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 think of algorithms, funnels, and tech you “should” understand by now, this episode is for you.

Jenny talks about why marketing often feels harder than it needs to be, especially when you’re building something alongside real life, work, and responsibilities. She reframes marketing as communication and connection, not manipulation or performance, and explains what actually matters when you’re trying to get your work in front of the right people.

You’ll hear why clarity beats cleverness every time, why consistency matters more than perfection, and how storytelling builds trust faster than any strategy. Jenny also shares insights inspired by educators like Jenna Kutcher and Amy Porterfield, breaking their ideas down in a simple, grounded way that works in the real world.

💡 In this episode, we talk about:
• Why marketing feels overwhelming for so many women, and how to simplify it
• The biggest mindset shifts that make marketing feel lighter and more natural
• Why clarity is more important than being creative or clever
• How repetition builds trust, even when it feels uncomfortable
• Why you don’t need to be everywhere to grow a sustainable business
• How storytelling becomes your most powerful marketing tool

If you’ve been building something you care about but struggling to talk about it confidently or consistently, this episode will help you see marketing in a completely new way.

⭐ LINKS & RESOURCES:

• Join the membership, The Bold Biz Collective
https://www.skool.com/the-bold-biz-collective/about

• Follow The Bold Biz on Instagram
https://www.instagram.com/theboldbiz/

• Website
https://www.theboldbiz.com

• Support the podcast and help keep it ad free
https://www.buzzsprout.com/2551025/supporters/new

• Email
hello@theboldbiz.com

Support the show

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
https://www.skool.com/the-bold-biz-collective/about

• Follow The Bold Biz on Instagram
https://www.instagram.com/theboldbiz/

• Website
https://www.theboldbiz.com

• Support the podcast and help keep it ad free
https://www.buzzsprout.com/2551025/supporters/new

• Email
hello@theboldbiz.com

Support the show

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 creator.

If you’re a woman who listens to podcasts, saves reels, bookmarks tools, buys courses, and is always “learning,” this episode is for you. Jenny gently unpacks why staying in learning mode can feel productive while quietly keeping you stuck, safe, and invisible.

She shares her own honest journey of buying course after course, collecting knowledge, and still not seeing change until she started creating before she felt ready. You’ll hear why confidence doesn’t come from knowing more, but from doing more, and how even imperfect action builds momentum faster than any tutorial ever could.

💡 In this episode, you’ll hear:
• Why learning mode feels safe, and how it can become a hiding place
• The dopamine loop of consuming content instead of creating
• Why creation builds confidence faster than knowledge
• How identifying as a creator changes everything
• How AI can support creation without replacing your voice
• Why you don’t need to monetize before you start creating
• How small, consistent creation beats big plans every time

This episode is an invitation to stop waiting until you feel ready and start creating with what you already know. Your story, your experience, and your imperfect voice are more valuable than you think ✨

🎧 Listen now and take one small step from consumption into creation.

⭐ LINKS & RESOURCES:

• Join the membership, The Bold Biz Collective
https://www.skool.com/the-bold-biz-collective/about

• Follow The Bold Biz on Instagram
https://www.instagram.com/theboldbiz/

• Support the podcast and help keep it ad free
https://www.buzzsprout.com/2551025/supporters/new

• Website
https://www.theboldbiz.com

• Email
hello@theboldbiz.com

Support the show

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 one-hit-wonder months followed by stress and scrambling.

But calm, predictable, repeatable income that builds over time ✨

This episode is especially for women in midlife who are juggling work, family, limited energy, and a strong desire to build something sustainable without burning out. Jenny opens up about her own experience with one-off income streams, the constant pressure of starting from zero each month, and why the idea of memberships and recurring revenue feels so aligned in this season of life.

💡 In this episode, you’ll hear:
• Why one-off income can feel exhausting and unstable over time
• What monthly recurring revenue (MRR) actually is and why it changes how business feels
• Why memberships reward consistency over intensity
• The common myth that stops women from starting memberships
• Insights from Stu McLaren’s book Predictable Profits
• Why memberships are about relationships, not just money
• Jenny’s honest journey building memberships before having it “all figured out”
• Why slow, steady, and sustainable growth is a strength in midlife

This is not an episode about getting rich quick. It’s about building something that supports your life, gives you peace of mind, and grows alongside you, instead of draining you.

If you’ve ever been curious about memberships, recurring income, or creating a business that feels calmer and more grounded, this episode will give you clarity, permission, and a fresh perspective 💗

LINKS AND RESOURCES:

🌟 Create your own Skool membership (Free 14-Day Trial, then $9/month on the Hobby plan!)

🌟 Join the membership, The Bold Biz Collective

🌟 Follow The Bold Biz on Instagram

🌟 Email: hello@theboldbiz.com

🌟 Website

Support the show

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, or unsure what your “thing” is, this episode is here to remind you that there isn’t one right path, and that you probably already have valuable skills you’re underestimating 💡

Jenny walks through the many different ways you can monetize your skills online, from services and coaching, to digital products, courses, platform-based businesses like Etsy or Amazon KDP, and content-driven models like podcasts and newsletters.

This is a permission-giving episode designed to help you stop comparing yourself to others and start choosing a business model that actually fits your life, energy, and season.

