Chris Wilson: Blog and The Work to Live Newsletter

All Posts

Apr 8

Work

Success Is Boring: Why You Should Embrace the Repetitive Grind

Let’s be honest: the real work isn’t glamorous. Every day looks so similar. From how it starts, what you do, and how it ends. It’s not the highlight reel you scroll past on LinkedIn or the viral startup story in Forbes. It’s not the...

Apr 3

Life

Storytime: How Trying Cost Me Everything

Do you ever overthink and have anxiety over upcoming decisions in your life.? I remember being 18 years old and thinking I was invincible. Everything and anything was possible and I had little to no doubt in the process. ‍I had a huge...

Mar 26

Productivity

Time Management for the Overwhelmed Entrepreneur

Have you ever thought how fast time passes each day? If you’re a busy person I’m sure you can relate to managing multiple things all in a single day. From endless to-do lists, Zoom calls, meetings, and your personal life.‍Sometimes I find...

Mar 20

Work

The Future of Creators: Adapt or Get Left Behind

The creator economy is evolving faster than ever. With AI advancements, shifting platform dynamics, and changing audience behaviours, the game is no longer just about creating content—it’s about adapting, innovating, and owning your...

Mar 14

Life

Stop Overthinking, Start Doing: Breaking Free from Analysis Paralysis

We’ve all been there—stuck in an endless loop of thinking, planning, and second-guessing. You have a great idea, a goal you want to achieve, or a decision to make, but instead of moving forward, you get trapped in overanalyzing every...

Mar 8

Productivity

The Science of Focus: How to Train Your Brain for Deep Work

Look around next time you're out and about at others around you. What are they doing..? I’m going to take a wild guess and say, looking down at their phones and devices. Mastering deep work is like unlocking a superpower in a world of...

Mar 2

Work

The Future of Keynote Speaking: Trends and Predictions for 2025 and Beyond

From giving a TEDx talk back in 2023 in Vancouver, Canada, to speaking to professionals across the country and even the world, I’ve learned a ton from speaking to various audiences. ‍Keynote speaking is evolving rapidly, shaped by...

Feb 17

Life

The New Work-Life Balance: Why ‘Work to Live’ is the Future

I truly live my life by this title, and it’s the entire reason I’ve written this blog for the past 5 years straight…The traditional idea of work-life balance is shifting in a world that glorifies hustle culture. People are waking up to a...

Feb 10

Work

25 Reasons to Become an Entrepreneur in 2025

I’m sure you’ve heard all the noise about how most businesses fail within the first 10 years. How much struggle and risk comes with doing things yourself? But what if the only way forward in this decade is to venture out and create value...

Feb 10

Productivity

How AI is Revolutionizing Productivity Tools

Imagine starting your workday, and instead of drowning in a sea of emails, to-do lists, and notes, you have a personal assistant quietly working in the background, organizing your tasks, prioritizing your meetings, and even drafting...

Feb 3

Work

5 Secrets to Writing an Unforgettable Keynote Speech in 2025

From delivering talks to audiences of over 1000, like my TEDx talk to 150 HR leaders at Deloitte, I’ve been fortunate to speak on a wide range of stages and audiences over the past few years. Developing (and delivering) a keynote talk is...

Jan 27

Life

The Social Media Trap: How to Stop Comparing and Start Creating

It starts innocently enough. You’re scrolling through Instagram during a break, and suddenly, there it is: a colleague’s post about landing a big promotion, a peer’s dreamy vacation, or an influencer’s seemingly perfect morning routine...

Jan 21

Life

The Power of Showing Up: How Consistency Builds Confidence and Resilience

From the young age of 18, I prided myself on showing up and staying true to my word. Whether it was showing up on time for work, meeting up with a friend, or getting in a workout with a friend. Maybe this came from a belief or value from...

Jan 13

Work

The Rise of Solopreneurs: Why 2025 is the Year to Start Your Business

In the last decade, the professional landscape has shifted dramatically. Traditional 9-to-5 jobs are no longer the only path to success. Enter the era of the solopreneur: agile, independent professionals building thriving businesses on...

