Relationship advice, how we view money, and even the big one... how many years of our marriage have actually been happy? We dive into all of it! This episode is packed with fun, honest, and sometimes surprising questions that I know you’re going to LOVE. Jason and I sat down together once again to walk through your most burning questions, and of course, he brought his usual mix of humor and chaos.

We cover a wide range of topics, some lighthearted, some deep, and try to share a little wisdom from our own experience along the way. Whether you’re married, dating, or just curious, there’s something in here for you.

Important Links:

Save TIME & MONEY by running your biz on a single platform- check out my software, Equipt360, here: https://equipt360.com/

Check out https://jenniferallwood.com/ for anything you need from me!

While I'm away on sabbatical, you're in for a treat, my amazing Director of Operations, Nell Stortz, is taking over! She's sharing powerful insights on the five essential systems your business needs to run on its own.

 Let me tell you, getting my business to the point where it runs without me has taken years of hard work and trial and error. It’s not easy, but it IS possible.

In this episode, Nell walks you through the key systems that have helped us create a business that runs smoothly without constant oversight. Whether you're just getting started or scaling fast, these insights will help you take a big step toward more freedom and less overwhelm. 

Important Links:

Save TIME & MONEY by running your biz on a single platform- check out my software, Equipt360, here: https://equipt360.com/

Today I’m talking to the podcast expert herself… Kylee Chandler!

She’s spent nearly a decade helping podcast hosts grow their shows, some by over 200% in reach, all while hosting a podcast of her own (which I was just on, by the way!). Basically, she knows her way around podcasting.

In this episode, I’m picking her brain to get a better understanding of a field I’ve been in for a long time, but from a fresh, expert perspective.

We’re also talking about whether YOU are the right person to start a podcast. Because I know you’ve thought about it... and if so, this is a great episode to get some clarity on that question.

Important Links:

Find Kylee Here

Save TIME & MONEY by running your biz on a single platform- check out my software, Equipt360

Do you know the real cost of entrepreneurship? Do you think that you have what it takes to make it online? How much are you willing to work for freedom?

These are all questions I’m tackling in today’s episode.

I break down my personal experience with gaining freedom in my time, location, and finances, and trust me, it wasn’t easy. There were struggles, sacrifices, and moments where I questioned if it was all worth it. But through that process, I learned what this journey really demands and what it can ultimately give you in return.

Working online isn’t for everyone, and that’s okay. But if it is the path you feel called to, I want to give you a real, honest look at what it takes, not just the highlight reel, but the hard work behind the scenes.

Hopefully, in today’s episode, you’ll walk away with a deeper understanding of what it really means to pursue freedom through entrepreneurship.

Important Links:

Save TIME & MONEY by running your biz on a single platform- check out my software, Equipt360

This is the final episode in a powerful three-part series I've been walking through with you.

Today, we’re pulling it all together, everything we’ve talked about regarding unhealed pain, trauma, and how those deep-rooted experiences may be leaking into your business, your leadership, and the decisions you make every single day.

I’m diving into how these patterns can manifest in ways you might not expect, like imposter syndrome, a competitive spirit, or constantly seeking validation from others. We'll also take a deeper look at how the environment you were raised in may still be influencing your behavior, your sense of worth, and the way you show up in your work.

This is an important one. So I encourage you to listen closely, take notes if you need to, and reflect on what resonates. This episode is packed full of truth, wisdom, and encouragement to help you recognize and break free from the destructive habits that may be holding you back from the freedom and success you're truly capable of.

Important Links:

Episode 1

Episode 2

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Part 2 is a deep one...

Today, I’m talking all about how the pain and trauma in your life can snowball and eventually lead you to self-sabotage in business. Self-sabotage can show up in so many different ways, sometimes it’s obvious, but often, it’s subtle and sneaky.

In this episode, I really want you to listen closely and reflect on what you might be doing unintentionally that could be disrupting the growth of whatever you’re working on. Whether it’s hesitating to move forward, second-guessing your decisions, or shrinking back when things start to go well, this conversation is meant to help you recognize those patterns, and start healing them.

 Important Links:

Episode 1

Sandi Krakowski Interview

Want to work together? Click Here

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As good as our parents may have been, no one gets out of childhood without experiencing a few painful or traumatic events. These moments, big or small, can leave lasting impressions that shape how we see ourselves, others, and the world around us. And more often than we realize, those unhealed wounds can quietly follow us into adulthood... and even into our businesses.

In today’s episode, I’m diving into how unresolved pain and childhood trauma can subtly (or not so subtly) show up in our professional lives, affecting everything from decision-making and leadership to confidence and communication. You might be surprised by how much of your internal story is influencing your external success.

This is the first installment in a powerful three-part series. So I invite you to listen with an open heart, reflect deeply, and really absorb the wisdom and freedom that’s being offered here. There is healing available, and it starts with awareness.

Important Links:

Save TIME & MONEY by running your biz on a single platform- check out my software, Equipt360

Perfection Isn't Precious

Life is pretty wild over here at the Allwood house! Between kids getting married, going off to volunteer for three weeks in Peru, and juggling multiple businesses all during the heat of summer, there's never a dull moment.

Today, Jason and I finally got the chance to sit down, catch our breath, and reflect on everything that's happening in this season of life. We talked about where we are emotionally, mentally, and spiritually, and how each of us is navigating through these big transitions and exciting (yet sometimes overwhelming) moments.

Our hope is that this episode gives you a real, honest glimpse into our lives. We also pray that it brings you a sense of comfort and encouragement, especially if you’re walking through your own season of change or uncertainty.

Important Links:

Learn how to use ChatGPT

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Years ago, I heard about business owners taking a full month off—and honestly, it felt impossible for me. How could I step away without everything falling apart?

But this year, I’m doing it. I’m officially taking July off—a real sabbatical.

In today’s episode, I’m sharing why I made this decision, the fears and uncertainties that came with it, and why I believe this pause is exactly what my business needs. Sometimes stepping away is the best way to move forward.

Important Links:

Anthony O'Neal Interview

Monica Speight Interview

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Passion is powerful, but it doesn't always lead to profit. In today’s episode, we’re diving into a topic that many entrepreneurs and creatives struggle with—why simply following your passion might not be the best strategy for building a sustainable business.

Yes, passion can be the spark that ignites your journey. It can fuel your hustle during the early stages, keeping you motivated and energized. But here's the reality: passion alone won’t always pay the bills or put food on the table for you and your family. Relying solely on what you love to do—without a plan, market validation, or a monetization strategy—can leave you burnt out and broke.

Today, I’m introducing a fresh perspective on how to pursue your passion with purpose that will have you rethinking the 'follow your passion' advice—and replace it with something that works in the real world. You won’t want to miss this one.

Important Links:

Save TIME & MONEY by running your biz on a single platform- check out my software, Equipt360

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