The Bold Biz Podcast
Welcome to The Bold Biz Podcast, where we talk about building freedom, confidence, and income – one bold step at a time!
Hosted by Jenny Levallius, graphic designer, mom of twins, and founder of The Bold Biz Collective, this podcast is your go-to space for honest conversations about building an online business, mastering mindset, and how to leverage design & AI tools to simplify your work and life.
If you’ve ever felt “too old,” “too behind,” or just overwhelmed by tech, you’re not alone. Jenny shares her real journey – from juggling a 9–5 and side hustles to finally creating a business that feels like home.
Each week, you’ll learn how to:
• Start and grow an online business that fits your lifestyle
• Build consistency and confidence through mindset and action
• Learn about AI, automation and design tools to work smarter, not harder
• Create a business that gives you freedom, not burnout
This show is for women 40+ who are ready to take action, stop overthinking, and build a bold life on their own terms. ✨
🎧 Tune in for weekly episodes filled with practical tips, personal stories, and encouragement to help you turn your ideas into income.
Links and Resources:
• Join the Skool membership: The Bold Biz Collective
• Follow on Instagram: @theboldbiz
• Email Jenny: hello@theboldbiz.com
• Visit: home.theboldbiz.com
Episodes
27 episodes
27. The 7 Fears Every Midlife Woman Has Before Starting a Side Business (And What to Do About Each One)
Are you too scared to start? Here are the 7 fears holding midlife women back from building a side businessIf you have been thinking about starting a side business but something keeps talking you out of it, this episode is for you....
26. Why You Keep Abandoning Your Ideas (And How to Actually Finish Something)
Do you have a graveyard of half-built businesses, abandoned Etsy shops, and courses you never finished? You are not alone, and more importantly, you are not broken.In this episode, Jenny gets really honest about her own side business jou...
25. The Side Business Timeline No One Talks About
Have you ever looked at your business and thought… what is the point?Like you’ve been showing up, trying, creating, learning, and still not seeing enough movement to prove it’s working?In this episode of The Bold Biz P...
24. Why Women Over 40 Cannot Afford to Ignore AI
Do you feel curious about AI… but also a little intimidated, behind, or convinced it’s “for younger people” or more tech-savvy entrepreneurs?In this episode of The Bold Biz Podcast, Jenny explains why women over 40 cannot afford t...
23. You're Not Behind. You're Right On Time
Do you ever feel like you’ve missed your moment… like everyone else is already ahead, already building, already figuring it out?In this episode of The Bold Biz Podcast, Jenny dives deep into one of the most persistent and quietly ...
22. What If Your Side Business Doesn't Have to Be Your Forever Business?
What if the business you start today… isn’t the one you stick with forever?In this episode of The Bold Biz Podcast, Jenny challenges one of the biggest fears that keeps women stuck before they even begin, the pressure to choose th...
21. Too Many Ideas Is Just as Bad as No Ideas (How to Finally Choose One)
Do you have too many ideas… and still feel completely stuck?In this episode of The Bold Biz Podcast, Jenny dives into one of the most frustrating and confusing phases of building a side business, having multiple ideas, al...
20. The Big Secret to Success? Start Embarrassingly Small
Have you ever felt like you need to do everything to make your business work… and then end up overwhelmed, exhausted, and stuck?In this episode of The Bold Biz Podcast, Jenny shares a very honest look at one of the bigges...
19. Your Comfort Zone Is Costing You Your Dreams (And What to Do About It)
Comfort feels safe. Familiar. Predictable.But what if the very thing that feels safe is quietly holding you back from the life you actually want?In this episode of The Bold Biz Podcast, Jenny talks about the hidden cost of ...
18. You Don't Need to Be an Expert – You Just Need to Be Two Steps Ahead
Have you ever felt like you need to become an expert before you’re allowed to share what you know?In this episode of The Bold Biz Podcast, Jenny talks about one of the biggest mindset traps that keeps women from starting their sid...
17. Why You're Busy but Not Moving Forward (And How to Fix That)
Have you ever felt busy… but not actually moving forward?In this episode of The Bold Biz Podcast, Jenny unpacks why so many women stay in constant motion without real momentum, and why effort alone is not the answer.<...
16. Marketing Made Simple: What Actually Matters (And What Doesn't)
In this episode of The Bold Biz Podcast, Jenny breaks down marketing in a way that finally feels human, doable, and not overwhelming.If the word marketing makes you tense up, feel behind, or instantly thin...
15. Why Sales Feels So Hard for Midlife Women (And What to Do About It)
In this episode of The Bold Biz Podcast, Jenny dives into one of the most overlooked, and emotionally loaded, parts of building a side business: sales.For so many midlife women, sales feels awkward, heavy, or even shameful....
14. From Consumer to Creator: The Shift That Changes Everything
In this episode of The Bold Biz Podcast, Jenny explores one of the most powerful shifts you can make if you want to build confidence, momentum, and something truly your own, moving from being a constant consumer to becoming a crea...
13. Why Recurring Revenue Changes Everything (And Why Memberships Make Sense in Midlife)
In this episode of The Bold Biz Podcast, Jenny dives into a topic that completely changed how she thinks about money, business, and even her nervous system: recurring revenue.Not flashy income.Not viral income.Not o...
12. Different Ways to Monetize Your Skills (There’s Something for Everyone)
In this episode of The Bold Biz Podcast, Jenny breaks down one of the biggest questions women ask when they start thinking about an online business:What could I actually sell?If you’ve ever felt stuck, overwhelmed,...
11. The Dip, The Messy Middle, and Why Most People Quit Too Soon
In this episode of The Bold Biz Podcast, Jenny dives into one of the most important, and least talked about, phases of building a side business, the dip.That uncomfortable, confusing middle stage where the initial excitemen...
10. Manifestation, Mindset, and Creating Your Dream Life in Midlife
In this episode of The Bold Biz Podcast, Jenny dives deep into manifestation, not the fluffy, wish-it-and-wait version, but the grounded, real-life way your thoughts, emotions, and actions quietly shape your future.Jenny shares personal ...
9. Mindset, The Most Overlooked Ingredient in Side Business Success
In this episode of The Bold Biz Podcast, Jenny dives into what she believes is the most overlooked ingredient in building a successful side business, mindset.Not strategy.Not tools.Not AI.But the thoughts, beliefs, ...
8. Why Storytelling Is The Most Powerful Marketing Tool For Women Over 40
Why storytelling is the most powerful marketing tool for women over 40In this episode of The Bold Biz Podcast, Jenny talks about storytelling and why sharing your real story is one of the most powerful ways to connect, build trust...
7. The Book That Changed My Life and Taught Me What Success Really Means
The story behind my book and why your creative journey mattersIn this episode of The Bold Biz Podcast, Jenny takes you behind the scenes of one of the most meaningful chapters in her life, the journey of writing and self publishin...
6. Why Women Over 40 Need a Side Business in Today’s World
In this episode of The Bold Biz Podcast, Jenny gets honest about the reality of today’s world and why women over 40 need their own source of income more than ever before. Job security is no longer guaranteed, retirement savings feel unce...
5. The Power of Momentum
In this episode of The Bold Biz Podcast, Jenny opens up about one of the most important mindset shifts for women building an online business in midlife, learning how to create and protect your momentum.She shares why motivation is never ...
4. Fear of Visibility and Going Faceless, What No One Talks About
In this episode of The Bold Biz Podcast, Jenny dives into a topic so many women over 40 quietly struggle with but rarely talk about, the fear of being visible online. 💗From camera anxiety and comparison to worrying about coworkers or fri...