DiscoverSide Hustle to Small Business
Side Hustle to Small Business
Claim Ownership

Side Hustle to Small Business

Author: Hiscox

Subscribed: 151Played: 2,097
Share

Description

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.
192 Episodes
Reverse
Payroll is one of the trickiest parts of running a business, but for Christina Hageny, it became her calling. She first discovered payroll while working as an administrative assistant, and despite encouragement to move into HR, she stuck with it. In 2020, Christina launched her own firm, Valor Payroll Solutions, and today she helps small businesses handle payroll with ease and confidence.   Chapters 00:00 Introduction and background 11:19 Payroll across different industries 13:31 Scaling the business  17:58 Bootstrapping the business 20:34 Balancing work and life 25:32 Reflecting on the business 29:39 Advice for other entrepreneurs  30:39 Closing and contact
Garden guru Nick Cutsumpas, better known as Farmer Nick, is a Michigan-based plant coach, urban gardener, and landscape designer. He talks about how his mom encouraged him to start a garden, sparking a deep love for greenery that quickly blossomed into a full-time career and an impressive social media following. He hosts several Netflix shows and has been featured on the Food Network.   Chapters 00:00 Introduction and background 5:27 Overcoming nerves 8:15 Creating Farmer Nick 14:33 Managing a large business 19:49 Cause-based marketing 21:38 Building a National business 26:47 Reflecting on the business 29:18 Advice for other entrepreneurs 29:56 Closing and contact
Matt Remuzzi entered the accounting industry twenty-five years ago when he founded CapForge. What began as a solo venture launched from a spare bedroom in his home has since evolved into a thriving business. Today, CapForge employs a team of over 90 people who help more than a thousand clients grow their businesses and meet their obligations with professional bookkeeping support.   Chapters 00:00 Introduction and background 13:30 Overcoming nerves 17:34 Maintaining quality while scaling 20:03 Pricing 23:27 Work-life balance 29:39 Reflecting on the business 31:48 Advice for other entrepreneurs 34:05 Closing and contact
Cat Lepetit has always had a deep love for the beach. After spending 20 years in the cosmetics industry, she felt it was time for a new chapter. That’s when the idea for Sun Drunk was born, a beach goods company focused on simplicity, peace of mind, and sustainability. With a mission to help protect our oceans and keep beaches clean, Sun Drunk is all about making it easier to enjoy the coast while caring for it too.   Chapters 00:00 Introduction and background 7:48 Overcoming nerves 11:23 Designing the products 16:23 Building a customer base 19:56 Giving back 22:25 Overcoming stress 25:32 Looking back 28:02 Advice for other entrepreneurs  29:57 Closing and contact
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
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
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
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
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
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
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
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
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
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
After several years working as a licensed psychotherapist, Arianna Smith launched a copywriting side hustle in 2019. Her goal was to help fellow therapists write copy that feels clear, human, and approachable. By simplifying clinical language and focusing on genuine connection, Arianna has grown that side hustle into a thriving business, one that now surpasses her therapy practice.   -Chapters- 00:00 Introduction and background 6:55 Finding clients 8:45 Growing a side hustle while working full-time 14:46 Why this business is essential 18:01 Balancing a side hustle 21:14 Expanding the business 23:50 Advice for clients 27:15 Structure of the business 30:15 Reflecting on the business 33:47 Advice for other entrepreneurs 35:04 Closing and contact
With a background in college athletics and academia, Dr. Carrie Graham pivoted her career after earning her Ph.D. in Adult Education. As a professional, she had attended many training programs, and realized that these programs were lacking any sort of personalization to the attendees. It was then that she became an Adult Learning Strategist and Consultant, who specializes in helping small businesses creating more engaging and tailor-made training programs.    -Chapters- 00:00 Introduction 4:50 Starting the business 9:50 Overcoming nerves 11:32 Identifying effective training 16:06 Treating your employees right 19:24 Using training to develop company culture 23:10 Finding your first client 25:14 The future of the business 27:18 Reflecting back on the business 30:24 Advice for other entrepreneurs 31:21 Closing and contact
D’Nai Walker is not a naturally organized person. It wasn’t until she discovered professional organizer Marie Kondo that she got into the practice. When she was laid off, she started doing it on the side, until she was encouraged to go all in. She founded D'Clutter by D'Nai, an organizing company that specializes in senior downsizing, home organization, and productivity solutions.   -Chapters- 00:00 Intro 5:52 Overcoming nerves 7:49 Determining your path 8:31 Finding your first clients 10:04 Navigating client work 13:58 Marketing tools 16:41 Staying organized in your small business 20:52 Setting boundaries 22:53 Health and Wellness 26:08 Technology and apps 27:37 Reflecting on the business 29:21 Advice  30:25 Closing and contact
Doug Bard and his father, Bob, have been inventing for most of their lives. However, their greatest idea yet is that of tape. Specifically, moving tape where you can always find the end of the roll. It’s called Wave Tape. Now, as they reimagine a simple solution to a universal issue, the duo is continuing to find success in the market.   -Chapters- 00:00 Intro 6:02 - Entrepreneurial background 7:17 The history of Wave Tape 11:25 Sales and distribution 18:14 Overcoming nerves 19:28 Balancing full time work with a side hustle 21:48 Exercise routines 22:53 Helpful technology and apps 23:53 Marketing the product 27:34 Long term vision 29:19 Reflecting back on the business 30:22 Advice for other entrepreneurs 31:18 Closing and contact
Jordan Lawson has always loved drawing, coloring, and creating art as a whole. When he was in college, he was inspired by an art entrepreneurship class to start his own business. However, when he graduated, he started working for the government instead. After nine years there, he was ready to make the leap. Jordan founded Ground Zero Studios, a branding studio that helps organizations stand out from their competition.   -Chapters- 00:00 Intro 7:26 Overcoming nerves 11:36 Making the leap into entrepreneurship 14:16 Building a branding studio 18:37 Getting clients 22:31 Managing stress 25:11 Using AI as an artist 28:39 Reflecting back on the business 30:34 Closing and contact
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
loading
Comments (1)

Mary C

Nice podcast! Just checked you out after hearing about you as a sponsor of The Indicator. 👍

Sep 13th
Reply