Outside The Corporate Box
Outside the Corporate Box is for leaders, builders, and thinkers who knew they were never meant to stay inside someone else’s blueprint.
Hosted by JMan and Jeffrey, this show explores what happens when ambitious professionals step beyond traditional titles, rigid systems, and inherited definitions of success to build a life and business that actually reflects who they are.
These are conversations about reinvention, courage, identity, entrepreneurship, leadership, and the messy, beautiful work of becoming fully yourself.
From executives who walked away from the boardroom…
to creators who turned expertise into influence…
to entrepreneurs who chose freedom over comfort…
This is where modern thought leadership gets honest.
Because sometimes the most powerful move isn’t climbing the ladder.
It’s realizing the ladder was leaning against the wrong wall.
Outside The Corporate Box
Latest Episodes
Ivan Estrada Hid Who He Was in Beverly Hills Real Estate, Then SOLD $750M Worth
Ivan Estrada spent years hiding his Latino heritage and his identity as a gay man from his own real estate clients, convinced it would cost him business in Beverly Hills. Then he found out the opposite was true. In this episode, the Beverly Hil...
She Had the MBA, the Six-Figure Salary, and Was Crying in a Parking Lot at 10 PM | Tezeta Roro
Tezeta "Tez" Roro had everything the blueprint promised: the MBA, the six-figure salary, the recognized company name on her badge. She was so proud of that job she wore her badge to the grocery store. Then came 10:00 PM on a corporate campus, n...
From Fortune 500 to Founder: Why Staying Comfortable Is the Biggest Career Risk
Jackie Phichith spent nearly two decades inside Fortune 500 boardrooms helping McDonald's, Merck, and Pfizer navigate transformation. Then she realized the framework she had been teaching organizations was the same one she needed to apply to he...
Leaving Corporate to Build Relay Recruiting: Lauren Dunkle Dlugosh's Story
Lauren Dunkle Dlugosh was one of the top billing recruiters at her firm in Rochester, regularly placing $550K to $650K in fees annually. She had great colleagues, a strong reputation, and no real reason to leave. And the night before she quit, ...
Laid Off at 50, #1 Agent at 51: Donna Baker on Reinventing After the Floor Falls Out
Donna Baker spent 30 years climbing the corporate ladder as an executive assistant — all the way to one of the highest-paid roles in Los Angeles. She was brilliant, organized, and on the verge of becoming a paper millionaire through stock optio...
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