Brought to you by LinkedIn
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~770M users, Athletic
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Entrepreneur, venture capitalist, and author Jason
Portnoy began his career at PayPal, working closely
with technology icons like Peter Thiel, Elon Musk, Max Levchin,
and Reid Hoffman. He served as the first chief financial officer
of Palantir Technologies and later founded Oakhouse Partners, a
top-performing venture capital firm.
Jason is sought after as a trusted advisor to technology company
CEOs and has spoken on topics ranging from executive leadership
to the intersections of technology and humanity. He holds
engineering degrees from both Stanford University (MS) and the
University of Colorado (BS).
His new book is Silicon Valley Porn Star.
Please enjoy!
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*
This episode is also brought to you
by Shopify! Shopify is
one of my favorite platforms and one of my favorite
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*
This episode is also brought to you
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answer is usually AG1 by Athletic Greens, my
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*
[04:45] A caffeine-free breakfast
[08:22] Background basics
[10:52] Education and career diversions
[16:51] Getting a job on the merits of an eclectic reading list
and company t-shirt
[21:47] Early days at PayPal
[25:54] Lessons learned from Thiel, Hoffman, and Musk
[31:40] Why were so many disparate projects seeded by the PayPal
diaspora?
[36:59] Peering into Palantir and the low-profile mindset
[41:22] Origins of the title Silicon Valley Porn Star
[44:02] Recognizing addiction, its escalating consequences, and
its contributing factors
[53:50] Escaping self-imposed victimhood and rescuing the
marriage
[1:05:52] Shared therapy and vocabulary
[1:08:06] Simplifying and subtracting
[1:15:20] Shame spirals and 12 steps (not South Africa)
[1:25:22] From Porn Star to The Monk with help via choice reading
selections and Coach Melissa
[1:30:12] Reconciliation
[1:33:22] Most important keys to the repair process
[1:34:54] Safeguards against relapse
[1:38:02] Modern porn vs. “natural” urges
[1:40:11] What compelled Jason to write Silicon Valley Porn Star?
[1:44:51] Time for surrender: filling in the post-book timeline
[1:50:26] Enduring challenges
[1:51:49] Retreat lessons
[1:55:36] Jason’s billboard
[1:57:34] Books most gifted
[1:59:29] Good investments made
[2:02:03] The obscure side of Microsoft Excel
[2:04:36] What makes a great CFO?
[2:08:52] Finance: on the job vs. school
[2:11:21] Opening up to a partner about secrets we’ve been
holding
[2:17:52] Parting thoughts
*
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