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Most Popular

Banknotes

Discover the more surprising sides of your business finances. From unique seller spotlights (did anybody say taxidermy?) on tackling cash flow to monthly advice from a Financial Therapist and CPA — check out these stories and more from our banking newsletter.

Latest

Black and Forth: The Business Model That Built My Movement (and $1M+ in Revenue)
Managing Your Finances

No. 29 Black and Forth: The Business Model That Built My Movement (and $1M+ in Revenue)

by Angel Gregorio

Nov 17, 2025 — 3 min read

Angel Gregorio transformed her Washington D.C. spice shop from $38K into a $1M+ business by creating a cooperative business model that offers free retail space to Black entrepreneurs. She saves $19,000 yearly in staffing costs and has built a thriving community incubator. Her model proves that collaboration, not competition, can drive growth.

Stories

How Piper’s Ice Cream Bar Built Stability Beyond the Seasons
Managing Your Finances

No. 28 How Piper’s Ice Cream Bar Built Stability Beyond the Seasons

by Aylon Pesso, Square

Sep 23, 2025 — 5 min read
Co-owner Chip Adkins shares the cash flow system that helps him slash operating costs by 12%, create financial stability for the business, and build sustainable wealth.
Money Real Talk: How 3 Entrepreneurs Have Scaled Without Burning Out
Managing Your Finances

No. 27 Money Real Talk: How 3 Entrepreneurs Have Scaled Without Burning Out

by Square

Aug 21, 2025 — 6 min read
From early financial missteps to game-changing business strategies, three powerhouse entrepreneurs share insights into their business journeys. Their conversation reveals how they've learned to balance profit with purpose, scale sustainably, and build wealth that lifts up their communities.
Money, Honestly: How Trumbug Runs on $74k a Year
Managing Your Finances

No. 26 Money, Honestly: How Trumbug Runs on $74k a Year

by Square, Keila Hill-Trawick

Jul 24, 2025 — 7 min read
Pest control start-up founder James Schoen reveals the numbers behind his first year in business, like how much went toward inventory and marketing, the $20 tool that helped him save $25k, and the $75 that generated 1.5 million views on Instagram Reels.
Community, Culture, and Cash Flow: TK Tunchez Shares Tips for Growing Your Business
Managing Your Finances

No. 25 Community, Culture, and Cash Flow: TK Tunchez Shares Tips for Growing Your Business

by Aja Evans, Square

Jun 20, 2025 — 5 min read
TK Tunchez turned Las Ofrendas into a flourishing brand — and now she’s paying it forward by empowering BIPOC and LGBTQIA+ entrepreneurs through financial education and community support. Learn how tools like Square Loans and instant deposits helped her scale.
How Fresh Coast Dance Tripled Its Size With 4 Financial Habits

No. 24 How Fresh Coast Dance Tripled Its Size With 4 Financial Habits

by Square

Apr 18, 2025 — 5 min read
Tim and Jessica Cigelske have grown their family's dance studio using four smart financial habits.
Increasing Floral Sales by 126% With Art, Heart, and Strategy

No. 23 Increasing Floral Sales by 126% With Art, Heart, and Strategy

by Square

Feb 14, 2025 — 4 min read
Need to separate your business from a field of competitors? Unique, personalized touches make all the difference, says a San Francisco Bay Area-based floral designer.

Credits

Aja Evans

Aja Evans

Licensed Mental Health Counselor

Keila Hill-Trawick

Keila Hill-Trawick

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Generation E: How Gen Z Is Taking on Building a Business

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Gen Z business owners share with us their entrepreneurial dreams, what keeps them motivated, how they equip themselves to get started and grow their businesses. Through a series of interviews we explore what tomorrow's business looks like for them.
The Essential List of Multihyphenate Businesses

The Essential List of Multihyphenate Businesses

A salon that doubles as a cafe. A restaurant with a successful merch line. We all recognize a Square business when we walk into one, it’s just a little different. So what do you call this new breed of businesses with more than one offering? We call them...
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