Hello, my imaginary friends

Sm2n 2026-10-27 #audio365 (300/365) (4:56)

Title: Using the Tool Instead of Building It Duration: 2:40 Simon walks beside the road with his little flashing light and reports a good work day. It's notable because he spent little time in Claude, and mostly organised information and notes in Obsidian rather than running or training his agents. He got the weekly report done, applied extracts into his PowerPoint slides, changed a Confluence...

Title: A Weekend With My Daughter, and a Laptop Swap Duration: 4:48 Simon catches up on the weekend. His daughter Emilia came home from university on Friday evening and stayed until Sunday morning, with celebrating, lots of food, cake and a windswept trip to the seaside. He describes her as such a ray of sunshine and a welcome presence in the house, and says they miss her. The visit was the occasi...

Simon takes a dark, soggy evening walk in the woods wearing his head torch, and finds his usual route blocked by trees brought down in the weekend storms. He detours via his favourite tree, which isn’t on his normal route. After nearly walking into a tree while the torch beam pointed elsewhere, he switches the torch off to let his eyes adjust to the dark. He finds the darkness nice, notes the risk...

Sm2n 2026-10-23 #audio365 (296/365) AIcoholics Anonymous

So how are things going? What do we need to go through? Duration : 13:18 Simon makes some bedtime tea, while reflecting on progressive steps he has taken today to address his two main weaknesses in his job, both with Claude’s help, and without it.

Title: The Real Problem Duration: 20:28 Simon walks in the woods under a bright moon after a poor night's sleep. He wonders whether it was a rare coffee or his mind racing about AI agents, including an orchestrator he calls Dudley. He's pleased his episodes now split into a tagged summary and a linked transcript, so Claude can find the summaries on a topic and look for themes across his ro...

Title: An Agent Never Forgets Duration: 13:12 Simon walks in the woods in the dark with his head torch off, and hears what might be a male deer warning of his presence. His meeting with a senior client-side person he'd never met went well, despite a sleepless night worrying: friendly, receptive and interested in his project, and he turns out to be the boss of a fellow member of Simon's spe...

Title: The Parts of My Job AI Isn't Helping With Yet Duration: 6:56 Simon walks in the woods at dusk with his head torch in his pocket, thinking critically about which parts of his job AI isn't helping with yet: talking to people he doesn't know, and to busy people. Claude and Obsidian are great for the detail side, like keeping versions of the same risks and updates in sync across spr...

Title: Organic Growth Only Gets You So Far, Move to Agentic Design? Duration: 12:00 Simon records on an after-work walk in the woods, noting that 291 is getting close to 300 and the end of the year. He's hit limits with how his Claude work system has grown organically. Skills he scheduled to run every hour or two can't ask him questions, only leave notes in logs. Moving his RAID log to a n...

Title: Bernie Was Right All Along Duration: 8:55 Simon records while cooking his first roast chicken in months, with a short grumble about steam escaping from the wrong side of a pan lid. He gives a quick update on the Obsidian and Claude automation of his work. His agents (or "angels") now generate daily progress reports and a weekly one, split into three reports (two main topics plus e...

Title: The Quiet Comfort of Bose @topgold Duration: 6:42 Simon records on a wet Sunday drive to pick up his son, following up on Bernie's (@topgold) talk about refurbishing Bose QuietComfort earbuds. He's been refurbishing old MacBooks too, and expects to take on Emilia's MacBook Pro soon, upgrading it with the Legacy Patcher. The main story is restoring Jana's 20+-year-old Bose Qu...

Title: Last Year They Cheered for Me, Now It's My Turn Duration: 3:22 Simon is catching up on yesterday's missed episode: he skipped his usual walk to go to the local-area Toastmasters contest and support his club's champions. He also had roles in the contest for two neighbouring clubs, one of them as chief judge. Results included a second place in Humorous Speech and a first in Table...

Title: Thanks to Bernie, My Work Vault Has a Dashboard Duration: 9:43 Still walking home along the canal, Simon continues the dashboard story, now applying Bernie's (@topgold) idea to his work Obsidian vault. His scheduled agents (or "angels", as he calls them) include an inbox processor that tidies and files notes and transcripts. Each agent adds links or summaries to the dashboard,...

Title: The Personal Dashboard Worked, So Work Obsidian Is Next Duration: 6:28 Simon is still two days behind on Audio 365 after missing yesterday and the weekend, which sets off a nostalgic tangent about old CPUs (286, 386, 486, pre-Pentium). He's walking home along the canal, by the railway line, having dropped the car off for its MOT. He's decided against driving into London and is working from...

Title: Bernie's Dashboard, and the Day iCloud Hid My Vault Duration: 7:23 Walking back from his favourite tree with his head torch on, Simon reflects on a screenshot of Bernie's (@topgold) Claude-generated dashboard, which makes him want one of his own. His agents keep producing reports and summaries that he then has to hunt for in Obsidian, so a dashboard of the latest ones could replace...

Title: Paying It Forward with Gemini and a Pile of Universities Duration: 7:03 After a first visit to a new client's office, Simon takes an evening walk in the woods with his torch on, spotting eyes reflecting from the bushes. He plans to show his son how an AI chatbot can help him weigh up universities: feeding in his likes and dislikes, getting a pros-and-cons table, and asking about distanc...

Title: Claude Finally Talks to Obsidian on the Old Mac Duration: 8:35 Simon takes a drizzly after-work walk in the woods in waterproofs, having trimmed his beard to half an inch. He catches up on resurrecting his 2013 Intel MacBook Air. After a stubborn cryptography compile error with the uvx MCP command, installing it via MacPorts finally got the Obsidian connector working with Claude desktop. Ch...

Title: Work on Holiday? Only If You're Overcommitted Duration: 12:54 Simon walks the canal in the rain to get his coffee, and gets his beard caught in his raincoat zip for the first time. He reflects on a podcast episode from Simple Joe about whether it's okay to work when you're on holiday ( https://thesimplejoe.com/2026/10/07/prove-me-wrong-its-okay-to-work-while-youre-on-vacation/ )...

Title: Legacy Patcher, modern possibilities Duration: 8 minutes 17 seconds Simon's on an after-work walk in rainproof trousers (hence the rustling you hear). He's got an update on his project to breathe new life into the old 2013 MacBook Air: he took the plunge with OpenCore Legacy Patcher, a community-supported app that allows installation of newer versions of macOS on hardware that's...

Sm2n 2026-10-07 #audio365 (280/365) Deer in the twilight, clarity in code

Sm2n 2026-10-07 #audio365 (279/365) Sister

Title: Legacy hardware, modern problems Duration: 6 minutes 40 seconds Simon's on an after-work walk in the dark woods, and he's got a technology puzzle to solve. He's giving his MacBook Air 2020 to Emilia for her university work—it's his main personal machine where Claude, transcription, and all his AI work lives. To get ready for the switchover, he's migrating everything to a...

Title: Tired digs, timeless priorities Duration: 2 minutes 21 seconds Another university visit this weekend—this time to Cambridge with Henry. It's the second time they've been, and he still likes it. The observations: the accommodation is noticeably more worn out than other universities they've seen (both Henry's and Emilia's visits). But Henry isn't bothered by it. What matters is what you learn...

Title: Workarounds and guardian angels Duration: 6 minutes 30 seconds Simon's experimented with running his Claude skills in the Code environment today, but hit problems. His transcription skill and other tools don't behave the same way outside chat—they have different constraints and limitations. The culprit: the Obsidian MCP connector has a 1MB file-size limit, which broke his 8MB docume...