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Let’s Talk About Hard Things

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By Anna Sale — 2021

Anna Sale wants you to have that conversation. You know the one. The one that you’ve been avoiding or putting off, maybe for years. See more...

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02:35

Is Financial Anxiety Holding You Back?

In this video, you’ll learn some strategies for overcoming financial anxiety.

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I Know Keeping Some Savings in Cash Doesn't Make the Most Mathematical Sense, but It's the Only Thing that Helps Me Feel Safe

Because I experienced so much financial instability in my early 20s, I work hard every single day on building a healthy relationship with money. No one really talks about how demoralizing it is to scrounge up quarters from your couch so you can afford a bacon egg and cheese sandwich at the bodega.

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How to Divide Chores Among Your Kids

Dividing chores among your kids in an organized and effective fashion is important for their development and important for your sanity as a parent.

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#5 Chris Dixon: The State of Venture Capital

In this episode, a16z partner Chris Dixon and I discuss the history of venture capital, artificial intelligence, what makes a great entrepreneur, and why companies fail.

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#4 Jason Zweig: Elevate Your Financial IQ

WSJ columnist Jason Zweig and I tackle important topics like how to be a smarter investor, filtering out noise, why philosophy and history matters, and his new book, The Devil’s Financial Dictionary.

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#3 Sanjay Bakshi: Why Mental Models

In this episode, I chat with professor and value investing genius Sanjay Bakshi about the power of mental models, multidisciplinary thinking, reading, and acquiring worldly wisdom.

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I Used To Be Ashamed Of Making More Money Than My Husband. Not Anymore.

For the entirety of my married life, I’ve made more money than my husband. And not a little bit more — a lot. The year we met, in my job as a Wall Street lawyer, I made something like ten times what he did as an actor and bartender in New York City.

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How to Save Money

Aside from basic needs, your financial priorities are up to you. Resist short-termism by keeping in mind your values and goals.

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How I Learned to Share Money Again After My Divorce

This story is about how powerful my emotions around money were, even in the absence of a crisis.

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Ezra Klein Interviews Anna Sale

A hard conversation is about trying to sort of understand more focus on descriptions and sharing experience but not wrapping it all up neatly at the end because when you try to do that, you’re sort of pushing through what actually is the hard thing

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EXPLORE TOPIC

Life Challenges