Episodes
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Sm2n 2026-10-15 #audio365 (288/365) Last Year They Cheered for Me, Now It's My Turn #toastmasters (3:22)
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…
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Sm2n 2026-10-15 #audio365 (287/365) Thanks to Bernie, My Work Vault Has a Dashboard (9:43)
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...
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Sm2n 2026-10-15 #audio365 (286/365) The Personal Dashboard Worked, So Work Obsidian Is Next (6:28)
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…
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Sm2n 2026-10-13 #audio365 (285/365) Bernie's Dashboard, and the Day iCloud Hid My Vault (7:23)
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...
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Sm2n 2026-10-13 #audio365 (284/365) Paying It Forward with Gemini and a Pile of Universities (7:03)
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...
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Sm2n 2026-10-12 #audio365 (283/365) Claude Finally Talks to Obsidian on the Old Mac (8:35)
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...
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Sm2n 2026-10-09 #audio365 (282/365) Work on Holiday? Only If You're Overcommitted (12:54)
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...
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Sm2n 2026-10-08 #audio365 (281/365) Legacy Patcher, modern possibilities
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...
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Sm2n 2026-10-07 #audio365 (280/365) Deer in the twilight, clarity in code
Sm2n 2026-10-07 #audio365 (280/365) Deer in the twilight, clarity in code
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Sm2n 2026-10-07 #audio365 (279/365) Sister
Sm2n 2026-10-07 #audio365 (279/365) Sister
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Sm2n 2026-10-06 #audio365 (278/365) Legacy hardware, modern problems
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...
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Sm2n 2026-10-05 #audio365 (277/365) Tired digs, timeless priorities
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...
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Sm2n 2026-10-05 #audio365 (276/365) Workarounds and guardian angels
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…
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Sm2n 2026-10-02 #audio365 (275/365) Small trims, big systems - Claude and the beard
Title: Small trims, big systems - Claude and the beard Duration: 8 minutes 4 seconds Simon's taking a late afternoon walk to the coffee shop and reflecting on small changes. He trimmed his beard to 16mm this morning—three months since his last proper shave, which he's now using as a checkpoint to...
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Sm2n 2026-10-01 #audio365 (274/365) Closing the Loop: an AI Work System Epiphany
Sm2n 2026-10-01 #audio365 (274/365) Closing the Loop: an AI Work System Epiphany
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Sm2n 2026-09-30 #audio365 (273/365) The Cancelled Meeting & the Knowledge System 17m 16s
Title: The Cancelled Meeting & the Knowledge System Duration: 17m 16s A mixed day: Simon's client presentation originally scheduled for next week got cancelled, leaving him and his colleague frustrated after all their preparation work. During a walk through the woods, he spotted wildlife (deer…
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Sm2n 2026-09-29 #audio365 (272/365) Deer, Agents, and Terminator Risks (16:25)
Title: Deer, Agents, and Terminator Risks Duration: 16:25 On Tuesday, 29 September 2026 (episode 272 for the year), Simon takes an after-work walk in the woods with apples and cucumber in his bag. He witnesses 3–4 deer successfully crossing a busy road—cars slow down and turn on hazard lights to...
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Sm2n 2026-09-28 #audio365 (271/365) Vault Indexing Is the Real Problem
Title: Vault Indexing Is the Real Problem Duration: 13 minutes On an after-work walk through the woods on a cool, dusky evening, Simon reflects on feeling slightly unwell following his flu jab the day before. He describes the frustration of an online pharmacy booking that required him to show up...
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Sm2n 2026-09-27 #audio365 (270/365) The Clay Models and What If (09:51)
Title: The Clay Models and What If Duration: 9 minutes 51 seconds Simon visited Coventry University yesterday with Henry to tour the campus as he considers applying. They were taken into the clay modeling workshop—and Simon was hit hard by the experience. When he was Henry's age, he dreamed of...
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Sm2n 2026-09-25 #audio365 (269/365) Claude Beats Copilot in PowerPoint [08:57]
Title: Claude Beats Copilot in PowerPoint Duration: 8 minutes 57 seconds Simon records Audio 365 episode 269 on Friday, 25 September 2026, getting ahead because he'll likely miss a day over the weekend. He's impressed by Claude's title suggestion "The Root Cause" for an old episode about tree…
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Sm2n 2026-09-25 #audio365 (268/365) Increasing confidence in creating work presentations with AI
Sm2n 2026-09-25 #audio365 (268/365) Increasing confidence in creating work presentations with AI [Duration: 08:17]
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Sm2n 2026-09-24 #audio365 (267/365) two lessons on using Claude
Sm2n 2026-09-24 #audio365 (267/365) two lessons on using Claude, and a question for @omaniblog about Octaver
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Sm2n 2026-09-23 #audio365 (266/365) Future people will laugh at how I used to create a slide deck – Duration: 13:22
Title: Future people will laugh at how I used to create a slide deck Duration: 13:22 SM2N recaps a recent AI workflow experiment: dictating a rough speech outline into his voice recorder, feeding the transcript to Claude to structure it into a talk, then generating a slide deck — which came out...
