Remote Working Approaches That Worked (And Some That Didn’t)
summary
Argues remote work can improve collaboration and performance but only with intentional design: common wins include Pomodoro for recurring grind tasks and Getting Things Done with tools like OmniFocus or Todoist; companies run biweekly sprints, film demos and post them, and hold a monthly virtual all‑hands using Q&A tools such as Pigeonhole. Recommends separate home offices or ritualized commutes, three‑month probation plus dual buddies for hires, limit cross‑time‑zone hires to ~5 hours, and prioritize trust, psychological safety and mental‑health support.
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chapters (23)
- 0:00Intro
- 6:05Why this talk?
- 9:35Remote working upsides
- 12:47Mitigations
- 14:05Pomodoro
- 16:49Separate office
- 19:59Mitigations
- 21:24Deep work
- 23:17Mitigations
- 23:44A bit win for remote work
- 25:59Mental health
- 29:42Mitigations
- 30:35Make remote work work
- 33:03Hiring
- 36:03Trust
- 38:47Communication: Meetings
- 41:36Meeting rituals
- 43:17One on one meetings
- 44:41Tools
- 45:53Scaling up
- 48:16Over-communicate
- 50:00Wrapping up
- 51:19Outro
