00:00 Introduction and Background

7:28 Taking over a family business

11:49 Maintaining family legacy

14:00 Shifting the business’s focus

15:50 Expanding the business

18:55 Incorporating AI into the business

23:43 Work-life balance

28:43 Reflecting on the business

30:43 Advice for other entrepreneurs

31:55 Closing and contact

00:00 Introduction and background

8:30 Overcoming nerves

12:00 Building a coaching business

15:33 Challenges artists face

19:42 Balancing life and work

25:58 Incorporating AI into your business

27:55 Reflecting on the business

29:55 Advice for other entrepreneurs

30:32 Closing and contact

Brian Parenteau never planned to work weekends, but bartending sparked his passion for the restaurant industry. Rising through the ranks and gaining experience helping launch new venues, Brian realized it was time to take control and build his own business. 

Now the proud owner of four unique restaurants and bars in Florida, Brian shares his candid journey through first-year losses, pandemic pivots, and elevating his concepts to stay ahead in a competitive market. He also offers practical insights into buying versus starting businesses and how staying humble helped him succeed. 

If you’re interested in entrepreneurship in the hospitality industry or love stories about turning passion into profit, this episode is a must-watch. 

What You’ll Learn: 

- How to turn hospitality experience into business ownership 

- Pros and cons of buying vs. starting restaurants 

- Navigating first-year financial challenges 

- Adapting strategies amid a pandemic 

- Building a distinct brand with elevated concepts 

- Tools and apps that streamline restaurant management 

Chapters: 

#SmallBusiness #Insurance #Side Hustle 

At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.​ 

​Explore inspiring stories and practical advice from entrepreneurs by listening to more episodes of the Side Hustle to Small Business® Podcast: https://www.youtube.com/@HiscoxSmallBusinessInsurance/podcasts

Joselyne Walter has seen her fair share of corporate jobs. In these environments, even with large budgets, she found that there was a gap in resources. It was then that she got the idea for The Digg Agency, a marketing agency that helps organizations execute high scale projects. By leveraging AI, Joselyne efficiently scaled her business during its early stages, paving the way for long-term success.

In this episode, you'll learn:

Chapters

00:00 – Intro

4:44 – Starting The Digg Agency

8:40 – Managing Work-Life Balance

9:50 – Maintaining Exercise Practices

11:55 – The Impact of AI

13:30 – Challenges of Incorporating AI

14:36 – Upcoming Trends and Tools in AI

15:48 – Impact of AI on Teams

16:56 – Reflecting on Past Mistakes

17:56 – Advice from Joselyne

21:31 – Closing & Contact

Learn more at: https://www.thediggagency.com/

#smallbusiness #AI #agency

At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

00:00 Introduction and background 

5:53 Overcoming nerves

11:31 Growing a company culture

13:42 Differentiating your company

17:23 Advice for small businesses

20:12 Scaling the business

24:52 Balancing work and life

30:08 Closing and contact 

00:00 Introduction and background

5:31 Overcoming nerves

8:25 Finding your first clients

15:14 Surviving COVID

20:33 Balancing work and life

27:31 Reflecting on the business

30:09 Advice for other entrepreneurs

31:01 Closing and contact

Katherine Klimitas is the Founder of KAK Art & Designs, which began as a childhood hobby painting animals for her parents’ veterinary clients and has evolved into a thriving business specializing in pet portraits and graphic design. Her innovative approach supports artists and pet lovers alike through personalized artwork and creative design solutions.

In this episode of the Side Hustle to Small Business® Podcast, Katherine shares her inspiring journey from using art as a way to engage during childhood limitations to building a successful creative business. She and host Sanjay discuss turning a passion into profit, developing a unique artistic style, and growing a business centered on creativity and connection.

What You’ll Learn:

• How to turn a personal hobby into a thriving creative business

• Strategies for marketing and selling custom artwork

• Building a brand that connects with clients emotionally

• The story behind KAK Art & Designs and Katherine’s unique artistic journey

Learn more about KAK Art & Designs at https://kakartnola.com/

Chapters:

00:00 Introduction and background

11:10 Building the business and getting clients

15:00 Finding the proper rates

17:00 Setbacks in the business

19:22 Dealing with rejection

21:55 Balancing life and work

23:46 Engaging with community

25:43 Reflecting on the business

28:40 Technology and app suggestions

30:22 Advice for other entrepreneurs

31:49 Closing and contact

#SmallBusiness #art #graphicdesign

At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

00:00 Introduction and background

5:52 Scaling the business

8:28 Using automation in the business

10:44 Robert’s authorship 

19:37 Work-life balance

23:30 Overcoming nerves

31:47 Closing and contact

At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

After more than a decade leading operations and project management, Keith Williamson decided it was time for a new challenge. He founded Order and Scale Consulting, an agency helping businesses improve project management, workflow design, and team development. In this episode, Keith shares what it’s like to launch a consulting business, why networking matters more than ever, and how putting yourself out there can open new doors.

Chapters

00:00 Introduction and background

6:07 Building the business

17:24 Work-life balance

19:57 Finding clients and networking 

29:21 Overcoming nerves

30:39 Closing and contact

Learn more about Keith and Order and Scale Consulting here: https://www.orderandscaleconsulting.com/

#SmallBusiness #podcast #SideHustle

At Hiscox, we provide customized insurance solutions for small businesses and entrepreneurs, empowering you to take risks with confidence. With over 100 years of expertise, we offer coverage options like general liability and professional liability, helping you protect what matters most. Learn more at hiscox.com.

Bradley Taylor is the founder of The Donut Trap, a donut, coffee, and ice cream shop in Saint Paul, Minnesota. After returning home from college in Los Angeles, he noticed the lack of quality donuts in his community and set out to fill that gap. What began as an idea has grown into both a storefront and a donut vending machine. Beyond serving sweets, Bradley is dedicated to empowering Black youth and people of color to explore and pursue entrepreneurship.

Chapters

00:00 Introduction and background

4:37 Building The Donut Trap

7:54 Overcoming nerves

10:41 Opening a storefront

13:01 Expanding into vending machines

18:43 Creating the branding and mission

21:46 Work-life balance

23:25 Staying creative

24:35 Staying involved in the community

26:53 Looking to the future

27:36 Reflecting on the business

29:46 Advice for other entrepreneurs

30:46 Closing and contact