Money Musings

Money Musings 💭 Being careful cost her $58,000 👀

This week: The money trap that could cost you $58K, step #2 of our Back to School Money Audit, and she opened a wine bar for $100K then ended up buying…

Sep 27

Money Musings 💭 Year 2 of this new tradition 🍯

This week: The abundance tradition we keep, step #1 of our ‘Back to School Money Audit,’ and two very different paths to financial security.

Sep 25

Money Musings 💭 When money moves don't pay off

This week: My money experiment that didn’t pay off (and why I’d still do it), the key to long-term investing, and meet Alex who’s building a $100M brand…

Sep 7

Money Musings 💭 You got laid off. What's next?

This week: 8 things to do if you get laid off, a simple way to research investments, and her $70K-a-year childcare bill that went viral.

Aug 29

Money Musings 💭 If I had to start investing from scratch in 2026

This week: A 6 step playbook for getting started with investing, how and why to rollover a 401(k), and the $180K family budget behind the Mother of AI.

Aug 20

Money Musings 💭 What stopped me from investing

This week: The 3 things that kept me from investing, how to choose a brokerage account, and a seven-figure founder rebuilding from $150K in debt.

Aug 20

Money Musings 💭 A new form of emotional spending 🤪

This week: My latest stint of emotional spending, step #1 in our new investing series, and a founder whose first client paid more than her six-figure…

Aug 10

Money Musings 💭 Why is transparency so hard?!

This week: Why sharing about our money feels tricky, a free way to protect your credit (and your kids’), and how my sister went from overdrafts to six…

Aug 6 • Ashley Feinstein Gerstley

Money Musings 💭 Our health insurance conundrum🙊

This week: Health insurance math that made me want to pull my hair out, why debt shame doesn’t serve us, and the leap from a $200K salary to the family…

Jul 26 • Ashley Feinstein Gerstley

Money Musings 💭 Oops I did it again… 🙊

This week: What happened when I got behind on my Money Parties, calculate your net worth, and how a first-gen eldest daughter built a $510K net worth.

Jul 19 • Ashley Feinstein Gerstley

Money Musings 💭 How I invest my money 💰

The investing math that changed my life, step #4 in our money savvy travel series, and how a comedian funded a top 10 Netflix special.

Jul 13 • Ashley Feinstein Gerstley

Money Musings 💭 It's been 2 years since this life-changer…

This week: The 3 pieces of money advice I’d give forever, step #3 in our money savvy travel series, and a founder who raised $20M and exited with $0.

Jul 3 • Ashley Feinstein Gerstley

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