💡 In this episode, you’ll learn:
• Why you don’t need a rare or extraordinary skill to make money online
• The difference between services, coaching, digital products, courses, and platforms
• Which models are best for faster income vs long-term scalability
• How content builds trust and supports all other income streams
• The key questions to ask yourself when choosing what to focus on
• Why you’re allowed to evolve, pivot, and change your mind along the way

Jenny also shares her own journey of trying different business models over time, and why there truly is something for everyone, no matter how much time, confidence, or clarity you have right now.

🎧 And at the end of the episode, she gives a little preview of what’s coming next, a deeper conversation about recurring revenue and why memberships can be such a powerful, stabilizing business model in midlife ✨

⭐ LINKS AND RESOURCES:

💖 You can support the podcast HERE

• Join the membership, The Bold Biz Collective

• Follow The Bold Biz on Instagram

• Email: hello@theboldbiz.com

• Website

Support the show

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 excitement has worn off, results feel slow, and self doubt starts creeping in. The part where so many people quietly quit, not because they’re incapable, but because they don’t realize this phase is normal.

Inspired by The Dip by Seth Godin, Jenny breaks down what the dip actually is, why it’s inevitable for side business owners, and how to tell the difference between a temporary dip and a true dead end.

She also talks openly about the messy middle, how it shows up in real life, especially for women in midlife juggling work, family, and limited time, and why this phase can feel even harder when you’re building something later in life.

In this episode, Jenny shares:
• What “the dip” really is, and why most people aren’t warned about it
• Why the messy middle is not a sign you’re failing, but often a sign you’re growing
• How shiny object syndrome can pull you out of the dip too soon
• How to tell the difference between a dip and a dead end
• Real examples from Jenny’s own journey, including Knit & Knot Co., The Bold Biz, and ideas she quit too early
• How to mentally prepare for the dip instead of fearing it
• Why staying a little longer can be the difference between quitting and breakthrough

If you’re feeling stalled, discouraged, or questioning whether your side business is “working,” this episode will help you reframe what you’re experiencing and decide your next step with clarity instead of panic.

✨ Sometimes the dip isn’t a sign to quit. It’s a test of how much you want it.

⭐ LINKS AND RESOURCES:

• Join the membership, The Bold Biz Collective:
https://www.skool.com/the-bold-biz-collective-5477/about?ref=452be9165f334da2943a1959010dd81c

• Follow The Bold Biz on Instagram:
https://www.instagram.com/theboldbiz/

• Website:
https://www.theboldbiz.com

• Email:
hello@theboldbiz.com

Support the show

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 stories from her own life, from visualizing her future partner years before meeting her husband, to manifesting a national morning TV appearance for her book Mitan & Moni, and how these moments helped her understand that manifestation is really about alignment, not magic.

This episode explores why feeling your future is more powerful than simply picturing it, why you don’t need to know the full plan to move forward, and how trusting the process often opens doors you could never have planned for.

Jenny also talks about gratitude, energy, and why sharing your dreams out loud doesn’t jinx them, it strengthens them. She reflects on how manifestation applies to building an online business, navigating midlife change, and creating a life that feels calm, fulfilling, and intentional.

💡 In this episode, you’ll hear:
• What manifestation really is, and what it isn’t
• Why focusing on feelings matters more than visual details
• Real-life examples of manifestation from Jenny’s own journey
• How to trust the process even when the path isn’t clear
• Why action and belief must work together
• How manifestation can support your side business, confidence, and long-term goals

If you’re in a season of transition, dreaming about more freedom, or feeling pulled toward something new but unsure how it will all come together, this episode will remind you that you don’t need all the answers, just the next step.

✨ This is an episode to listen to slowly, reflect on, and come back to. ✨

⭐ LINKS AND RESOURCES:

FREE Mindset Workbook:
https://www.theboldbiz.com/mindset

• Join the membership, The Bold Biz Collective:
https://www.skool.com/the-bold-biz-collective-5477/about?ref=452be9165f334da2943a1959010dd81c

• Follow The Bold Biz on Instagram:
https://www.instagram.com/theboldbiz/

• Email: hello@theboldbiz.com

• Website:
https://www.theboldbiz.com

Support the show

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, and inner dialogue that quietly determine whether you keep going or give up.

Jenny opens up about her own mindset journey, from believing she was “just average” and meant for a safe, comfortable life, to realizing that her biggest limitations were never external, they were internal. She shares why motivation is unreliable, why wanting to quit doesn’t mean you’re failing, and how building a strong mindset is what allows everything else to work. 💭✨

This episode is an honest conversation about self doubt, fear, comfort, discipline, and why midlife can actually be the most powerful time to build something meaningful.

💡 In this episode, you’ll hear:
• Why mindset matters more than strategy in the long run
• How to recognize when your thoughts are holding you back
• Why feeling uncomfortable doesn’t mean you’re on the wrong path
• The difference between dabbling and committing
• How belief is built through action, not confidence
• Why women often underestimate their own capability
• How to stop letting fear and comparison make your decisions

If you’ve ever felt stuck, behind, or unsure if you’re “cut out for this,” this episode will help you reframe what’s actually going on and remind you that you don’t need to have it all figured out to move forward.

⭐ LINKS AND RESOURCES:

FREE Mindset Workbook:
https://www.theboldbiz.com/mindset

• Join the membership, The Bold Biz Collective
https://www.skool.com/the-bold-biz-collective-5477/about?ref=452be9165f334da2943a1959010dd81c

• Follow The Bold Biz on Instagram
https://www.instagram.com/theboldbiz/

• Email: hello@theboldbiz.com

• Website
https://www.theboldbiz.com

Support the show