• Apr 2, 2025

A heartbreaking work of convicts, caffeine, and cats

A tongue-in-cheek field guide to shipping ambitious things while staying human — powered by espresso, empathy, and the occasional office cat.

Riley Chen

Apr 2, 2025

5–7 minute read

1. Build Sustainable Sprints

  • Two-week arcs: plan in outcomes, not tasks; leave 20% for interrupts.
  • Demo always: show the smallest valuable slice every Friday.
  • Protect focus: 3× 90-minute blocks of deep work per day beats heroics.

How to act

  • Cap WIP to 2 per person; if you want more, finish something first.
  • Timebox reviews to 15 minutes; longer feedback goes async.
  • Track energy, not just velocity — burned-out teams don’t ship better.

Tip: Cats are great rubber ducks. Explain the bug to the cat; fix usually follows.

2. Communicate Like Adults

  • Write more, meet less: default to docs with context, trade-offs, and asks.
  • Assume positive intent: hard problems create tension; curiosity dissolves it.
  • Close loops: every ask gets a yes/no/when — silence is a blocker.
DAILY PLAYBOOK
- 09:00 plan day (15m)
- Deep Work block A (90m)
- Messages (20m)
- Deep Work block B (90m)
- Standup + reviews (30m)

A Better Way to Manage Your Money

Zippay enables you to achieve clarity and significant results on a large scale by linking tasks and workflows to the overarching objectives of the company