35 Things I’ve Learned in 35 years
In this special episode of Your Next Business Bestie, I decided to celebrate my 35th birthday by sharing 35 lessons I’ve learned over the years. It’s a mix of personal and professional insights—things that have shaped me as a person and an entrepreneur. I wanted to use this milestone to share more of my story and reflect on how far I’ve come.
I talked about how important it is to do business your way—breaking free from the idea that there’s a “right” or “wrong” way to succeed. I opened up about the challenges of balancing financial trauma with the courage to leap into entrepreneurship full-time. I shared why sitting down at the table—literally and metaphorically—changed my life, and why listening to your gut can make all the difference.
I got personal, too, like when I talked about grief and losing my cat Jack or the funny lessons I’ve learned, like always keeping snow boots in the car. Some lessons, like the power of rest, took me years to learn. Others, like the importance of community and sharing our stories authentically, have become the foundation of everything I do.
Through all of this, I’ve realized how messy and imperfect life can be—and that’s okay. We’re all doing the best we can, and I’ve found that authenticity wins every time. Whether it’s about believing in signs from the universe or knowing when it’s time to let go of things that don’t serve you anymore, I hope these lessons resonate with you.
At the heart of it all, this episode is about community—how it has saved me, supported me, and continues to inspire me. Thank you for being part of my journey and letting me be part of yours. If you ever need someone in your corner, I’m here. This was such a special episode to record, and I hope it brings you value as you navigate your own story.
Connect with Jenn:
www.instagram.com/lifejennsway
Find out more about Jenn's readers' retreat!:
www.jennswayva.com/kismet-retreat
Jenn's referral link for Diana's community, Recess!:
https://recess-for-creatives.circle.so/checkout/recess-for-creatives-dollar55?affiliate_code=9c98bf
