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Saying Goodbye to My 20’s


jk-1-300 Saying Goodbye to My 20's

Holy moly, it’s been a bit since I did a little personal update! I can’t believe it but on Sunday I enter a new decade of life and am turning 30. To be entirely transparent, I haven’t even given much thought to this new “milestone.” We’ve been so busy with life, going viral, staying on top of work, and the big move that my birthday has felt like an entire afterthought…. it’s safe to say it snuck up on me but here it comes!

How do you sum up a decade of life? When I think of my 20’s, it feels like it lasted a hundred years but also seems like it happened in the blink of an eye – isn’t life weird like that? In my 20’s I graduated college, landed my “dream” corporate job, married my best friend, adopted two dogs, quit said “dream” job to pursue actual dreams, launched a business, bought 4 different homes, launched a podcast, taught thousands of students, grown a following online, had two miscarriages, traveled a ton, moved to Minnesota… I mean, the list could go on and on and on.

A 5 biggest milestones that stick out when I think of my 20’s:

  • At the age of 23 I got married to Drew. We were babies in so many ways but what I love most about this last decade is that we’ve grown into ourselves while growing into each other. We are entirely different humans than when we stood at the altar but I love how we’ve transformed together.
  • Also when I was 23, I made the move to leave my corporate job to become an entrepreneur. I’ll be honest and say that I only saw wedding photography for myself, but in this last decade I’ve pivoted so much and I couldn’t love my job more now: podcaster, educator, speaker, and influencer.
  • When I was 28, I had my first miscarriage. Loss has been a great teacher in our lives and the last two years have been filled with fertility struggles but so much joy. Grief has taught me that joy and sadness can share space and has caused me to lean into my relationship with God so much more. It’s caused me to dig deep into healing my body, loving myself, and trusting in timing. I always joked that I’d have kids “maybe when I’m 30,” so maybe this is our year.
  • At the age of 28, I also launched The Goal Digger podcast. We kind of piecemealed the whole thing together and prayed that it would work and it’s taken on a life of its own, so much so, I was able to hire my sister to join my team. Over 4 million downloads and counting, sitting at the top of the iTunes business charts and telling stories of powerful women has never felt better.
  • When I was 29, I moved home. It’s so weird to explain what that move has meant but I feel like for the first time in a long time I can breathe deeply. It’s like I’ve been holding my breath without even realizing it and everything feels oh-so-right to be here. It was one of the easiest transitions we’ve made and both of us just feel like it was the right move.


It’s impossible to sum it all up from growing our little audience online from 0 to over a half a million, partnerning with brands that I’ve always loved, speaking on stages across the world, and inspiring thousands of strangers through the internet. There are so many things that have happened in this last decade that when I close my eyes they all blur together in this storm that has felt like my life.

I’m not feeling much about being 30, in fact, I’m just taking life day by day in a beautiful way and so every day I wake up next to Drew feels like a great day. I’m feeling the most confident and beautiful I’ve ever felt and I’m excited about life – there are so many good things happening right now that I just feel grounded, ready, and proud. I’ve spent many hours in my 20’s building this little business into an empire and since I spent those hours working smarter and not harder, I’m at a place where I feel like I can truly approach each day rested, eager, and ready. It’s been a blessing to share our journey and lives online and I am so thankful for each and every one of you who have chosen to follow and cheer us on. It’s been a wild ride but it’s been the most life-giving, incredible, exciting one too.

Onto the next decade, hello 30!

by Jenna Kutcher 

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  1. Lisa

    October 13th, 2018 at 9:50 am

    great post!


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