Daily log


These sounds are falling through my mind

VM connection timeout

After 3 days of countless attempts to resolve Failed to start Claude’s workspace, VM connection timeout after 60 seconds, I finally found a fix. Came across via GitHub, and I’ll share the steps below:

Fix: Cowork VM stuck at guest_vsock_connect (macOS 26.x)

If Cowork fails to start with the VM timing out at the guest_vsock_connect step, resetting the VM bundle fixes it:

1. Fully quit Claude Desktop (Cmd+Q, may need twice)

2. Verify it’s dead

ps aux | grep -i Claude.app | grep -v grep

3. (Optional) Back up session data if you want to preserve it

mkdir -p ~/Documents/claude-vm-backup
cp ~/Library/Application\ Support/Claude/vm_bundles/claudevm.bundle/sessiondata.img ~/Documents/claude-vm-backup/
cp ~/Library/Application\ Support/Claude/vm_bundles/claudevm.bundle/macAddress ~/Documents/claude-vm-backup/
cp ~/Library/Application\ Support/Claude/vm_bundles/claudevm.bundle/machineIdentifier ~/Documents/claude-vm-backup/

4. Delete the VM bundle

rm -rf ~/Library/Application\ Support/Claude/vm_bundles/

5. Relaunch Claude Desktop - it will re-download the VM image (~10 GB)

First launch may take a few minutes. Cowork conversations are NOT lost (stored separately in local-agent-mode-sessions/).

What you lose: In-VM session state (installed packages, files created within Cowork sessions).
What you keep: All Cowork conversation histories, Claude Desktop settings.

As it mentions above, it’s a good idea to backup and be somewhere with fast internet to download the 10 gigs.


Building a mini app that includes custom surveys, data rooms, and shared spaces for builders and agents. The stack is Vercel + Supabase + Google Cloud + Next.js. Hoping to wrap by Sunday.. and if time allows it, squeeeeeze enrichment into both the survey flow and hangout rooms. Some PMM friends are bypassing customer development interviews or surveys and sticking with AI research. It’s a big no from me dog. Talk to the people, use the intuition, and of course use lord gpt. and why am i building this thing? Because it sounds fun.. And Google Forms + Airtable feel dated. Agent surveys are top of mind.


For here on kenny.is, I rebuilt almost everything without using Figma and it shows. It’s irking.. but I’d rather ship new product, versus PMM this website. websites will turn into containers, anyways, right?

Dogfooding 2 new design tools, and updated some imagery on the website. Focused on AI + design reps at the moment. Nothing is real until it’s out there and someone else has eyes on it. They can react or gawk at it.

Started onboarding with a new client that kicks off on Monday. Scrambling to ship a pyramid survey this afternoon.

Last night I vibe coded and launched an app in about 10 minutes using Claude and Vercel. No Supabase backend, nothing fancy, but what I was able to ship with limited prompts and time was scary. That barrier keeps dropping.

https://olympic-hotties.vercel.app/

My friend Simon kept sharing attractive athletes over WA, so this was pretty much built for him.

Caught up with Olivier, mentor and longtime friend who’s building a new company solving [retracted].

Like most founder convos lately, everyone’s obsessed with moat, moat, moat. One pattern I’m noticing: founders who’ve raised (or are raising) seem far more focused on moats, while bootstrapped folks are heads down on the now, fixing real customer problems today, using AI as leverage…

Last week I tried shipping as much as possible without Figma. All command line, dev tools, Claude Max20, keeping certain process experimentation to specific repos. Next project I’ll attempt product polish with magic patterns, though I hear that tool works better in the 1→10 or post-MVP phase.

Onboarding a new client this week and ideally looking for one more Builder in residence (1 day/week).

Rest of today: tidying + refactoring kenny.is wesite code and running a research survey..

Oh yeah, just removed https://www.rb2b.com and looking for another solution as I ramp up the PM survey. Traffic’s too low right now to justify the $80/month.

lunch lady
that's a loud umbrella

summer of george

Openclaw is live!! DigitalOcean won my business, just 15 minutes to set up, costs basically nothing per hour ($0.03). George is my new sidekick for the next few days as I play with skills modules. Using telegram, but will shift towards wa, and unsure how i feel about giving skill + g apps for business access.

Spent most of day touching grass. Too many ideas, not enough time.

