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: www.theboldbiz.com
The Bold Biz Podcast
15. Why Sales Feels So Hard for Midlife Women (And What to Do About It)
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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. Not because they’re doing it wrong, but because no one ever taught them the psychology behind why people buy.
In this honest and grounding conversation, Jenny unpacks why sales feels especially hard for women over 40, how upbringing, self doubt, and over focusing on tech instead of trust can quietly block momentum, and why selling is not about convincing anyone, but about offering clarity and support.
She shares mindset shifts that helped her stop taking sales personally, understand buyer behavior, and finally feel calm and confident talking about her offers.
💡 In this episode, you’ll hear about:
• Why sales feels uncomfortable for so many midlife women
• The psychology behind why people actually buy
• Why underpricing often comes from fear, not strategy
• How trust is built over time, not in one post
• Why low ticket offers matter more than you think
• The difference between persuasion and clarity
• How understanding sales removes emotional pressure
If sales has been the thing holding you back, or making you question yourself, this episode will help you see it differently.
Sales doesn’t have to feel pushy, loud, or exhausting. When you understand the psychology behind it, selling becomes service, and confidence follows.
⭐ LINKS & RESOURCES:
• Join the membership, The Bold Biz Collective
• Follow The Bold Biz on Instagram
• Website
• Email: hello@theboldbiz.com