I Will Teach You To Be Rich

Let me tell you something that took me years to learn: You don’t owe the world your old plans.

Most of us have this belief that if we said we’d do something — buy the car, move to the new city, take the trip — we have to follow through. Otherwise we failed. (Be honest, how many of you feel that way?)

But smart people adapt when the facts change.

Right now, there’s a lot of uncertainty. The market’s volatile. Costs are rising. And yet… a lot of people are living as if nothing’s changed.

They keep spending the same way until they’re forced to make painful decisions.
Don’t let that be you.

If you need to hit pause on something big — do it.
If you need to reroute money toward building your safety net — do it.
You’ll thank yourself six months from now.

Because money isn’t about rigid rules. It’s about creating a system that can bend, stretch, and protect you through every season.

That’s exactly what we’ll build together in Money Coaching. You’ll learn how to design a system that protects you today and sets you up for growth tomorrow.

Join here → iwt.com/moneycoaching-ct

8 hours ago | [YT] | 215

I Will Teach You To Be Rich

If you or your partner has fallen for a scam, I want to help. Especially if you’ve recently fallen for an email or text scam, you got bad financial advice from someone who didn’t keep their promises, or you haven’t told your partner because you’re scared or embarrassed.

If this is you, I want to talk. Apply to get a free coaching session with me on my podcast: iwt.com/apply.

14 hours ago | [YT] | 74

I Will Teach You To Be Rich

“The point of money is not to save it. It's to use it to live a Rich Life. Of course, we need to automatically save and invest. But we also need to develop the skill of spending money meaningfully. You do not want to end up as someone who spent 60 years solely honing your frugality muscle, and now you're unable to spend on the things you love.” —My interview in Kiplinger’s cover story “The Best Money Advice of All Time,” hits newsstands today and online at www.kiplinger.com/

18 hours ago | [YT] | 153

I Will Teach You To Be Rich

I want you to ask yourself, “What is my luxury, even if it costs $25?” It sounds simple, right? But if it is so simple, why do so many people struggle to actually spend money on the things they love?

Well, a lot of us think we need to *deserve* it. We have this puritanical streak that runs through us — the idea that, “That’s for rich people. I’m surely not rich, so I can’t afford ________.”

Maybe. But how do you know?

These are what I call Invisible Scripts. They are messages that we picked up from our parents, friends, and society. We internalize them without even realizing it, and they often keep us stuck.

The danger of these negative scripts is very simple: You delay joy forever. You play smaller than you have to.

If you’ve been postponing joy because you’re not sure what you’re “allowed” to spend, Money Coaching helps you design a plan where spending on what you love is intentional — not guilt-ridden.
Join today: iwt.com/moneycoaching-ct

1 day ago | [YT] | 132

I Will Teach You To Be Rich

This is actually the most fun part about money...

The point of money is not just to save it and hoard it and count it on a spreadsheet like a freaking nerd.

The point is to use it to live your RICH LIFE.

Are you giving yourself permission to use your money this way? If not, I want you to check out my Money Coaching program so you can make 2026 your best year yet: iwt.com/moneycoaching-ct

1 day ago | [YT] | 358

I Will Teach You To Be Rich

A Rich Life is not about hoarding money. It’s about using it to create memories, experiences, and joy TODAY.

Yes, still while saving and investing…but also while being intentional right now.

So here’s what I want from you: Comment below with your money dial. What is one small luxury that you could upgrade this year?

And I want you to give yourself permission. Stop feeling guilty! It’s okay to spend more on the things you love, as long as you are hitting your other numbers and cutting ruthlessly on the things you don’t care about.

Inside Money Coaching, we help you choose your dial, turn it up confidently, and cut back everywhere else, automatically. Join today: iwt.com/moneycoaching-ct

2 days ago | [YT] | 507

I Will Teach You To Be Rich

I’m looking for people who are making good money on social media:
– Your following on YouTube, Instagram, or TikTok has exploded
– You’re getting brand deals for more and more money
– You’re starting to wonder — could this be my full-time job?

