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Ep 254 Business Closures, Motherhood, & Identity Collapse - The Seasons No One Prepares You For With Jenna Kennedy

Digital Business Evolution

Release Date: 02/03/2026

Ep 254 Business Closures, Motherhood, & Identity Collapse - The Seasons No One Prepares You For With Jenna Kennedy show art Ep 254 Business Closures, Motherhood, & Identity Collapse - The Seasons No One Prepares You For With Jenna Kennedy

Digital Business Evolution

The title for this episode very much could have been: The Things You Only Say Aloud To Your Best Friend. This is the first episode of many to come, where I sit down with one of my best friends to talk about the things we typically only say to each other through 20-minute voice notes. You know... those messages you try to keep short, but before you know it, you’re spilling your heart and soul into the phone, hoping she’ll know exactly what to say on the other side. The conversations you wish you could have with more people about the realest parts of life. From what...

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In this episode of the Digital Business Evolution podcast, Jess is back with segments from her FREE live coaching calls! These powerful excerpts are great to quickly binge and take action in your business. For the full experience you can head on over to register for the next free coaching event right here:   And we know some of you love watching content on YouTube so you can head over to the DBE YouTube Channel:   In this segment we're diving deep into overcoming creative roadblocks and taking actionable steps towards launching a new project or business. Our guest, Sarah, a...

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In this episode of the Digital Business Evolution podcast, Jess is back with segments from her FREE live coaching calls! These powerful excerpts are great to quickly binge and take action in your business. For the full experience you can head on over to register for the next free coaching event right here:   And we know some of you love watching content on YouTube so you can head over to the DBE YouTube Channel:   In this segment today Jess welcomes mindfulness coach Kyle, who is on the call with excitement and vulnerability as he launches his first program. The conversation...

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In this episode of the Digital Business Evolution podcast, Jess is back with segments from her FREE live coaching calls! These powerful excerpts are great to quickly binge and take action in your business. For the full experience you can head on over to register for the next free coaching event right  And we know some of you love watching content on YouTube so you can head over to the DBE YouTube Channel:   In this segment today Jess engages with guest Lucy who returns to working on her business after taking a break due to burnout. As she seeks advice on rekindling her...

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More Episodes
The title for this episode very much could have been: The Things You Only Say Aloud To Your Best Friend.

This is the first episode of many to come, where I sit down with one of my best friends to talk about the things we typically only say to each other through 20-minute voice notes. You know... those messages you try to keep short, but before you know it, you’re spilling your heart and soul into the phone, hoping she’ll know exactly what to say on the other side. The conversations you wish you could have with more people about the realest parts of life. From what life is really like on the other side of shutting your, once very successful, company down, to the parts of motherhood people are struggling with but not saying aloud, to the complete whirlwind it is to let go of who you once were but have no idea who you are becoming.

This is a real, raw, honest conversation about life in your mid-30s to early 40s, when your life looks nothing like you planned, but somehow you couldn’t imagine it any other way. This is the kind of conversation that makes you feel less alone in the thoughts you’ve been carrying quietly. The ones that only come out when you’re talking to someone who knows every version of you... past, present, and the one still unfolding.

If you’re in a season of transition… if you’ve outgrown parts of your old life but haven’t quite landed in the next one yet… if you’ve found yourself wondering, is anyone else feeling this way? This episode is for you.

Pull up a chair. Put your headphones in. And consider this your reminder that you’re not behind, you’re not broken, and if you desperately want to have these conversations in a voice note at 10pm, join us.

⁠Connect with Jess on IG here www.instagram.com/jess.glazer

Read "The In Between" with Jess https://jessglazer.substack.com/

Connect with Jenna on IG here www.instagram.com/itsjennakennedy