The Portrait Conversation is a portrait in words and paint. My goal as host, artist and conversationalist is to take everyone on a journey with the subject and get to know and understand them and their work at a deeper level than happens with casual conversation. It is an in-depth, inspirational long-form live interview show combined with a cool artistic twist. I paint my subject’s portrait while conversing with them. While the conversation unfolds I typically use my iPad using an Apple Pencil and the Procreate app to sketch them, sharing the process and progress of the portrait with the audience as it evolves. If you listen carefully you may even hear the tip tap of my Apple Pencil on the iPad glass! Please note this is not a class or tutorial and the focus is on my subject and their story, not on my art tools and technique. If you’re interested in learning digital painting, I have on-going education on my member website PaintboxTV.
The Portrait Conversation is a free live cast broadcast via a streaming Zoom webinar, starting at 10 am Pacific (1pm East Coast, 6pm UK). Each session normally lasts between 90 and 120 minutes and includes Q&A. All conversations are recorded and posted for you to enjoy watching asynchronously.
Coming up:
Episode 22 – Tuesday, November 18th, 2025
10:00 AM – 11:30 AM PST

Jeremy Cooper, Audio Wizard
From Curious Coder to Restoring Apollo 13’s Lost Audio
Click here to register to attend this session live!
Completed Episodes:
Coming up:
Episode 21 – November 7th, 2025

Lady Patricia Farmer, Real Estate Innovator, Author & Historical Curator
How an Interest in Real Estate Led to Exploring How Playboy Helped Jazz Musicians
This episode is still being edited and a link to watch it will be posted here as soon as it is ready.
Episode 20 – February 5th, 2022

Susanne Goldstein, Transformation & Success Coach, Social Entrepreneur and Filmmaker —
Reinventing and Transforming in Business and Life
Episode 19 – Nov. 20, 2021

OceanMatt Horrigan, Oceanographer
Insights Into (and Under) the Oceans
Episode 18 – Sep. 11, 2021

Joe Costa, Historical Architect
Historical Restoration & Preservation
Episode 17 – June 12, 2021

Dr. Daniel C. McNamee, Neuroscientist
Understanding the Brain: Memory & Reasoning
Episode 16 – May 1, 2021

Dr. Stacey Efstathiou, Virologist
Q&A on COVID-19 Vaccines
Episode 15 – Apr. 3 and 10, 2021

Brooke Einbender, Artist
New Frontiers in Art: Adventures in XR (Extended Reality) & Cryptoart
Episode 21 – November 7th, 2025

Lady Patricia Farmer, Real Estate Innovator, Author & Historical Curator
How an Interest in Real Estate Led to Exploring How Playboy Helped Jazz Musicians
This episode is still being edited and a link to watch it will be posted here as soon as it is ready.
Episode 20 – February 5th, 2022

Susanne Goldstein, Transformation & Success Coach, Social Entrepreneur and Filmmaker —
Reinventing and Transforming in Business and Life
Episode 19 – Nov. 20, 2021

OceanMatt Horrigan, Oceanographer
Insights Into (and Under) the Oceans
Episode 18 – Sep. 11, 2021

Joe Costa, Historical Architect
Historical Restoration & Preservation
Episode 17 – June 12, 2021

Dr. Daniel C. McNamee, Neuroscientist
Understanding the Brain: Memory & Reasoning
Episode 16 – May 1, 2021

Dr. Stacey Efstathiou, Virologist
Q&A on COVID-19 Vaccines
Episode 15 – Apr. 3 and 10, 2021

Brooke Einbender, Artist
New Frontiers in Art: Adventures in XR (Extended Reality) & Cryptoart














