing might be the reason you hate networking, or think you suck at it.I'm breaking down my "anti-elevator pitch" and why friendship-first networking will get you further than any polished intro ever will.In this episo...
Stop Confusing Being Busy for Being Productive with Maria Medina
If you’ve ever felt like you’re always checking things off your list but your business isn’t moving forward, this episode will help you adjust that to-do list big time! Maria Medina breaks down how to tell if you’re actually being productive or...
Relational Intelligence for Better Collaborations and Teamwork with Cara Steinman
If you’re obsessed with personality tests like Enneagram or Human Design, you’ll love hearing about Sheer Personality, a totally new (and super visual) way to understand how you and anyone in your life relate and work together.In this...
Fun, Play, and Building a Business That Actually Feels Good with Steph DragonHeart Benedetto
What if having more fun at work could actually help your business thrive? Steph DragonHeart Benedetto’s here to challenge the idea that play and productivity are opposites, and prove that a playful mindset can spark real results.In th...
How to Practice Joy Every Day as an Act of Rebellion with Ashley Looker
If you ever feel overwhelmed by your to-do list and wonder how to squeeze more joy into your life (without making it another chore), this conversation I had with Ashley Looker is for you boo. Real talk, a little sassy, and maybe even some tears...
How to Build Business Systems Without Overcomplicating Everything with Trish Markel
If you think you “suck at systems” this episode is going to totally blow your mind. Trish Markel breaks down why systems aren’t one-size-fits-all, why your routines already count, and how the right system should make your business feel lighter…...
Stop Being Professional and Start Being Weird with Amber Petty
What if being weird in your marketing could actually make your business more fun, easier, and even more profitable? That’s what this episode is all about with writer and weird marketing maven Amber Petty.In this episode:2:1...
Making Emergency Preparedness Less Weird with Annie from Come What May Day
You can’t control the weather, but you can control how you prepare for it. Annie’s showing us how to face disaster preparedness without fear, shame, or overwhelm, and why it matters more than ever to connect with your neighbors now instead of w...
The "F*ck It" Content Strategy and Why Likes Don’t Really Matter with Jess Bruno
Jess Bruno’s spilling the baked beans on how she built a multi-six-figure business on Instagram posts that got an average of 30 likes… and she's about to give you full permission to stop overthinking your content.In this episode:<...
Decision Making in Uncertainty with Adam Dickinson
Ever wish you could make big decisions without spiraling or second guessing yourself? Adam Dickinson shares how to actually use your intuition and logic together so you can move through change calmly, even when life feels uncertain.In...
The Shadow Work Behind Getting Visible and Selling with Claire Quick
We’re getting into the real reason you avoid the camera, find selling icky, and keep tweaking your offer with mindset coach Claire Quick… and, spoiler alert, it's not a strategy or a “consistency” problem.In this episode:2:...
Questioning AI: A Candid Conversation About Legit Concerns on the Environmental Impacts, Creativity, Surveillance, and Ethical Dilemmas
I hopped on a Zoom call with eight small business owners to yap about our feelings about AI. We talk about the damage to the environment, loss of skills and creativity, and the surveillance state. It wasn’t really about finding answers, but jus...
Why Highly Sensitive People Feel Like They're Too Much and Not Enough with Melissa Parks
If you’ve ever been called “too sensitive” or felt like you’re somehow both “too much” and “not enough,” you’re going to want to push play on this chat with Melissa Parks, Ph.D., a therapist-turned-coach, new author, and expert on self-compassi...
Creative Entrepreneur Retreats that Inspire Action with Jaime Nolan
I’m chatting with Jaime Nolan from the Anima Collective about why a retreat should send you home with a plan, and how ADHD or multi-passionate business owners can actually get stuff done (and not want to burn their businesses down every six wee...
Tell Better Stories & Attract Aligned Clients with Reme Mancera
If you think storytelling in business means you needed some huge dramatic backstory, this conversation with Reme Mancera will completely change your mind. We talked about how the smallest moments from your life can actually become the most powe...
Money Mindset and Making More Money Without Feeling Gross with Melissa Mittelstaedt
I'm talking with Melissa Mittelstaedt, an Accredited Financial Counselor®, about why focusing on money in your business doesn't make you greedy or gross. We get into the "$80k month" posts that drive me bonkers, gross vs. net, and whether you c...
Good Messaging Isn’t Good Enough Anymore with Jen Liddy
Good messaging used to be enough. In 2026? You need messaging that actually sounds like you, calls in the right people, and makes your audience immediately feel seen.In this episode:0:00 Why “good enough” messaging stopped wor...
Building a Business Without Social Media with Seth Werkheiser
I’m talking to Seth Werkheiser from Social Media Escape Club about getting off social media, building simple websites, and finding a better way to connect with people online.In this episode:2:36 Building simple websites fro...
Websites That Grow With You with Rene Morozowich
You don’t need a massive website to look legit. You need something simple that actually reflects where your business is right now.In this episode:0:00 Why you don’t need a big, complicated website2:18 How doing too much le...
Curating Content That Connects for Your Newsletter with Kate Sage
I’m obsessed with this simple idea for sharing your work without burning out. Kate Sage is using a weekly podcast digest to add value to her email newsletter, showcase her expertise, and shout out other creators.In this episode:
The Burnout Types Nobody Talks About with Megan Winkler
Burnout isn’t just being tired, and most people don’t realize how many different ways it can show up. I’m talking with Megan Winkler about the real types of burnout, how to spot them earlier, and how to actually recover without making it anothe...
Pricing, Permission, and Doing Business Differently (Without Following the Rules) with Jess Langley
What if building your business felt more like trusting yourself... and less like following someone else’s rules for pricing, marketing, and growth?In this episode:00:00 Intro to Jess Langley, business doula + creative entre...
What Is an Instagram Static 9 Grid (And Why It Might Be Your Favorite Business Move)
Your Instagram doesn’t have to run your life.I’m breaking down how a static nine grid lets you look like an active, legit business on Instagram without constantly posting.In this episode:0:00 What a static nine grid act...
