Overview

Leaders of large businesses rely on boards and their managers for guidance, but entrepreneurs like you have few, if any, experienced advisors to count on. Now, Self-Made Boss provides the community of advisors you need to help make the right decisions every time. Drawn from real-life stories directly from Square's Seller's Community, the book shows you exactly what works and what doesn't. Told through the eyes of small business owners, Self-Made Boss is filled with rich, colorful examples, and valuable lessons. These are the lessons you learn only when you're an entrepreneur. They include a second-generation ice cream shop owner on how to manage price increases; a NYC restaurant owner on how to hire and manage employees; a Black female roofer on how to break through in a male dominated industry; a dentist who is transitioning out of his business; and a stylist who quit her corporate job to pursue her passion. These entrepreneurs share all the things you learn on the job and wish you knew before you started your business. The book provides answers to important questions on a wide variety of topics, including: turning a personal passion or side hustle into a career; setting up your business for success; getting the word out and building loyalty; building the right team; how to transition out of your business; and much more.

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Lauren Weinberg is the global head of marketing and communications at Square, driving go-to-market strategy globally. She is responsible for generating revenue growth through new customer acquisition. Her role includes oversight of Square's entire marketing budget, creative strategy, marketing execution, and the brand reputation. Weinberg and her team select the small business owners that are featured in Square's ads, website, and podcasts. Jackie Reses is the CEO of Post House Capital, a venture firm focused on building financial technology businesses. She also is the chair of the Economic Advisory Council for the San Francisco Federal Reserve and on the boards of Wish, Affirm, and Boom Supersonic Jets. Previously, she was the executive chairman and capital lead of Square Financial Services, where she oversaw the team that facilitated $8 billion in loans to small businesses. Reses has spoken with many luminaries about enabling access to the financial system for women and under-represented minorities. Telling stories as a radio host, then as a costumed tour guide, Sara Sheckells followed a career path into academia before her love of the literary pulled her back to the mic. Sara's narration style has been described as sophisticated, smooth, and smart. Her knowledge of higher education, adolescence, and career development informs her narrations in multiple genres, including literary fiction, memoirs, self-development, and women's fiction. A New England native, Sara lives north of Boston with her family, including a supportive spouse, two brilliantly brained kiddos, and a boisterous boxer dog.

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