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Sm2n 2026-09-22 #audio365 (265/365) Feeding My Whole Presentation to Claude
Mistakenly said it's episode 266, but it's actually 265. A second episode from Simon today, recorded walking home rather than to his usual Toastmasters club (he skipped it for a night off after attending a different club earlier). He drifts into a long nostalgic tangent about old chip speeds and...
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Sm2n 2026-09-22 #audio365 (264/365) Three Claude Tricks, One Slide Deck
Mistakenly said it's episode 265, but it's actually 264. Simon spent a walk-and-talk episode reviewing three different ways he used Claude while building a presentation. He dictated a rambling problem statement via voice mode (and wasn't a fan of it talking over him), then had Claude tighten it...
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Sm2n 2026-09-21 #audio365 (263/365) A Good Deed for a neighbouring Toastmasters club
Sm2n 2026-09-21 #audio365 (263/365) A Good Deed for a neighbouring Toastmasters club
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Sm2n 2026-09-20 #audio365 (262/365) Prick: how I keep boiling my eggs wrong @omaniblog
I learned today that apparently I’m boiling my eggs the wrong way, and I wanted to cross-check this with @omaniblog and @topgold and anyone else who might be listening
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Sm2n 2026-09-18 #audio365 (261/365) Rovo, Claude, and the RAID Log That Finally Behaved
On day 261 (18 September), SM2N talks through his pipeline for turning old Audio 365 recordings into Obsidian notes — transcribing on his Mac, then having Claude summarise, title, and clean each one up before deleting the original from the inbox. He's found a mystery duplicate "episode 190" to…
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Sm2n 2026-09-17 #audio365 (260/365) Something in the Air Last Night
Simon adds a postscript to yesterday's entry: on his evening woodland walk around 7pm, he noticed an unusual stillness in the air and a group of deer that let him get much closer than usual, seemingly unbothered by his presence. He reflects on the calm, atmospheric feel of the walk without…
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Sm2n 2026-09-16 #audio365 (259/365) @soulcruzer's Homework Assignment
On his evening walk, mostly in reflective silence, Simon reports that his Miro-based roadmap plan is going down well at work — colleagues want to steal the format, and he's pleased with how collaborative it's become. He puzzles through a comment from @soulcruzer about running Claude, Codex, and a...
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Sm2n 2026-09-15 #audio365 (258/365) A Garden Tour With @topgold, a Mind-Bending Moment With Claude
A short extra walk to top up his step count while tea brews, but the real story is a lovely evening: a spontaneous Signal video call with Bernie from his favourite tree, who gave him a tour of his garden and talked through some of his own challenges and solutions — genuinely valuable, despite...
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Sm2n 2026-09-14 #audio365 (257/365) Asking @omaniblog About Two-Week-Old Eggs
A calm post-work walk under some genuinely lovely low, cloud-broken light, worth considering for the episode's cover art. Work-wise, Simon spent most of his day building a Miro-based programme roadmap rather than using AI, and reflects with some scepticism on AI industry leaders (OpenAI…
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Sm2n 2026-09-13 #audio365 (256/365) Two Months of Transcripts: What Should I Do With Them Now?
A meta episode: Simon walks through how his own transcript-cleanup pipeline works — a Mac script transcribes his archived audio into text, then Claude cleans it up into proper sentences, fixes recurring mishearings (Miro board, Emilia, Bernie/@topgold, @omaniblog), writes a short summary, and...
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Sm2n 2026-09-11 #audio365 (255/365) 25 years since The Twin Towers attack
Sm2n 2026-09-11 #audio365 (255/365) 25 years since The Twin Towers attack
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Sm2n 2026-09-10 #audio365 (254/365) Worried about German politics
Sm2n 2026-09-10 #audio365 (254/365) Worried about German politics
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Sm2n 2026-09-10 #audio365 (253/365) A Cat in the Grass and a Duplicate-Task Debate
Episode 253 of Hello, My Imaginary Friends, recorded Thursday 10 September 2026. Simon makes headway on his prioritised to-do list at work, then works through duplicate-task handling with Claude. Claude proposed merging duplicates into a single row with links to both source notes, a combined...
