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 Nov 05, 2025

Inside the proposal planning business

Wednesday Nov 05, 2025

Ash Fox is a New York City–based proposal planner and photographer. With a background in fine arts, she began her career taking on freelance commercial photography projects while still in college, which soon opened doors into nightlife and music photography. Everything shifted when she was asked to capture a proposal, an experience that sparked her passion for photographing and also planning unforgettable moments.

Chapters

00:00 Introduction and background

8:03 Proposal tips

15:38 Overcoming nerves

17:55 Marketing your business

20:40 Expanding the business

23:04 Work-life balance

26:41 Reflecting on the business

30:08 Advice for other entrepreneurs

31:22 Closing and contact

Learn more about Ash Fox and her work at https://www.ashfoxproposals.com

Side Hustle to Small Business is presented by Hiscox, a leading small business insurer. Learn more at Hiscox.com

#Entrepreneurship #SmallBusiness #WeddingBusiness

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