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    Business

    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.

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    Copyright: © Copyright 2022 All rights reserved.

    • Apple Podcasts
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    • Spotify

    Latest Episodes:
    How Cause of a Kind was built by opportunity Aug 27, 2025
    Show notes

    Justin Abrams is a lifelong salesman, with a career in the industry spanning over a decade. However, when Justin and his friend Michael tried to pivot into the tech startup space, they found they were facing challenges getting into market. It was at that point that the two were asked to design a web application. This opportunity turned into what would become Cause of a Kind, a successful web development company.

    Chapters

    00:00 Introduction and Background

    8:22 Overcoming nerves

    11:25 Building the business

    14:52 Using AI

    19:23 Balancing life and work

    26:26 Advice for other entrepreneurs

    30:23 Closing and contact


    Turning a decades-long hustle into a full-time business Aug 20, 2025
    Show notes

    Nikky Wainwright has been reselling anything since she was in college - books, clothing, shoes, you name it. However in 2020, in the midst of the pandemic, she noticed that while some businesses were suffering, reselling was going strong. It was at this point that she went all in on Diva’s Treasure Closet, a a luxury, designer, and vintage e-commerce business. Starting out online, Nikky has now opened her own boutique in Atlanta.

    Chapters

    00:00 Introduction and background

    6:46 Choosing your inventory

    10:38 Social media strategy

    15:50 Balancing life and work

    20:24 Growing the business

    22:53 Reflecting on the business

    25:19 Advice for other entrepreneurs

    27:42 Closing and contact


    Building a fashion brand for STEM-loving kids and adults Aug 13, 2025
    Show notes

    When Jaya Iyer couldn’t find science-themed dresses for her daughter, she realized that other parents must be feeling the frustration. Wanting to empower her daughter and others, she launched Svaha USA, a STEAM-based fashion brand that creates clothing for the entire family. What started as a mission to challenge gender stereotypes in kids' clothing has grown into a thriving business known for its bold, brainy designs.

    Chapters

    00:00 Introduction and background

    7:00 Challenges when starting the business

    14:13 Creating the clothing

    20:30 Fulfilling orders

    23:18 Building a mission-driven brand

    25:31 Balancing family and work

    30:16 Reflecting on the business

    31:34 Advice for other entrepreneurs

    33:11 Closing and contact


    Awkward, fun, and profitable: Building a card game brand Aug 06, 2025
    Show notes

    Brittane Rowe is an off-Broadway actress by trade, but when the COVID-19 pandemic shut down Broadway, she found herself with time for deeper, more meaningful conversations with her family. Inspired by those moments, Brittane teamed up with her brother Brandon and sister-in-law Jane to create Awkward Games, a card game company designed to spark joy and strengthen relationships.

    \

    Chapters

    00:00 Introduction and background

    8:10 Getting the first sales

    9:31 Getting the product into stores

    11:56 Overcoming nerves

    14:48 Shark Tank

    24:09 Game development

    26:40 Balancing work and life

    28:50 Running the business in NYC

    31:43 Reflecting back on the business

    34:07 Advice for other entrepreneurs

    35:28 Closing and contact


    Finding the right price for handmade goods Jul 30, 2025
    Show notes

    Kwadwo Som-Pimpong founded Crafted Glory, a handcrafted furniture company, after buying his first home in Asheville, North Carolina. Drawing on his engineering background, he mastered the mechanics of furniture making and honed his craft. What began as a personal project has grown into a business that serves customers across the country. Today, Crafted Glory is known for its commitment to quality, craftsmanship, and thoughtful design.

    -Chapters-

    00:00 Introduction and background

    6:29 Overcoming nerves

    8:12 Pricing your work

    10:22 Training as a woodworker

    16:30 Viewing the business longterm

    20:56 Balancing work and life

    25:31 Finding a coach

    31:50 Reflecting on the business

    33:18 Advice for other entrepreneurs

    34:37 Closing and contact


    Globowl’s mission to make kids’ meals more exciting Jul 23, 2025
    Show notes

    Erica Levin is a serial entrepreneur, having started three businesses in her life. During the pandemic, while her daughter was starting to eat solid foods, Erica decided to start making her own baby food that incorporated flavors from around the world and introduced allergens early. From there, she has built Globowl, a baby and toddler food company with a mission to inspire adventurous eating for life.

    -Chapters-

    00:00 Introduction and background

    4:45 Starting Global

    12:05 Overcoming nerves

    13:05 Funding the business

    16:23 Making mistakes

    20:55 Entering the food space

    23:41 Plans to grow the business

    27:02 Mission-oriented brands

    29:02 Work-life balance

    32:25 Reflecting on the business

    34:47 Closing and contact


    Designing for social impact with Creative Director Jo Skillman Jul 16, 2025
    Show notes

    Jo Skillman is a Houston-based Creative Director and the Founder of Jo Skillman LLC. Known for her thoughtful, cause-driven work, she’s partnered with clients like the City of Houston. With expertise in both design and copywriting, Jo brings a well-rounded, strategic approach to every project.

    -Chapters-

    00:00 Introduction and background

    6:35 Overcoming nerves

    13:20 Working across multiple industries

    18:21 Balancing two sides of the business

    21:44 Using AI in your work

    25:58 Balancing work and life

    29:20 Reflecting back on the business

    31:18 Advice for other entrepreneurs

    33:20 Closing and contact


    Managing finances better as a small business owner Jul 09, 2025
    Show notes

    Jennifer Bower is a mom of two, a veteran, grad student, and the Founder of Fortuna Money. After a career in the Air Force, Jennifer got into the banking world which gave her the knowledge and know how to launch Fortuna Money, a financial coaching service. On this episode, she shares tips and tricks on how small businesses can better manage their money, identifying bad spending habits, and keeping personal and business expenses separate.

    -Chapters-

    00:00 Introduction and background

    5:54 Building the business

    11:48 Overcoming nerves

    13:31 Choosing the right clients

    20:25 Financial mistakes as Founders

    22:26 Work-life balance

    25:37 Reflecting on the business

    28:20 Advice for other entrepreneurs

    30:55 Closing and contact


    From postpartum to product line: The birth of Le Lolo Jul 02, 2025
    Show notes

    After the birth of her first child, Courtney Boylan quickly discovered that postpartum essentials, such as nipple shields and nursing pads, were typically not made with aesthetics in mind. She believed that with everything that mothers were going through postpartum, they deserved beautiful products. It was then that she founded Le Lolo, a postpartum brand thoughtfully designed to support and celebrate new mothers.

    -Chapters-

    00:00 Introduction and Background

    9:43 Overcoming nerves

    11:17 Designing the right product

    14:19 Naming the company

    16:01 Brand evolution

    18:24 Running the business

    21:09 Setting boundaries

    23:36 Reflecting on the business

    26:05 Advice for other entrepreneurs

    26:43 Closing and contact


    Funding your dream: Crowdfunding advice that works Jun 25, 2025
    Show notes

    Kathleen Minogue is a creative at heart and a former educator who never imagined a future in finance. But during the dot-com boom, an unexpected opportunity at JP Morgan changed her trajectory. While working there, she noticed a striking gap: those seeking venture capital rarely came from creative fields. It wasn’t until she helped crowdfund a film she produced that she discovered the power of crowdfunding and found her true calling.

    -Chapters-

    00:00 Introduction and background

    5:31 Entrepreneurial background

    7:03 Overcoming nerves

    10:12 Going from side hustle to small business

    20:06 Mistakes in crowdfunding

    23:34 Setting boundaries

    25:55 Reflecting back on the business

    31:05 Advice for other entrepreneurs

    32:03 Closing and contact


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