TUSHMAN_OS v2.0.26
BIOS CHECK.......... [OK]
SYS.MEMORY: 640K (should be enough for anybody)
LOADING PERSONALITY_MATRIX... [OK]
CAREER.EXP: 20+ YEARS | STATUS: ACTIVE
MOUNTING /blog......... 8 posts found
SCANNING /press........ 4 features found
MOUNTING /music........ 20 records loaded
SCANNING FOR VINYL..... never enough
HEARTHSTONE_STREAK: ~5,475 days and counting
PIZZA_OVEN: PREHEATING | DOUGH: 72% HYDRATION
SYSTEM READY. WELCOME.
click or press any key to skip
TUSHMAN_OS v2.0.26 — [OK]
SYS.MEMORY: 640K (should be enough for anybody)
LOADING PERSONALITY_MATRIX... [OK]
CAREER.EXP: 20+ YEARS | STATUS: ACTIVE

Jonathan
Tushman

CTO / CAIO @ Hi Marley

Pragmatist. Builder. Work in progress.

About

Harvard Business School grad, serial founder and CTO who's spent twenty-plus years building technology companies from the ground up. Currently leading technology and AI strategy at Hi Marley, where we're transforming how insurance companies communicate with the people they serve. I'm endlessly drawn to the space where AI amplifies human connection rather than replacing it.

/var/log/thoughts

Logs

Thinking out loud about AI, engineering leadership, and trying to be useful. Mostly written on LinkedIn, collected here so I can find them later.

┌──────────────────┐ │ ╱╲ ╱╲ ╱╲ ╱╲ ╱╲ │ │╱ ╲ ╲ ╲ ╲ ╲ │ │ ╲ ╱╲ ╱╲ ╱╲ ╱╲ ╱ │ │ ╲ ╲ ╲ ╲ ╲ │ ├──────────────────┤ │ [BOX OF SPRINGS] │ └──────────────────┘
AI Strategy
Beware the Box of Springs
June 2026
┌──────────────────┐ │ .docx ████████ │ │ .pptx ████████ │ │ .md ▏ │ │ .html ▏ │ ├──────────────────┤ │ [STONE TABLETS] │ └──────────────────┘
AI Engineering
Word and PowerPoint Are Stone Tablets
April 2026
╔══════════════════╗ ║ CREDITS: 0 ║ ║ ████████░░ 80% ║ ║ ▓▓▓▓▓▓░░░░ 60% ║ ║ ░░░░░░░░░░ 0% ║ ║ [UPGRADE PLAN?] ║ ╚══════════════════╝
Thought Leadership
"Dad, I Ran Out of Credits"
April 2026
Date Tag Title
Jun 2026 AI Strategy Beware the Box of Springs Apr 2026 AI Engineering Word and PowerPoint Are Stone Tablets Apr 2026 Thought Leadership "Dad, I Ran Out of Credits" Apr 2026 Infrastructure Claude Called in Sick Mar 2026 Voice + AI Keyboards Just Slow Us Down Mar 2026 AI Engineering Yes, And... Mar 2026 Leadership Compliance Is a Superpower Feb 2026 Soapbox Stop Paywalling SSO Feb 2026 AI + Family Our First Family Hackathon Jan 2026 AI + Culture This Weekend I Taught My Family the Terminal

/var/log/press

Featured In

A few places I've been quoted on AI, governance, and how teams pragmatically put AI to good use.

CIO.com
CIOs Rethink the Balance Between AI Oversight and Innovation
Jun 2026

Why the old "put controls around it, then verify" model breaks down once AI stops behaving deterministically, and why the real fix is organizational design, not lockdown.

Read on CIO.com Forbes
Guidance for AI Startups in 2026
Jun 2026

Part of John Werner's guidance for founders building AI startups heading into 2026.

Read on Forbes Computerworld
5 Ways to Curb AI Sprawl Without Stifling Innovation
May 2026

On AI sprawl: when anyone can stand up a tool by Tuesday, the answer isn't blocking access. It's making "yes" survivable with registries, shared hosting, and an AI ops layer.

Read on Computerworld CIO.com
AI Is Spreading Decision-Making, But Not Accountability
May 2026

Designing healthy tension into the org: people pushing AI forward, people keeping it safe. The value is in that tension.

Read on CIO.com

The Collection

On the Turntable

Twenty records I keep coming back to. Not a "best of" list — just the albums that have shaped how I hear everything else.

Blue by Joni Mitchell
Blue
Joni Mitchell
Tommy by The Who
Tommy
The Who
#1 Record by Big Star
#1 Record
Big Star
Eat a Peach by Allman Brothers Band
Eat a Peach
Allman Brothers Band
Doolittle by Pixies
Doolittle
Pixies
Physical Graffiti by Led Zeppelin
Physical Graffiti
Led Zeppelin
Lawn Boy by Phish
Lawn Boy
Phish
OK Computer by Radiohead
OK Computer
Radiohead
I'm Wide Awake, It's Morning by Bright Eyes
I'm Wide Awake, It's Morning
Bright Eyes
The Southern Harmony and Musical Companion by Black Crowes
Southern Harmony
Black Crowes
Highway 61 Revisited by Bob Dylan
Highway 61 Revisited
Bob Dylan
Greetings from Asbury Park, N.J. by Bruce Springsteen
Greetings from Asbury Park
Bruce Springsteen
XO by Elliott Smith
XO
Elliott Smith
Weezer (The Blue Album) by Weezer
The Blue Album
Weezer
The Band by The Band
The Band
The Band
Paul's Boutique by Beastie Boys
Paul's Boutique
Beastie Boys
Can't Buy a Thrill by Steely Dan
Can't Buy a Thrill
Steely Dan
Layla and Other Assorted Love Songs by Derek and the Dominos
Layla
Derek and the Dominos
Europe '72 by Grateful Dead
Europe '72
Grateful Dead
Yankee Hotel Foxtrot by Wilco
Yankee Hotel Foxtrot
Wilco

Beyond the Screen

Off the Clock

I've played Hearthstone daily for fifteen years. I'm currently obsessed with mastering Neapolitan pizza — the dough hydration, the leopard spots, all of it. Still a Boston Marathon finisher and Pan-Mass Challenge rider raising money for Dana-Farber. And always digging through crates for the next record.