Self-Made Boss audiobook cover - Advice, Hacks, and Lessons from Small Business Owners

Self-Made Boss

Advice, Hacks, and Lessons from Small Business Owners

Jackie Reses and Lauren Weinberg

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Self-Made Boss
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Business Plan+
Legal & Incorporation+
Operational Workflows+
Brand & Marketing+
Navigating Setbacks+

Quiz — Test Your Understanding

Question 1 of 6
What does the book recommend entrepreneurs do before paying for expensive business consultants?
  • A. Write a comprehensive business plan to present to venture capitalists.
  • B. Utilize free resources from organizations like the Small Business Administration (SBA).
  • C. Hire an accountant to create realistic financial projections.
  • D. Incorporate their business as an LLC to protect personal assets.
Question 2 of 6
How do the authors advise writing the body of a business plan (excluding the executive summary)?
  • A. Write like a poet to emotionally engage potential investors.
  • B. Write like a marketer to emphasize the brand's signature experience.
  • C. Write like a banker, using concrete evidence and objective facts.
  • D. Write like a lawyer, focusing heavily on liability and corporate structure.
Question 3 of 6
Which corporate structure is described as allowing for unlimited shareholders but comes with the distinct disadvantage of being taxed twice?
  • A. Sole Proprietorship
  • B. Limited Liability Corporation (LLC)
  • C. S Corporation
  • D. C Corporation
Question 4 of 6
What key business lesson is illustrated by the story of Pesso’s Ices & Ice Cream?
  • A. Expanding your menu with unique items is the best way to attract new customers.
  • B. Keeping prices low, even when ingredient costs rise, builds long-term customer loyalty.
  • C. Observing operational data and simplifying offerings can significantly boost profit margins.
  • D. Hiring an external consultant is necessary to identify operational inefficiencies.
Question 5 of 6
According to the book, what is a highly effective way to build a bond of trust and keep customers coming back?
  • A. Consistently offering the lowest prices in the neighborhood.
  • B. Creating a 'signature experience' that makes customers feel understood and valued.
  • C. Sending baked goods and gift baskets to your most frequent buyers.
  • D. Incorporating as a C Corporation to show customers your business is legitimate.
Question 6 of 6
When facing unexpected business setbacks or changing consumer behavior, what two traits do the authors emphasize as essential for survival?
  • A. Being observant and being flexible.
  • B. Being aggressive and being highly capitalized.
  • C. Being stubborn and doubling down on your original vision.
  • D. Being cautious and temporarily shutting down operations.

Self-Made Boss — Full Chapter Overview

Self-Made Boss Summary & Overview

Self-Made Boss (2022) is a practical starter kit for anyone looking to start a small business. It’s packed with advice and case studies looking at small businesses from across the United States, with step-by-step instructions for turning your great idea into a successful business. 

Who Should Listen to Self-Made Boss?

  • Small business owners
  • Aspiring entrepreneurs
  • Anyone curious about how brands are built from the ground up

About the Author: Jackie Reses and Lauren Weinberg

Jackie Reses is CEO of fintech company Luna Financial Group. She has been named one of Forbes’s  “Self-Made Women” and Fast Company’s “Most Creative People in Business.” Lauren Weinberg is chief marketing officer of Square, a business toolkit provider. She advises several startups and The Women’s Startup Lab, an accelerator for female founders. 

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