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No. 10 What’s Your Money Personality and How Can You Manage It?

Nov 15, 2023 — 5 min read

Our first money memories are solidified by ages 5-7 — and those experiences can affect how we handle our business finances as adults. Financial therapist Aja Evans talks about how our money stories are formed, and will guide you in uncovering how yours shows up in your business.

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Managing Your Finances

No. 9 What It Takes to Run a Spooky Shop All Year Long

Oct 27, 2023 — 6 min read

Oddities and curiosities shop Rest in Pieces is a Halloween lover’s dream, but a small business facing extreme seasonality can’t survive on one holiday alone. Here’s how owners Justin Torone and Alaina Gearheart make the most of the off-season, prep for the spookiest time of year, and tackle their greatest nemesis — taxes.

Managing Your Finances

No. 8 5 Lessons From a Thriving Doggy Daycare Entrepreneur

Sep 28, 2023 — 5 min read

Dillion Toscano, Chief Executive Officer of deluxe pet boarding shop Wags 2 Whiskers in Culver City, California knows firsthand how to navigate change, uncertainty, and disruption. He shares the lessons they learned along the way.

Managing Your Finances

No. 7 Lesbian Bar Owner Julie Mabry on Creating a Safe Community Space

Sep 01, 2023 — 5 min read

As the only lesbian bar in Houston, Texas, Pearl Bar serves as an inclusive gathering space for queer, non-binary, and transgender patrons. How has Julie navigated running her bar, and continued to foster community, in the face of adversity?

Managing Your Finances

No. 6 This is How Business Owners Are Reframing Business Debt

Jul 27, 2023 — 6 min read

The stigma of accruing debt can stop you from growing your business. Financial experts and Square sellers discuss how and when to use debt to your advantage.

Managing Your Finances

No. 5 Unlocking Financial Security for the LGBTQ+ Community

Jun 23, 2023 — 6 min read

For the LGBTQ+ community, financial security has not always been an attainable — or even simple — goal. Recent legal protections, such as the right to marry in 2016, have made prioritizing savings and planning for retirement easier.

Managing Your Finances

No. 4 How to Make 2023 Your Best Financial Year Yet

Mar 29, 2023 — 5 min read

Get inspired by three Square sellers and the best things they did for their businesses in 2022. And two financial experts weigh in on strategies to make hitting your financial goals achievable.

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