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Sm2n 2026-09-10 #audio365 (252/365) Badgers, Deer, and a Very Bright Head Torch
Episode 252 of Hello, My Imaginary Friends, recorded Thursday 10 September 2026. Sm2n takes a longer-than-usual evening walk in the woods to make up for missing his step goal by 800 steps the day before — spent almost entirely on a work call, so no podcast or quiet processing time. As the walk…
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Sm2n 2026-09-09 #audio365 (251/365) Capture It and Forget It: Taming My To-Do List
After a busy work day juggling multiple urgent tasks, Simon describes using Obsidian to capture everything as a to-do list so he can focus on one item at a time rather than holding it all in his head — an upgrade on his old notebook approach, though he's wary of falling into analysis paralysis by...
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Sm2n 2026-09-09 #audio365 (250/365) Giving Up My Trophy: A Night as Contest Chair
Simon recounts a hectic day as contest chair for his Toastmasters Table Topics contest — a last-minute entrant signed up mid-day, forcing him to reprint a certificate and redesign the programme for a fifth contestant, who then went on to win. Despite the curveballs, the evening ran smoothly with…
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Sm2n 2026-09-07 #audio365 (249/365) Foxes, Git CLI, and Feeling Less Like a Weirdo
After a couple of minutes of silence by his favourite tree, Simon reflects on stumbling across a shared meeting transcript at work showing colleagues casually discussing their own AI experiments in their spare time — reassuring, since he's not the only one doing this, though he also feels behind....
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Sm2n 2026-09-07 #audio365 (248/365) Proof At Last: The Muntjac Deer Caught on Camera
A short one: Simon fits in a quick after-work walk in the woods since dinner's nearly ready, spots a couple of muntjac deer and manages to snap a rough iPhone photo as proof, then pays a brief visit to his favorite tree before signing off.
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Sm2n 2026-09-04 #audio365 (247/365) Free Lunches and Egg Machines
Episode 247/365 of *Hello, My Imaginary Friends*, recorded Friday 4 September 2026. Sm2n reflects on the number 247/365 falling on this episode number, then covers: cashing in health-insurance activity rewards for a free coffee and — after a month of hitting step goals — a free lunch in London...
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Sm2n 2026-09-03 #audio365 (246/365) The Trip to London Nobody Showed Up For
A short one: Simon went into the London office for the first time in a couple of months, prompted by his newer client being on-site. The main person he'd hoped to meet had to cancel due to personal circumstances, but he met several other colleagues face-to-face for the first time. He's weighing…
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Sm2n 2026-09-02 #audio365 (245/365) considering what happens if obsidian is unauthorised
Sm2n 2026-09-02 #audio365 (245/365) A quieter day: a stakeholder meeting got postponed, but Simon still sent the slide deck so the update counts as delivered. He experimented with a local transcription tool ("hear") on his Mac to batch-transcribe four months of backlog voice memos. He used...
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Sm2n 2026-09-01 #audio365 (244/365) inspired by an argument with Claude
Simon debates the "refresh task" skill's checkbox-scanning logic with Claude: Claude wanted to re-scan every file for thoroughness, Simon argued for just scanning the open tasks list for efficiency. Simon's approach won, with an accepted blind spot (tasks checked off before their first scan get...
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Sm2n 2026-09-01 #audio365 (243/365) multiplying skills
A productive day with Claude: built a title-generator skill for his audio diary, migrated his to-do-list skill to his work computer (Claude self-diagnosed and fixed a memory error), and built a new RAID (Risks, Assumptions, Issues, Decisions) log skill in Obsidian through conversation with…
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Sm2n 2026-08-31 #audio365 (242/365) tea and Todoist
Sm2n 2026-08-31 #audio365 (242/365) tea and Todoist
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Sm2n 2026-08-29 #audio365 (241/365) I created my first Skill.md !
Sm2n 2026-08-29 #audio365 (241/365) I created my first Skill.md !
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Sm2n 2026-08-28 #audio365 (240/365) I was missing mcpServers {}
Sm2n 2026-08-28 #audio365 (240/365) I was missing mcpServers {}
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Sm2n 2026-08-27 #audio365 (239/365) that’s why you’re supposed to put the milk in first?
Sm2n 2026-08-27 #audio365 (239/365) that’s why you’re supposed to put the milk in first?
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