Let’s flip the roles, Goal Diggers: today, YOU get to guide the conversation! I asked you to call in with your questions about business, life, creativity, burnout, strategy… Really, anything you’re walking through right now. And you showed up with such incredible honesty, depth, and curiosity.

In this episode, I’m answering your real questions. We cover everything from pivoting your business when you’re scared to let go of what’s working, navigating grief while building something meaningful, handling burnout, organizing your growing testimonials, and what’s been giving me life outside of work lately. You’ll hear stories, strategies, and some honest behind-the-scenes of what’s felt really hard (and really good!) for me lately.

And if you’re listening and thinking, “Wait, I have a question too!”,  good news! I want to hear from you. If you want your voice featured on an upcoming episode, just call me at 218-203-9660 and leave a voicemail with your question. Seriously, don’t overthink it… just speak from the heart and you might be part of the next AMA episode!

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Goal Digger Show Notes: https://jennakutcherblog.com/ask-me-anything-jenna-kutcher-august-2025 

Thanks to our Goal Digger Sponsors:

Have you ever wondered why it feels harder to build a business as a woman? It’s not just you, and Anna Gifty has the stats to prove it. This conversation will explain exactly why… and what we can do about it.

Anna is a Harvard-trained economist and the author of The Double Tax, a bold new book that breaks down the invisible costs women—especially women of color—pay just to participate in society. But what makes this conversation essential for entrepreneurs? Anna shows how these “taxes” sneak into your business, your brand, your pricing, your funding, your time, and what you can do to push back.

From the cost of motherhood to beauty standards in the workplace to why generational wealth-building still feels out of reach, this episode is a masterclass in economic empowerment. And it’s not just theory; Anna gives us the tools to change things.

If you’re building a business and wondering why it still feels this hard or you want to be part of rewriting the rules, this conversation is your permission slip and your playbook. And if you want to dive deeper into this topic, order your copy of The Double Tax here: https://annagifty.com/thedoubletax 

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Goal Digger Show Notes: https://jennakutcherblog.com/hidden-cost-of-being-a-woman-in-business 

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If you’re anything like me, you’ve felt that internal nudge: that quiet but persistent pull that says something’s changing. 

Maybe you’re shifting directions in your business, pivoting your offers, or simply stepping into a new version of yourself. And when that happens, your brand should evolve right along with you!

In this episode, I’m walking you through how to thoughtfully align your brand with who you are becoming, without confusing your audience or losing momentum. From rewriting your mission to doing a full content audit, adjusting your strategy, and letting your people in on the journey, we’ll cover it all!

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

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Goal Digger Show Notes: https://jennakutcherblog.com/brandevolution 

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

Find a co-host today at http://airbnb.com/host. 

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Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!

Your website isn’t a “nice to have”, it’s one of your most powerful business tools. In this conversation with Jen Olmstead, we reveal how to turn your site into an investment that pays you back: attracting the right people, making you money, and finally feeling like you.

Jen Olmstead is a brand and web designer, a visual storyteller, and a certified type nerd who’s made it her mission to create online spaces people actually want to explore. She’s also the co-founder of TONIC SITE SHOP: home of the most stunning, cocktail-inspired website templates for modern, stylish creatives.

What I love about Jen’s work is how it combines aesthetics and strategy in a way that helps you build a website that actually works, meaning that it attracts the right people, tells your story clearly, and converts visitors into paying clients or customers. And it does all of that while you live your life, step away from your screen, and finally stop feeling like you have to be “on” all the time!

So whether you’ve been duct-taping your site together or you don’t have one at all yet, this episode is for you.

If you’re ready to give your website a major glow-up after this convo, you can shop TONIC templates at http://www.jennakutcher.com/tonic and use the code JENNASENTME to get 15% off any template. Because you deserve a website that works while you rest! That’s http://www.jennakutcher.com/tonic!

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://jennakutcherblog.com/simple-website-strategy-to-sell-more 

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

Find a co-host today at http://airbnb.com/host. 

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Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger  and keep your business protected.

Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER.

Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!

What if I told you that one simple piece of helpful content could totally change how people find you, connect with you, and eventually buy from you? In this episode, we’re getting really practical about email list building, and I’m sharing the exact steps to create a lead magnet; AKA: the simple, helpful entry point that not only grows your email list but actually attracts the right people into your business!

I know email marketing can feel like a lot, but here’s the truth: your email list is one of the most valuable assets you can build. And creating your first (or next) opt-in doesn’t have to be hard.

So today, I’m walking you through what to consider before you create a lead magnet, the different types of freebies that actually work, and how to start attracting the people who are most aligned with what you offer.

And if you’re thinking, “This sounds great, but how do I actually set it all up?” then don’t worry, I’ve got you covered. We’re covering a LOT today, but if you want to go even deeper, I created a totally free mini-course that walks you through the entire process, step by step. Jump into the mini course right now at https://listbuildchallenge.com!

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://jennakutcherblog.com/email-list-opt-in-ideas-that-convert 

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

Find a co-host today at http://airbnb.com/host. 

Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! 

Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger  and keep your business protected.

Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER.

Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!

Have you ever opened your inbox and wondered… “Is anyone out there actually reading this?” Or worse: “Am I just sending helpful tips into the void without ever making a sale?” 

If email marketing feels like a mystery to you, today’s coaching session and my FREE minicourse at https://listbuildchallenge.com is about to lift the fog.

