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Wealth with Tess

Tess Waresmith

Didn’t grow up learning money? Same. Thoughtful writing on money, investing, and economics for real life.

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Substack
PricingOnly free issuesPublishesWeekly
Issues29Founded2 years agoLast Issue9 days ago
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Latest Issues

Death is weird to talk about.

Money is weird to talk about. Death and money together? Most people avoid it until they’re forced into it which is usually at the worst possible moment.

I’ve executed wills for people I love. I’ve sat with women who just lost their partner...

9 days ago

Your AI is a sycophant about your money. It's costing you.

I’ve used AI in the wrong way more than a few times. In my haste to get something done, I will type a short and pedantic prompt into Claude or ChatGPT with absolutely no context, and then somehow find myself a little annoyed that it didn’t...

13 days ago
8

Most of your big dreams won't come true. Chase them anyway.

I’ve had a habit of setting big ass dreams since I was 10. Back then, if you asked me what the future looked like, I knew it was the Olympics and a Wheaties box cover (back when that was a thing). I didn’t just think this might happen. I kn...

21 days ago
18
14

Elon Didn't Steal Your 401(k). But Something Else Might Be.

A few weeks ago a successful CEO forwarded me an email with the subject line “Elon is targeting your retirement savings!‼️🚨” and asked me what she should do with her 401(k) given this news.

I understood her panic, but this email was dripp...

a month ago
5

Creating an Intentional Spending Plan

I recorded this workshop for a live group, and I’m putting it in the free library because I think it’s one of the most important conversations I have.

Budgeting is not exciting and the word itself is restrictive in a way that’s not helpful...

2 months ago
1

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  • Tess Waresmith

    Didn’t grow up learning money? Same. Thoughts on money, mortality, investing, and economics for real life.

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