If you’re seriously debating quitting your job to go all-in, I want to talk. Apply to get a free coaching session with me on my podcast: iwt.com/apply.

2 days ago | [YT] | 154

I Will Teach You To Be Rich

I got an email from a reader last week. She and her husband bought their dream house.

Mortgage ate 55% of their income. (Remember, your total housing costs should ideally be below 28% of gross pay.)

They had no savings. The roof needed replacing. They couldn't afford it. Her husband couldn't sleep.

This isn't one couple's story. This is happening across America. And it's what happens when you buy without a system.

Inside Money Coaching, we help you run the real numbers before a decision traps you and your family. Join today: iwt.com/moneycoaching-ct

3 days ago | [YT] | 695

I Will Teach You To Be Rich

If you had an unlimited budget, but you could only spend it on your health and wellness, what’s the first thing you buy?

HERE'S WHAT I'D DO ⬇️

- Personal trainer 4x/week
- Nutritionist
- Physical therapist
- Massage therapist
- Personal chef
- Optional wellness consultants (eg acupuncturist)
- Assistant

HERE'S HOW IT WORKS ⬇️

→ Personal trainer, who is integrated with physical therapist, who is integrated with nutritionist, who sends macros to personal chef (using SOP of your preferred foods/times to eat), all coordinated by an assistant. Quarterly DEXA scans.

→ Fitness goals are scheduled at the annual level, e.g., "I want to cut 30lbs this year" or "I want to build 4lbs muscle" leaving time for travel/deloads

→ No need to track daily calories since you already track at the macro level via chef

→ Wellness is about more than fitness. Assistant coordinates time with friends/family regularly, including 3-4 awe-inspiring trips/year

→ Optional: acupuncturist, blowouts, mani/pedicure, haircuts (they can come to you)

→ When you travel, assistant pre-sends videos of gym to trainer, who programs workouts for you

→ Other options available for illness, injury, pregnancy available

→ When you eat out, enjoy! You're already handling your health beautifully so order what you want

If you want to know how to use your money to build a Rich Life — including systems for taking amazing vacations, spending on health/wellness, and paying for your time back — join my Money Coaching program where I do a live Q&A each month: iwt.com/moneycoaching-ct

3 days ago | [YT] | 186

I Will Teach You To Be Rich

The first step in building your Rich Life is to start envisioning it. What would it look like?

Because your Rich Life is yours, no one can tell you what's in it. That's for you to decide.

But what if you don’t even know what you want? Or you have a general feel … but aren't sure on the specifics?

That’s why I like to start with a high-level brainstorming session or what I like to call The Bucket List Brainstorm.

This exercise will help you start getting specific about what really excites you and what matters the most to you. Get these items on paper first. Then you can build your Rich Life around your biggest, most compelling life goals.

To do your own Bucket List Brainstorm, grab a pen and paper and follow these steps:

1️⃣ What’s on your Rich Life bucket list?
Quickly list the first 15 things that come to mind. They could be travel destinations, things you want to buy, activities, events, people you want to meet, etc.

2️⃣ When you're done, circle your top 5.
What do you notice? Are there any trends or similarities?

3️⃣ For each of your top 5 items, think about when you'd like to do them.
What timeline makes the most sense for you?

By age 40, I’d like to do ________________.

Between ages 40 and 50, I’d like to do ________________.

Between ages 50 and 60, I’d like to do ________________.

Note: You can do this exercise as many times as you like. Taking 10 minutes to really think about what goals are the most exciting to you may open up more ideas. Even better ideas. Keep going until your "Top 5" shortlist is irresistibly exciting to you.

Dive even deeper into designing your Rich Life inside my Money Coaching program: iwt.com/moneycoaching-ct

4 days ago | [YT] | 258