Side Hustle to Small Business

Hiscox
  • 4.8 (154)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY
Side Hustle to Small Business

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.

  1. 4 DAYS AGO

    How writing recharged Aaron Ryan’s creative spirit

    Aaron Ryan loves all things creative, but has found that writing has been his number one source of inspiration and drive. He is the author of The Dissonance series, a science fiction series based on the idea of aliens visiting earth. Since having started writing a year ago, Aaron has already penned six books in the series. Writing has not only become his creative passion but also the driving force that propels him forward in his life and career.   - Chapters - 00:00:00 Introduction and Background 00:03:35 What’s A Kool Aid Stand? 00:05:57 The 80’s Comic Books 00:11:29 Writing A Book Every Sixty Days 00:15:24 Dissonance: The Lack Of Harmony 00:17:19 Do You Believe? 00:21:48 Pear-Shaped Men 00:25:36 Entrepreneurial Blurred Lines 00:27:02 Listening To The Voice Within 00:30:15 Endorsement Does Not Equal Trajectory 00:33:10 Closing Remarks

    34 min

  2. DEC 11

    Growing a partnership in life and entrepreneurship

    Kate Wallace and Blake Chasen first met while working at the same startup. Through their work together, not only did they come to realize that they have great synergy in the office, but also personally as well. With a background in writing, Blake found his niche in custom storytelling online during the pandemic. Now, the couple owns Avenue Stories, an AI-powered storytelling app for children that allows you to custom build characters and stories.    - Chapters -  00:00:00 Introduction and Background 00:02:24 Side Hustle, Small Business, Marriage 00:05:41 Peddling Up The Ladder 00:09:57 Excitement Outweighing Risk 00:10:50 Burning Out And Growing Up 00:14:38 NFTs Are A NO 00:16:51 Shifting The Infield 00:20:43 Failure Will Fix It 00:24:39 Fundraising Frenzy 00:30:52 Opportunity In AI 00:34:08 Closing

    35 min

  3. DEC 4

    How Winnifred Tataw went from author to publisher

    Winnifred Tataw has been writing for as long as she can remember, and has been a professional author for eight years. During the pandemic, Winnifred was looking for ways to better support the indie publishing industry. It was then that she decided to launch Win’s Books Publishing, which officially opened in April of 2024. Now, Winnifred and her team support a handful of authors through their publishing process.

    33 min

  4. NOV 27

    How a Christmas gift turned into a six-figure business

    Dawn Kennedy is an attorney, author, and podcaster. In 2020, her husband Mike received a roaster and some coffee beans for Christmas. After tasting his coffee, Dawn bet him he could sell it online. Not expecting much, they made a Facebook post and ended up selling eleven bags. From there, Convoy Road Coffee Roasters was born. Fast-forward to this year, Dawn and Mike have five employees and bring in six-figures of revenues annually.    - Chapters - 00:00:00 Introduction and Background 00:02:23 Coffee: The Cottage Food 00:04:40 Bottlenecks of Business 00:08:18 Transitioning from Side Hustle 00:10:10 Illicit Deals 00:12:27 Growing Organically 00:15:33 Certified Coffee Cuppers 00:19:29 Working hard or hardly working? 00:21:10 Origin of the Month 00:23:10 Overcoming Fear, Moving Forward 00:25:10 “Well, that’s cute.” 00:26:58 The ROASTMASTER 00:30:04 Closing

    31 min

  5. NOV 20

    Building a supportive community to benefit your children

    When Michelle Choairy’s son was diagnosed with a rare genetic disorder, she found that there were not enough resources out there for parents going through the same thing as her. This is when she founded Wisdom4ComplexKids, an organization focused on providing resources and building community with parents of children with similar needs. Now, Michelle’s goal is to create the best life for her family and other families who have complex children.   - Chapters -  00:00:00 Introduction and Background 00:03:14 A Lack of Resources 00:05:26 The Catalyst for Change 00:08:55 “This is Awful” 00:10:57 Complex Kids 00:12:18 Deep Dive on Diagnosis 00:15:19 Putting Yourself Out There 00:16:57 The Big Picture 00:19:47 It Takes a Village 00:23:42 Misinformation 00:28:05 They Need You 00:29:40 Closing

    31 min

  6. NOV 13

    How Stephanie Shanks increased her revenue by tenfold

    Stephanie Shanks has always had an entrepreneurial spirit, from selling livestock in her youth to owning a message therapy practice. It wasn’t until her first child was born that she discovered her passion for photography. With the encouragement of her community, she founded Staphanie Shanks Photography in 2011. When she realized she wasn’t charging enough, she changed her rates and increased her revenue tenfold.    Chapters 00:00 Introduction and background 5:56 Photography background 7:54 Going all in 9:17 Setting rates 12:47 Overcoming nerves 14:38 Investing back in the business 16:25 Balancing life and the business 18:04 Finding your personal style 21:11 Managing stress 23:37 Setting boundaries 25:15 Looking back 25:50 Advice for other entrepreneurs 26:28 Closing

    28 min

  7. NOV 6

    Creating a global community through podcasting

    Jeff Revilla started his entrepreneurial journey in the early 2000’s by opening a mail order skateboard shop. After that business went under during the 2008 financial crisis, Jeff’s entrepreneurial spirit never went away. In June of 2024, he opened Poduty Live, a podcasting and live event theater based in Tarentum, Pennsylvania. This space allows Jeff to connect podcasters and local and virtual talent to excited audience members.   Chapters 00:00 Introduction and background 6:02 Finding the right space for your new business 11:43 Overcoming nerves 13:23 Revenue 18:02 Managing a side hustle while working full-time 21:18 Looking back on the business 22:57 Advice for other entrepreneurs 26:28 Technology recommendations 28:07 Closing and contact

    30 min

  8. OCT 30

    Amity Gleason’s journey from Attorney to Jewelry Maker

    Formally a courtroom attorney, Amity Gleason first gained an interest in jewelry design when she was getting married. As someone with an appreciation of gothic style, she found most jewelry on the market didn’t match this style and instead followed the same cookie cutter patterns. This inspired her to start Amity Alexandra Jewelry Design, a jewelry company focused on making one-of-a-kind pieces that don’t break the bank.   Chapters 00:00 - Introduction and background 6:57 - Jewelry making process 10:35 - Overcoming fears and finding clients 14:11 - Work-life balance 16:14 - Building your brand 18:58 - Saving money 22:08 - Entrepreneurship and parenthood 25:39 - Setting boundaries 27:36 - Looking back 28:30 - Advice for other entrepreneurs 30:05 - Closing and contact

    32 min
See All (100)

4.8
out of 5
154 Ratings

About

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.

Information

  • Creator
    Hiscox
  • Years Active
    2019 - 2024
  • Episodes
    100
  • Rating
    Clean
  • Copyright
    © Copyright 2022 All rights reserved.
  • Show Website
    Side Hustle to Small Business

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