Jan 6

Productivity

Morning Routines That Set You Up for Success in 2025

As we enter 2025, the demands on entrepreneurs to stay energized and productive are higher than ever.Between navigating AI-driven tools, adapting to shifting markets, and striving for work-life balance, a strong morning routine can be...

Dec 30

Life

Why Anti-Goals Might Be the Key to 2025

As the clock ticks toward the end of 2024, it’s impossible to ignore the hum of "New Year, New Me" energy building up. ‍The allure of fresh planners, ambitious goals, and those infamous resolutions can make January feel like a blank slate...

Dec 23

Life

Here’s What I Learned From Hosting 96 Events in 2024

This past year, I hosted 96 events for the Mentee community, bringing together hundreds of entrepreneurs, solopreneurs, and dreamers eager to build something meaningful. From casual coffee chats to dynamic masterclasses, these gatherings...

Dec 16

Work

Career Reflections: 5 Lessons I Learned in 2024

As we approach the end of 2024, it feels like the perfect time to pause and reflect on the year—not just the wins but also the challenges, lessons, and moments that shaped our growth. If there’s one thing I’ve learned, every experience...

Weekly Words

From Chris

Cutting edge content for creators, entrepreneurs, and doers.

2x

Published Author

210+

Articles Published

250K+

Words Written

5K+

People Impacted

260+

Weeks Straight

800+

Weekly Readers

/

/

/

Success Is Boring: Why You Should Embrace the Repetitive Grind

Storytime: How Trying Cost Me Everything

Time Management for the Overwhelmed Entrepreneur

The Future of Creators: Adapt or Get Left Behind

Stop Overthinking, Start Doing: Breaking Free from Analysis Paralysis

The Science of Focus: How to Train Your Brain for Deep Work

The Future of Keynote Speaking: Trends and Predictions for 2025 and Beyond

The New Work-Life Balance: Why ‘Work to Live’ is the Future

25 Reasons to Become an Entrepreneur in 2025

How AI is Revolutionizing Productivity Tools

5 Secrets to Writing an Unforgettable Keynote Speech in 2025

The Social Media Trap: How to Stop Comparing and Start Creating

The Power of Showing Up: How Consistency Builds Confidence and Resilience

The Rise of Solopreneurs: Why 2025 is the Year to Start Your Business

Morning Routines That Set You Up for Success in 2025

Why Anti-Goals Might Be the Key to 2025

Here’s What I Learned From Hosting 96 Events in 2024

Career Reflections: 5 Lessons I Learned in 2024

Weekly Words

From Chris

Cutting edge content for creators, entrepreneurs, and doers.

Published every week since 2020

2x

Published Author

210+

Articles Published

250K+

Words Written

5K+

People Impacted

260+

Weeks Straight

800+

Weekly Readers

/

/

/

Success Is Boring: Why You Should Embrace the Repetitive Grind

Storytime: How Trying Cost Me Everything

Time Management for the Overwhelmed Entrepreneur

The Future of Creators: Adapt or Get Left Behind

Stop Overthinking, Start Doing: Breaking Free from Analysis Paralysis

The Science of Focus: How to Train Your Brain for Deep Work

The Future of Keynote Speaking: Trends and Predictions for 2025 and Beyond

The New Work-Life Balance: Why ‘Work to Live’ is the Future

25 Reasons to Become an Entrepreneur in 2025

How AI is Revolutionizing Productivity Tools

5 Secrets to Writing an Unforgettable Keynote Speech in 2025

The Social Media Trap: How to Stop Comparing and Start Creating

The Power of Showing Up: How Consistency Builds Confidence and Resilience

The Rise of Solopreneurs: Why 2025 is the Year to Start Your Business

Morning Routines That Set You Up for Success in 2025

Why Anti-Goals Might Be the Key to 2025

Here’s What I Learned From Hosting 96 Events in 2024

Career Reflections: 5 Lessons I Learned in 2024

The Work to Live Newsletter