Side Hustle to Small Business

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A weekly podcast from Hiscox, the small business insurance experts. We’re changing the conversation around the side hustle and featuring founders at various stages of their small business journey. These entrepreneurs are pushing the envelope while keeping their values and have learned a few lessons along the way. Listen each week for conversation, context, and camaraderie. Hosted by Sanjay Parekh, produced by Edgewise.Media.

Episodes

Wednesday May 14, 2025

How Ethan Bull redefined the Executive Assistant world

Wednesday May 14, 2025

After spending many years as an Executive Assistant, Ethan Bull unexpectedly faced layoffs, forcing him to reconsider his career path. With his severance package as a financial cushion, Ethan and his wife, Stephanie, launched ProAssisting, a fractional EA company. Their business focuses on connecting highly skilled EAs with top-level executives, offering flexible, high-quality support without the need for a full-time hire.

-Chapters-

00:00 Intro

4:32 Entrepreneurial background

6:35 Starting ProAssisting

14:51 Keeping up with technology

16:16 Using AI in the company

19:44 Delegating tasks to an assistant

22:16 The future of the business

28:17 Work-life balance

31:51 Looking back on the business

34:27 Advice to other entrepreneurs

36:23 Closing and contact

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