You're showing up, doing the work, leveling up in your business. But when you open your closet, nothing feels right. You know how you want to look but you can't seem to pull it off. And that gap between where you are and how you're showing up is taking up way more mental energy than it should.

Jessie Spressart was in that exact spot. She was already a highly visible leader, speaking and traveling and building Optia Consulting. But her style was stuck somewhere around 2018 and she kept thinking she should be able to figure this out herself. When she finally let go of that and asked for help, everything shifted.

In this episode of The Visibility Shift, Jessie shares what that dissonance actually felt like, why blending in felt safer than standing out, and what changed when she stopped trying to DIY her style. She also gets honest about body changes in midlife and why she decided she deserved to feel good in her clothes no matter what.

3:41 – The subtle exhaustion of feeling “almost there” every time Jessie got dressed

8:58 – How body changes became an invitation for Jessie to honor herself

12:13 – Why high-achieving women struggle to ask for help with something that feels vulnerable

15:37 – How Jessie knew we were on the right track (despite her nerves)

19:42 – The importance of doing the background work before the shopping begins

22:47 – The inherited rule Jessie carried regarding attracting attention

26:47 – How Jessie felt when she incorporated a bit more of herself into her style

29:35 – Why buying the “right” outfit is not the same as doing the internal work

33:24 – The energy cost of blending in and the unexpected ease that comes with congruence

35:04 – How “fake it till you make it” influences your energy when your style is authentic

39:45 – How Jessie caught herself slipping back into old thought patterns at a recent event

42:36 – Jessie’s final words if you’re feeling stuck or worried about making a change

Mentioned In How Jessie Spressart Went From Blending In to Being Herself

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