YouTube Live@ExecutiveUpskill
Episode 1: Your 2027 AI Budget, Argued Three WaysPremieres in
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Wed, Oct 28, 11:00 AM PT / 2:00 PM ET
Watch the full episode live and ask in the chat while the hosts can still answer.
Live video podcastPremieres Wed, Oct 28 on YouTube Live00d 00h 00m
Executive Upskill
Three operators talk AI, business and brand from the seats they've held. Live on YouTube, clipped for your feed.
- AI agents on the org chart
- Human review, built in
- Margin math on AI pilots
- Chatbots as brand voice
- Board questions about AI
- A venture fund run on agents
- Month-end close, automated
- Moats you can't prompt
- Blockchain's second act
- Pop culture as market signal
James Christopher
Greg Fisher
Bryce Gilleland
Pull up a chair
Three operators on one call. The premiere streams live on YouTube on Wed, Oct 28. Bring a question for the chat.
Watch live or catch the clips
The full episode streams on YouTube Live, and you can ask in the chat. We cut the best exchanges into clips for Shorts, Instagram and TikTok.
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YouTube Shorts@ExecutiveUpskill
One argument per clip, short enough for the gap between meetings.
Watch ShortsInstagram@executiveupskill
Reels of the sharpest exchanges, plus behind-the-set Stories.
Follow on InstagramTikTok@executiveupskill
Fast cuts of the moments the hosts disagree, ready for you to stitch.
Follow on TikTokBrowse by lens
Meet the hostsPick the lens you need
Season 1, sorted by the host who leads each episode. The other two still weigh in.
Brand meets the bot
Brand lens, with James02Who Checks the Bot? Designing Human Review Into AILed by James Christopher05Your Chatbot Is Your Brand NowLed by James Christopher09Selling AI to Customers Who Don't Trust ItLed by James Christopher
Planned for Season 1Meet James
Make the AI pay
AI and finance lens, with Greg04The AI Pilot Bill Comes DueLed by Greg Fisher07Automating Month-End Close Without Losing ControlLed by Greg Fisher11Reporting Your Board Will BelieveLed by Greg Fisher
Planned for Season 1Meet Greg
Bet before consensus
Venture lens, with Bryce03Running a Venture Fund on AI AgentsLed by Bryce Gilleland06Is Your Moat a Prompt?Led by Bryce Gilleland10What Survived the Blockchain HypeLed by Bryce Gilleland
Planned for Season 1Meet Bryce
One question. Three lenses.
Pick a question you're facing. Each host makes his call.
Should we replace a hire with an AI agent?
Name the person who reviews the agent's work before a customer sees it. If you can't name them, you're hiring a liability.
Price the agent with the hours someone spends checking its work. Compare that number to the salary, then decide.
I run my fund's operations on agents I designed. Start with a workflow you can write down step by step. If you can't write it down, the agent can't run it.
The full argument airs live on Wed, Oct 28.
Get premiere alertsAsk your ownHost opinions for discussion. Nothing here is financial, legal or investment advice.
Meet the hosts
Host & moderator, brand lens
James Christopher
James is one of the few marketing leaders in the world who holds patents in machine learning and advanced sensor technology. With more than 20 years as a marketing executive, user experience expert and brand leader, he has applied his technical insights across IoT, health and wellness, and consumer electronics. He currently advises startups on AI transformation and is an advocate of human-in-the-loop systems and IRL experiences.
“Who's the human in this loop, and can they say no?”
Free live sessions from F3 Insights
Try it on your own files
F3 Insights, an AI and finance advisory affiliated with the show, runs free online working sessions for executives. Bring a laptop and a real problem.
Hands-on: bring your own files and toolsFree, online, 30 to 90 minutes
October 2026
SMTWTFS
Working session Weekly meetup
Every Saturday, 8:30 AM to 10:00 AM PT: Coffee and AI Coding. Weekly show-and-tell. Bring what you built, or come to watch.
Register freeThu
8
Oct
Next up
Getting Set Up with AI Tools
4:30 PM to 5:00 PM PT. Free, online, 30 min.
Get your AI tools installed and working before you need them.
Pairs with EP 01, Your 2027 AI Budget, Argued Three Ways
Register freeOpens the F3 Insights site
Thu
22
Oct
AI and Excel for Forecasting
4:30 PM to 5:00 PM PT. Free, online, 30 min.
Bring AI into the spreadsheet you forecast in.
Pairs with EP 01, Your 2027 AI Budget, Argued Three Ways
Register freeOpens the F3 Insights site
Thu
5
Nov
Managing AI Context and Memory
4:30 PM to 5:00 PM PT. Free, online, 30 min.
Control what your AI tools remember between conversations.
Pairs with EP 03, Running a Venture Fund on AI Agents
Register freeOpens the F3 Insights site
Thu
19
Nov
Variance Analysis Automation
4:30 PM to 5:00 PM PT. Free, online, 30 min.
Have AI draft the budget-versus-actual explanations you write each month.
Pairs with EP 11, Reporting Your Board Will Believe
Register freeOpens the F3 Insights site
Thu
3
Dec
Automated Meeting Notes
4:30 PM to 5:00 PM PT. Free, online, 30 min.
Turn meeting recordings into decisions and follow-ups you can send.
Pairs with EP 08, Hire a Person or Deploy an Agent?
Register freeOpens the F3 Insights site
Join Season 1
Before you tune in
When does Executive Upskill air?
The premiere streams on YouTube Live on Wednesday, October 28 at 11:00 AM PT. New episodes follow on a regular schedule we'll announce to the alerts list first. Get premiere alerts and we'll email you the day before and again when we go live.
Can I join live?
Yes. Open the stream on YouTube, sign in and post in the live chat. The hosts take questions from the chat during the show. If you miss it, the replay stays at the same link.
How do I get my question on air?
Send it through the question form on this page before the cutoff shown there, or post it in the live chat during the show. The hosts pick questions that name a real decision and give enough context to argue about. You can ask us to read yours without your name.
Who should pitch as a guest?
Founders and operators who made a hard call on AI, money or brand and will defend it on camera. You can pitch yourself or someone you know.
Is it free, and where can I watch?
Yes, it's free. Watch full episodes live or on replay on YouTube, and find short clips on YouTube Shorts, Instagram and TikTok. The affiliated F3 Insights sessions are free too, and you register for them on the F3 Insights site.