Andrea Astner, also known as The Productivity Witch, is a coach who helps overwhelmed ADHD solopreneurs find flow and structure in their business in a way that works with their unique brain, not against it. In this coaching session, we’re digging into her biggest challenges around email marketing and list-building, including how to attract the right people, create a newsletter that actually converts (without being spammy), and what metrics are really worth tracking when you’re building a business with intention.

Not sure what to say in your emails, how to balance value with sales, or how to grow an email list that actually leads to paying clients? Click play!

And if you want even more help with list building, head to https://listbuildchallenge.com and sign up for my free mini-course that will walk you through how to start, serve, and scale your email list! By this time next year, you could have an email list that’s driving sales, creating freedom, and supporting your big dreams. I’ll see you there! https://listbuildchallenge.com  

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://jennakutcherblog.com/email-marketing-101-beginner-strategy 

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

Find a co-host today at http://airbnb.com/host. 

Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! 

Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger  and keep your business protected.

Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER.

Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!

If you’ve ever typed a caption from the Target parking lot or recorded a podcast intro while holding a baby monitor… this one’s for you. Because Goal Digger, you don’t need a 40-hour workweek to build a dream. Sometimes, 20 minutes and a little fire is all it takes!

In this episode, I’m walking you through 9 things you can do to grow your business in just 20 minutes. 

These aren’t fluff; they’re the exact kinds of micro-moves I made when I was starting out… And honestly, they’re still the ones I come back to now, between mom-ing, meetings, and trying to potty train our dog Hank!

Remember: progress doesn’t require perfection, a packed calendar, or even a full day to yourself. It starts with the 20 minutes you have today, and the drive to stay consistent one day at a time.

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://jennakutcherblog.com/grow-your-business-in-20-minutes-a-day 

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

Find a co-host today at http://airbnb.com/host. 

Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! 

Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger  and keep your business protected.

Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER.

Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!

We talk a lot about what to DO to grow–-what to post, what to sell, what strategy to follow—but the truth is, none of that matters if your mindset isn’t in the right place. 

The biggest transformations usually don’t start with a checklist. They start with a belief, a shift, or a single moment where you realize: “Oh… maybe it doesn’t have to be this way.”

This episode is filled with those moments.

I’ve pulled together 5 of the most powerful mindset shifts ever shared on the Goal Digger Podcast, straight from some of our most impactful guests. These are the beliefs and inner scripts that changed everything for them, and they just might change everything for you, too.

If you’re starting something new, stuck in self-doubt, or just need a reminder that your brain can be your biggest asset (not your biggest roadblock!), click play!

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://jennakutcherblog.com/expert-mindset-shifts-for-work-rest-and-dreaming  

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

Find a co-host today at http://airbnb.com/host. 

Start your risk-free Greenlight trial today at http://greenlight.com/goaldigger! 

Save 30% on Bitdefender Ultimate Small Business Security at https://bitdefender.com/goaldigger  and keep your business protected.

Get 20% off our $25.00 Working Genius assessment at https://workinggenius.com with promo code GOALDIGGER.

Reach the right professionals with LinkedIn Ads, used by over a billion professionals worldwide. Get your $100 credit at https://www.linkedin.com/goal!

I haven’t run a full-blown audience survey since 2020. Since then, so much has changed for me, for you, and for how we do business! And honestly? I wasn’t sure we needed to do one.

But Marisa, my right-hand and co-strategist, had a different perspective, and I’m so glad I listened. In this episode, we’re pulling back the curtain on how we created a survey that wasn’t just about collecting data. It was about reconnection, reorientation, and rebuilding from a place of listening.

And yes, we used AI to help… but only after WE set the vision. So if you’re feeling disconnected from your audience or unsure what to build next, I hope this gives you a few new tools and a little clarity.

You can still take the survey at http://www.jennakutcher.com/survey (and yes, there’s a $500 gift card involved as a thank-you!). Head to http://www.jennakutcher.com/survey to share your thoughts on what kind of support would actually move the needle for YOUR business!

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://www.jennakutcherblog.com/small-business-audience-survey 

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

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Follow This Is Small Business on Apple Podcasts, Spotify, or wherever you listen to your podcast.

What if the reason you feel tired all the time, struggle with weight changes, or feel disconnected from your libido or energy isn’t “just getting older”? What if the real issue is that your body’s been whispering to you for years… and no one’s been listening?

My guest today, Katy Whalen, is flipping the script on women’s health. She’s the founder and CEO of Joi+Blokes, a telehealth brand helping people take control of their hormones, longevity, and overall wellness. 

If you’ve ever wondered what’s really going on with your energy, your mood, or your metabolism… or if you’ve been told to “just deal with it,” this episode is your permission slip to expect more from your wellness journey.

We’re breaking down the myths around hormone health, talk about the three markers every woman should know by heart, and explore what it really means to take a proactive, not reactive, approach to your health.

And hey, if you want to get your own lab work done – which you’ll want to after tuning in, visit https://joiandblokes.com/GOALDIGGER  to get 50% off lab testing or 15% a therapy of your choice. Your journey to feeling like yourself again starts at ⁠https://joiandblokes.com/GOALDIGGER!

Goal Digger Facebook Community: https://www.facebook.com/groups/goaldiggerpodcast/

Goal Digger Instagram: https://www.instagram.com/goaldiggerpodcast/

Goal Digger Show Notes: https://www.jennakutcherblog.com/womens-energy-weight-mood-and-hormones 

Thanks to our Goal Digger Sponsors:

Sign up for your $1/month Shopify trial period at http://shopify.com/goaldigger. 

Find a co-host today at http://airbnb.com/host. 

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Follow This Is Small Business on Apple Podcasts, Spotify, or wherever you listen to your podcast.