Non-negotiables

Blasted the newsletter yesterday, and heard back from a few friends with life updates. Andre shared this, which if the AI quality is true, is fairly astonishing and frightening

In a local friend tech iMessage group, rumours confirmed Anthropic is opening, or at least hiring people in Vancouver! Sort by BC - anthropic.com/careers/jobs

anthropic-vancouver

It’s monsoon, rainy af… worked super late last night, trying to ship v0 of new landing pages, but ai copy never feels human, or like my tone of voice. Rewriting the copy manually, and will a/b test it.

Came across this hilarious portfolio with lol CTA hover -> iamarnob.com

Don’t shoot the messenger: besides manus, the AI wave in Singapore and SE Asia is moving at roughly 30% of North America’s pace.

today / wip

  • spending 20-30 minutes per day in Figma, rebuilding graphic design muscles
  • looking for new swipe file systems (help?)
  • invited a few friends to Ship10, and despite the inner cringe, I’m committing to writing daily logs alongside it, at least for the next 10 days
  • prototyping a mini app, hoping to ship / send that by monday am

perefecto

Parked up inside Perfecto Cafe on Robson Street, a top spot for reflective work. The wifi sucks, it’s a moleskine dream maxxing sort of place.

Last night I wrote and scheduled a new newsletter issue that drops in 2 hours, which gives me just enough time to sprint on a new homepage, or whatever I can get done before jumping into an agentic experiment and survey project this afternoon.

As mentioned yesterday, the internet is the source of truth. I’m telling myself, a rough draft that’s directionally correct about who you are, what you do, give a sh*t about, your interests, etc….. LIVE on the internet and iterated daily is better than nothing.

I brought a physical hourglass to the cafe to run irl pomodoro, sprinting through personal website changes, embracing the v0 cringe of public shipping.

granville island walk

ellipsis coffee

regrouping

It’s day 8 post mouth surgery and my neck has a huge gnarly bruise. Walked down to Granville Island to Ellipsis to regroup plans for my personal website + presence.

Yesterday I was hoping to avoid Figma entirely for the rebuild, but I’m rethinking it. Might make sense to create a lightweight style guide first (created this with Claude a few hours ago, rough - kenny.is/style-guide) and use Figma as a scratchpad, not the source of truth. I guess moving fwd, the internet is source of truth (copy, design, agents, etc), not offline docs, linear, or figma files.

On the walk I couldn’t help but think; have we outsourced soul to the CLI? Or are we in the process of doing that? Or… what’s actually going on here.

More importantly, the wifi is pretty soft, so I’m in planning / writing mode for now.

2 meetings with founders this afternoon and hoping to touch grass before sun runs away.

testing generative image creation

unfurls has been on my mind, and playing with generative og images again. may build some workers for dynamic images across the dlog

🎧

morning work session

setting up small ship 10 group on wa and project planning. Digging into linear agents + website plan + survey.. Cramming in some work before 1230 meet.

00:00
01:29

anyone want to join a Ship10 challenge? an excuse to ship + learn ai tools for 10 day sprint

  • build a new side quest, feature, or skill
  • ship something (big or small) once per day with a proof of work link
  • miss a day = booted
  • small private group (WA), low effort, no need to chat, feedback optional, mostly for accountability

dm if wanna join

Punxsutawney Phil sees shadow!!!!

cloudflare ssl fail

Sonnet 4.5 is doing my head in, after moving dozens of domains from namecheap to cloudflare i forgot to check on a few web apps post migration and have spent the better part of the last 3 hours trying to resolve build and ssl issues. sonnet agent loops are currently in a state of make cray.

Had a 60 minute brainstorm session with a founder this morning and the tldr:

Weak spots of your biz (bc of ai) aren’t something to protect right now. Write them off, redesign them, and turn them into super powers and moats.

Lean into your super powers.

Instead of focusing on the process of unlearning to adopt ai, I’m thinking about offline neuroplasticity-maxxing in parallel.

Building ai digital neuroplasticity skills feels different? Do we need to lean into new offline skills to protect the mind and encourage non ai pathways?

Anyone gone deep on this subject? Who? Keen to read and learn more.

perfecto

it’s exciting, but the software industry has traded uptime and stability for speed and AI deployment

everyones answer is ship moarrr

so when best practices and craft are thrown out in favor of a ship-at-all-costs mindset, we’ll end up with far more outages, data breaches, and downtime