Ever feel the call of the open road, the thrill of the unknown, or the lure of the unconventional? I’m taking you on an adventure with Ashley O’Connor, a registered nurse turned Health & Fitness Coach, as she shares her exhilarating journey through her first year of full-time entrepreneurship and nomadic living.  Imagine booking a […]


December 14, 2023

[INTERVIEW] The Entrepreneur Adventure: Crazy + Confused w/ Ashley O’Connor

Brace yourself and get ready to welcome the audacious and vivacious Sam Picco! Straight from the breathtaking landscapes of Conception Bay South, Newfoundland, Sam’s story is one of resilience, creativity, and the sheer audacity to dream big. We’re taking you on a thrilling journey as she bares her soul about grappling with ADHD, hustling in […]


September 28, 2023

[INTERVIEW] The audacious journey from reality TV to entrepreneurship w/ Sam Picco

In this episode, I’m sharing a replay episode from my good friend Hannah Haas’s podcast, Confessions of an Entrepreneur. Ever wonder how it feels to lose a job amidst a global pandemic or plan a live podcasting event like Boss Talk? We share it all – the lows, the highs, and the rollercoaster ride in […]

Confidence, Transformation

August 31, 2023

[INTERVIEW] Confessions of an Entrepreneur w/ Hannah Haas

EP. 1

What is confidence? Where can I find some?

The scoop on where I lost my confidence.

ep. 3

When you're feeling like you're not enough.

EP. 45

[LIVE] You are enough. You are doing enough.

EP. 76

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"Disney World might be the happiest place on earth but The Self(ish) Retreat is one of the safest places on earth to share your true self. All parts of you are welcome at the Self(ish) Retreat. It's an opportunity to make new friends and bond on a deeper level with old (and new) friends. You're guaranteed to learn something new about yourself. Jess takes care of all the details of the weekend so you can focus on turning inward and getting what you need out of the retreat."

Jamie Says:


"You NEED to work with Jess. No question. In the 4 months I have been working with Jess so far, my business and I have grown EXPONENTIALLY. Four months ago, I was just talking about the idea that I might start a business, and now I have left a career that wasn’t aligned for me, committed to the adventure of a lifetime, found my niche, launched my business, and rediscovered WHO I AM in the process. I promise you, YOU WILL NOT REGRET choosing 1:1 coaching with this powerhouse woman. Just make sure that you are ready to GROW more than you thought possible."

Ashley Says:

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