Pick my brain.
Twenty-five years leading teams at Microsoft and Expedia, and now building my own products with AI. Whether you're building a company, leading a team, starting your career or just curious, if any of that is useful to you, let's talk. No pitch. No strings.
45 minutes, one-on-one. No cost, and it's not a sales call. I just like meeting people.

- ACHIEVEMENT UNLOCKED25 years of leadership
- SIDE QUEST COMPLETE48 countries explored
- RARE ACHIEVEMENTSurvived the Red Ring
Select mode
Three ways to play.
Press Start
45 minutes with me on leadership, operations, AI or the things I've built. No strings.
Gatherings
Free Seattle-area meetups for people I've worked with, and the people they'd bring.
Mentoring
Pro bono coaching for people early in their careers.
Player selection
Who should press start.
Founders
You built the thing. Now there are people to lead and decisions you've never made before.
Team leaders
New manager or seasoned exec, it helps to talk it through with someone who's been there.
Builders
Working out what AI can actually do for your work, or building something of your own.
The curious
At a crossroads, comparing notes, or just want to meet. Some of my favorite conversations.
Skill tree
What we can talk about.
Twenty-five years of points, spent across four branches. Open the tree to see every skill.
SKILL POINTS SPENT: 25 YEARS- 1CORELeading yourself
- 2COREFirst-time management
- 3ADVANCEDBuilding a leadership bench
- 4ADVANCEDOrg design as you grow
- 5MASTERYLeading leaders
- 1COREMaking day-to-day operations work
- 2ADVANCEDJust enough process
- 3ADVANCEDAutomation and tooling
- 4ADVANCEDGlobal ops with vendor partners
- 5MASTERYRedesigning work to save time and money at scale
- 1COREBuilding and running my own AI agents
- 2COREBringing AI into my own work
- 3ADVANCEDGetting a team to use it
- 4ADVANCEDBuild, buy or wait
- 5MASTERYShipping software with AI
- 1COREXbox support at global scale
- 2ADVANCEDTrust and safety for Xbox
- 3ADVANCEDA global ad operations org
- 4MASTERYConcertIQ and other apps
Achievements
Track record.
Bench builder
PEOPLEHired managers who now run organizations of their own.
Lean and mean
OPERATIONSHelped grow the business while making operations more efficient.
Busywork slayer
OPERATIONSAutomated the grind out of a global operations team.
Seeing red
RARELed Xbox's global response to the Red Ring of Death.
Trust and safety
PLATFORMReduced fraud and account theft across Xbox.
Late-game builder
AILed AI adoption across a global team and built my own software.
Controls
How to play.
Press start
Pick a time that works and tell me what's on your mind.
Bring anything
A hard problem, a half-formed idea, a career question. 45 minutes, on video.
No strings
It costs nothing and it isn't a sales call. If we stay in touch, it's because we both want to.
Tips
- Does this cost anything?
- No. I'm not selling anything in these conversations.
- Do I need to be a founder?
- No. Anyone who thinks I might be useful, at any stage.
- What happens after?
- Nothing, unless we both want to stay in touch.
Class progression
Leveled up, one class at a time.
Newest first. Side quests along the way: two degrees while working, and 48 countries.
Guide & Builder
Meeting people, helping where I can, and building my own products with AI.
- Multi-class: operator + builder
- All previous perks retained
VP, Advertising Operations
Expedia Group, 2022–2026PERK UNLOCKEDScale without bloatSr. Director, Expedia
Lodging supply, then Ad Ops, 2014–2022PERK UNLOCKEDBench builderDirector, Xbox
Marketplace, Safety, SupportPERK UNLOCKEDCrisis modeMicrosoft
MSN Internet Access, Global Outsourcing, from 2000PERK UNLOCKEDVendor whisperer
Plus pizza delivery and a cheese factory. Every one taught me something.
Inventory
Off the clock.
- x∞Books: business, sci-fi, fantasy
- LV99Gamer since forever
- 4848 countries visited
- x3Cooks for a crowd
- NEWBuilds apps for fun
- M.S.M.S. in Industrial/Organizational Psychology