The More Formal Bio of Jill Sessa

About This Photo

Taken at Jimmy’s Corner in NYC by Joseph Johnson.

Jill Sessa at Jimmy's Corner in NYCEvent: Jill was honored to introduce the guest for the evening, Dr. Theresa Runstedtler, author of the highly acclaimed work Jack Johnson, Rebel Sojourner.


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Grab her bio and any headshots of your choice here. Feel free to edit the bio content for your own needs. Removing paragraphs 2 and 3 make for a shorter piece at ~115 words, full is 275.


Jill Sessa is an undaunted solo traveler and location independent techie. You’ll find her (if you can catch her!) exploring land and water while she manages her website support service, Ultimate WP Help, and teaches others how they, too, can live the life of which they dream through leveraging the power of outsourcing and automation.

A serial entrepreneur, with prior businesses in health and fitness, Pilates studios, and building web applications, she has been enjoying an ever changing view from the “office” window for over 9 years while working only 15 hours a week. Jill’s favorite thing to say to her fabulous clients is “Let us focus on our genius, so you can focus on yours.”

The day Hurricane Sandy rolled into NYC, it was Jill’s 40th birthday. She decided it was a sign to shake things up in her life and shortly thereafter, took off on what is now a 180 thousand-mile-plus road trip, first by bicycle, then across the USA on a Vespa, moving into a tiny RV, a motorcycle with sidecar and now a Sprinter van with a small motorcycle – and always a paddling vessel of some kind. The horizon holds more international travel, more modes of transportation and the release of her book chronicling her pursuit of the Extra-Ordinary.

You can find Jill’s business at, the techniques that have allowed Jill to move from 15 hour workdays to 15 hour work weeks are now taught through her Strategy and Scale on the Captain’s Bridge coaching program (schedule a call to discuss!), and a stack of totally real life, amateur photos on Instagram at @jill.sessa or on Facebook at


Images: Grab any on this page that are right for your needs. Click to open and download. Crop as necessary, please do not alter integrity of the file with photoshop. Jill is totally comfy with who she is and thinks that is an important part of her journey.