It's that T.I.M.E of the week again!

The newsletter that provides actionable life lessons to a wealthier, healthier, and happier future.

The Regret Minimization Framework

What if the best way to make decisions today… was to imagine yourself at age 80?

That’s the idea behind the Regret Minimization Framework, created by Jeff Bezos when he was deciding whether to leave his stable Wall Street job to start a little online bookstore (a.k.a. Amazon).

When faced with fear or uncertainty, Bezos asked himself:

"At age 80, will I regret not doing this?"

If the answer was yes, he took the leap.

This framework isn’t about being reckless, it’s about flipping the lens. Instead of obsessing over short-term risk, we zoom out and ask:

“What choice will I be most proud of when I look back on this moment?”

It invites us to trade the illusion of safety for the freedom of intentional living.

In a world of endless opportunity and pressure to optimize everything, we often freeze, stuck between comfort and possibility.

But regret has a funny way of haunting us far longer than failure ever does.

This tool forces us to confront the bigger picture. To live boldly today, not “someday”.

Here’s how you can use it:

1. Face a Crossroads:
   Big decision? A risk you’ve been avoiding? Something you’ve been deferring for “later”? Pause.

2. Time Travel to Age 80:
   Picture your older self, wiser, simpler, with less ego. What do they care about?

3. Ask This One Question:

   Will I regret not doing this?

   If the answer is yes, even a little, that’s your cue.

4. Take a Small Step Today:
   Book the call. Start the side project. Say the thing that needs to be said. Begin.

So, what might your 80-year-old self whisper to you right now?

Go listen and make the right decision!

As I read this, part of me wants to well up in tears.

Having decided to move abroad and work and travel comes at a cost.

Moving abroad can be a great decision, and people do it for a better life, but the opposite is also true.

It is hard. It comes at a cost

You miss weddings, the birth of children, best friends' birthdays, and, most importantly, time spent with your immediate family.

After living in Vietnam for 8 years, I am constantly asking myself, where has the time gone, and has it been a good use of my time?

I am then reminded of just what it takes to create a life for yourself in a foreign country.

It builds character, independence, resilience, adaptability, curiosity, open-mindedness and problem-solving.

It tests you in ways you would never experience if you stayed in the town or city where you grew up. It stretches you beyond your comfort zone and shows you who you really are.

There are three insights I’d like you to take away from this today:

• Stay connected to your loved ones. Check in regularly. You never know when life will change, and you won’t get to send that text message or make that phone call.

• Show up for yourself every day. If you’ve made the sacrifice to live away from family, make it count. Spend your time intentionally on the things that matter most to you, so that when you look back, you’re proud of the choices you have made.

• Celebrate how far you’ve come. If you’ve ever been brave enough to take the leap and live abroad, take a moment today to acknowledge it. You didn’t just move countries, you moved yourself forward.

Life is short. Make sure to squeeze every ounce out of it.

This one slaps.

What feels weird, niche, or “too different” about you?

That’s your superpower. Lean into it.

The world doesn’t need more copies, it needs originals.

People don’t remember the best in a crowded field; they remember the ones who dared to be different and left a fingerprint on the world.

This essay by Justin Welsh reinforces the insights of this newsletter.

The someday life is a concept that you put all your work into the “work goals” you are trying to achieve, and then someday you will get around to all the “life things” you want to do.

But here’s the catch…

The goalposts are constantly moving, so you are stuck in this perpetual cycle of putting off the beautiful simplicity of the things you could be doing that life offers.

Three things I took from this:

1. “Someday” is a Scam: Trading today's real moments for an imaginary future almost always leads to regret. The life you want has to start now, not later.

2. Redefine Success on Your Terms: True success isn’t just hitting work or business goals; it’s designing a full life you don’t have to escape from with health, relationships, and joy baked in.

3. Apply Ambition to Your Whole Life: Ambition shouldn’t just fuel your work, it should energize your personal life too, because the real flex is living fully today, not "someday."

It is a quick 4-minute read.

You can find it here.

Ambitious Question

What if the life you’re chasing is already possible today, but you’re too busy waiting for someday to notice?

In case you missed this week’s newsletter, here’s what I shared:

TEACH -Too many choices create decision fatigue—simplify your options to reclaim clarity and focus.

INSIGHTS - True healing starts by addressing root causes like mold, parasites, and hidden infections, not just treating symptoms.

MOTIVATION - Perfectionism is a form of self-rejection—embrace imperfection to find real freedom and growth.

EXPLORE - Craft a vivid ten-year vision for your life to guide your daily choices and move intentionally toward your dreams.

Ambitious Question - Where in your life do you need boundaries instead of more bandwidth?

Check it out here.

Feel free to share this if you gained any value from it. Feedback is also welcome.

THANKS FOR READING LEGENDS!