How I Work
About this creator
How I Work explores practical ideas on work habits, productivity, decision-making, and building more sustainable ways of operating.
Why they're in the library
Included for practical guidance on work habits, productivity, decision-making, and building more sustainable ways of operating.
Showing 195 digests for How I Work.
Leadership mistakes: fear, people-pleasing, and psychological safety
How I Work
July 30, 2025
Communication
9
Management
8
Resilience & grit
6
- Indecision isn't safe — it just passes the cost to your team.
- Wanting to be liked hijacks leadership when it drives your decisions.
- One person lacking psychological safety can unravel an entire team.
Identity & self-belief
Podcast
Breaking free from people-pleasing as a leader
How I Work
July 27, 2025
Identity & self-belief
8
Communication
5
- Wanting everyone to like your decisions sets you up to fail
- The shit sandwich feedback method buries the actual message
- Being clear is the real kindness — clarity beats cushioning
Productivity & habits
Podcast
Oliver Burkeman on making time for what counts
How I Work
July 23, 2025
Productivity & habits
9
Deep work & focus
8
Work-life balance
6
- Your to-do list is infinite — stop trying to finish it.
- Schedule worries 3–4 weeks out; most dissolve before you get there.
- Quantity goals beat quality goals for creative flow.
Founder interviews
Podcast
How ConvertKit's founder turned a failing startup into a $200M business
How I Work
July 16, 2025
Founder interviews
9
Prospecting & outreach
6
Resilience & grit
6
- A friend's ultimatum forced the do-or-die decision that saved ConvertKit
- Direct sales beats content when your product is new and unproven
- A flywheel turns early sales grind into compounding word-of-mouth momentum
Long-term planning
Podcast
Making complex decisions faster using magic lenses
How I Work
July 13, 2025
Long-term planning
9
Business models
6
- One visual framework can replace weeks of indecisive deliberation
- Plot every option on separate two-by-two charts, one per perspective
- Four startup lenses — pragmatic, growth, money, customer — cover almost any decision
How to have difficult conversations at work without dread
How I Work
July 9, 2025
- Labelling it 'difficult' makes the conversation harder before it starts
- Delay turns feedback into an ambush — bad news never improves with time
- Prepare with themes and open questions, not scripts you'll broadcast
Resilience & grit
Podcast
Turning negative thoughts into positive ones using mindset techniques
How I Work
July 6, 2025
Resilience & grit
7
Identity & self-belief
5
- 80% of your ~70k daily thoughts are negative — and repetitive
- Redirect to a 'better feeling thought' to rewire the brain over time
- Test negative thoughts for truth before accepting them as real
Kim Scott on giving and receiving feedback with radical candour
How I Work
July 2, 2025
Communication
9
Culture building
6
- Staying silent to protect feelings harms people more than honest feedback
- Ask 'what could I stop doing?' not 'do you have feedback?'
- Rogerian debate — arguing the other side — reduces ego and builds trust
Mental health & wellbeing
Podcast
How to manage burnout by understanding your own needs
How I Work
June 30, 2025
Mental health & wellbeing
8
- Holidays fix burnout temporarily — the same conditions bring it back.
- Physically walking decision paths unlocks clearer thinking than journalling.
- Draining relationships are a real, manageable contributor to burnout.
AI tools & automation
Podcast
How a briefing document gives AI the context it needs every time
How I Work
June 25, 2025
AI tools & automation
8
Processes & SOPs
6
- Upload one document once — stop re-explaining yourself to AI
- Keep briefing docs under 5 pages to preserve context-window memory
- A canary phrase instantly reveals when AI has stopped reading your document
AI strategy & adoption
Podcast
GenAI gunslinging vs. architecting: when to use each approach
How I Work
June 23, 2025
AI strategy & adoption
9
Processes & SOPs
5
- Quick prompting wastes time on complex tasks through endless refinement
- Architecting: align on goals and structure before generating anything
- Logic models (o3, o4) deliver noticeably better results with architecting
Productivity & habits
Podcast
Sahil Bloom on designing a life scoreboard that actually matters
How I Work
June 18, 2025
Productivity & habits
9
Relationships & family
6
- Your scoreboard determines your actions — most people's is broken.
- The buyer/seller test cuts commitments you'd never choose today.
- Tiny, consistent relationship actions compound more than grand gestures.
AI tools & automation
Podcast
Using AI voice mode as a thinking and practice partner
How I Work
June 16, 2025
AI tools & automation
9
Productivity & habits
6
- Talking to AI beats typing for idea generation and workshopping
- Role-play high-stakes conversations or presentations before they happen
- AI voice mode is a coach — not a substitute for real professionals
Mental health & wellbeing
Podcast
How to identify your values and stop living on autopilot
How I Work
June 11, 2025
Mental health & wellbeing
8
Identity & self-belief
7
- Why avoidance behaviours almost always signal a values disconnection
- Kindness and boundaries are the same value — just bi-directional
- One phrase that breaks cognitive fusion instantly: 'I notice I'm having the thought that…'
AI tools & automation
Podcast
How to use AI deep research to replace hours of manual searching
How I Work
June 9, 2025
AI tools & automation
9
Automation & tools
6
- AI searches up to 490 websites and writes the report for you.
- Refining the search plan matters as much as the prompt.
- Fewer hallucinations — but always click through the citations.