The Caring Techie Newsletter
@thecaringtechie.skystack.xyz
The people skills you need to turn your potential into performance in Tech. Lessons from Google, Uber, and startups.
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This is an automated Substack Account of https://thecaringtechie.substack.com
Discover more/Create at: @skystack.xyz
The Missing Ingredient in Your Ambitious Goals: Macro Focus • What Macro Focus Is, Why It's Important, Five Patterns That Sabotage Macro Focus (And How to Fix Them)
The Missing Ingredient in Your Ambitious Goals: Macro Focus
What Macro Focus Is, Why It's Important, Five Patterns That Sabotage Macro Focus (And How to Fix Them)
www.thecaringtechie.com
December 3, 2025 at 3:01 PM
The Missing Ingredient in Your Ambitious Goals: Macro Focus • What Macro Focus Is, Why It's Important, Five Patterns That Sabotage Macro Focus (And How to Fix Them)
The Real Efficiency Bottleneck Isn’t Planning, it’s Thrash • Why planning aversion isn’t productive and how to find the sweet spot
The Real Efficiency Bottleneck Isn’t Planning, it’s Thrash
Why planning aversion isn’t productive and how to find the sweet spot
www.thecaringtechie.com
November 20, 2025 at 3:32 PM
The Real Efficiency Bottleneck Isn’t Planning, it’s Thrash • Why planning aversion isn’t productive and how to find the sweet spot
How to Think Like a VC When Evaluating a Startup Role • A venture capitalist inspired checklist for choosing your next startup role. The questions to ask before you invest your time and energy.
How to Think Like a VC When Evaluating a Startup Role
A venture capitalist inspired checklist for choosing your next startup role. The questions to ask before you invest your time and energy.
www.thecaringtechie.com
November 20, 2025 at 3:32 PM
How to Think Like a VC When Evaluating a Startup Role • A venture capitalist inspired checklist for choosing your next startup role. The questions to ask before you invest your time and energy.
High Performers and The Cost of Relentless Self-Critique • If you want to perform at your best, you need to fire your inner critic and hire your inner friend instead.
High Performers and The Cost of Relentless Self-Critique
If you want to perform at your best, you need to fire your inner critic and hire your inner friend instead.
www.thecaringtechie.com
November 20, 2025 at 3:32 PM
High Performers and The Cost of Relentless Self-Critique • If you want to perform at your best, you need to fire your inner critic and hire your inner friend instead.
Getting People to Listen is a Skill → Here’s Where to Start • A practical guide to understanding why your message isn’t getting through and what to do about it
Getting People to Listen is a Skill → Here’s Where to Start
A practical guide to understanding why your message isn’t getting through and what to do about it
www.thecaringtechie.com
November 20, 2025 at 3:32 PM
Getting People to Listen is a Skill → Here’s Where to Start • A practical guide to understanding why your message isn’t getting through and what to do about it
What High Performers Know About Doing Hard Things • The mindset, habits, and brain science behind pushing through
What High Performers Know About Doing Hard Things
The mindset, habits, and brain science behind pushing through
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
What High Performers Know About Doing Hard Things • The mindset, habits, and brain science behind pushing through
The Key to Asking Great Questions • Hint: It’s not just about what you ask, but how you ask it.
The Key to Asking Great Questions
Hint: It’s not just about what you ask, but how you ask it.
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
The Key to Asking Great Questions • Hint: It’s not just about what you ask, but how you ask it.
8 Guaranteed Ways to Annoy Your Senior Engineer • By following the advice in this article, you’ll succeed effortlessly. But I wouldn’t recommend it.
8 Guaranteed Ways to Annoy Your Senior Engineer
By following the advice in this article, you’ll succeed effortlessly. But I wouldn’t recommend it.
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
8 Guaranteed Ways to Annoy Your Senior Engineer • By following the advice in this article, you’ll succeed effortlessly. But I wouldn’t recommend it.
Announcing: Re-launching "Impact through Influence" • Why I built this course and who it’s for.
Announcing: Re-launching "Impact through Influence"
Why I built this course and who it’s for.
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
Announcing: Re-launching "Impact through Influence" • Why I built this course and who it’s for.
Mistakes to Avoid When Writing Self-Assessments • Tips to help you sound like the awesome human you are
Mistakes to Avoid When Writing Self-Assessments
Tips to help you sound like the awesome human you are
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
Mistakes to Avoid When Writing Self-Assessments • Tips to help you sound like the awesome human you are
Setting Yourself Up for Success in 2025 • By infusing clarity, purpose and focus in everything you do
Setting Yourself Up for Success in 2025
By infusing clarity, purpose and focus in everything you do
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
Setting Yourself Up for Success in 2025 • By infusing clarity, purpose and focus in everything you do
Best of 2024 + Special offer on subscriptions • Wrapping up an amazing year & what's in store for 2025
Best of 2024 + Special offer on subscriptions
Wrapping up an amazing year & what's in store for 2025
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
Best of 2024 + Special offer on subscriptions • Wrapping up an amazing year & what's in store for 2025
The unexpected benefits of gratitude and what I'm grateful for this year
The unexpected benefits of gratitude and what I'm grateful for this year
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
The unexpected benefits of gratitude and what I'm grateful for this year
Why "bias for action" is not good enough • And what to replace it with if you don't want to get yourself into sticky situations you can't get out of
Why "bias for action" is not good enough
And what to replace it with if you don't want to get yourself into sticky situations you can't get out of
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
Why "bias for action" is not good enough • And what to replace it with if you don't want to get yourself into sticky situations you can't get out of
The Pragmatic Engineer Podcast Interview + Other Updates • Gergely and I had a very candid conversation about Google’s unique working processes, tactical advice for getting promoted at Big Tech, and building influence as an engineer. Link inside!
The Pragmatic Engineer Podcast Interview + Other Updates
Gergely and I had a very candid conversation about Google’s unique working processes, tactical advice for getting promoted at Big Tech, and building influence as an engineer. Link inside!
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
The Pragmatic Engineer Podcast Interview + Other Updates • Gergely and I had a very candid conversation about Google’s unique working processes, tactical advice for getting promoted at Big Tech, and building influence as an engineer. Link inside!
Planning Ahead: Premortems > Postmortems • How to catch problems before they catch you using premortems
Planning Ahead: Premortems > Postmortems
How to catch problems before they catch you using premortems
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
Planning Ahead: Premortems > Postmortems • How to catch problems before they catch you using premortems
Lessons from Projects That Didn’t See the Light of Day • How can engineering help prevent some of these failures
Lessons from Projects That Didn’t See the Light of Day
How can engineering help prevent some of these failures
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
Lessons from Projects That Didn’t See the Light of Day • How can engineering help prevent some of these failures
5 Tips for Staying Kind, Calm, and Open During Difficult Conversations • Lessons in emotional intelligence - strengthening your emotional self-management
5 Tips for Staying Kind, Calm, and Open During Difficult Conversations
Lessons in emotional intelligence - strengthening your emotional self-management
www.thecaringtechie.com
November 20, 2025 at 3:33 PM
5 Tips for Staying Kind, Calm, and Open During Difficult Conversations • Lessons in emotional intelligence - strengthening your emotional self-management