Building and scaling an app: Advice from the WineLikes fo...

What this episode covers

Jeff Gillis, founder of WineLikes, turned his lifelong passion for wine into a tech startup designed to change how people discover their next bottle. After years in the hospitality industry, Jeff realized the demanding lifestyle no longer fit the parent he wanted to be. Inspired to build something different, he created WineLikes, a social app that connects wine lovers, makes recommendations easier, and helps people enjoy wine without the overwhelm. In this episode, Jeff shares how he built the app, the role of technology in modern wine culture, and how he balances entrepreneurship with family life. Chapters 00:00 Introduction and background 5:12 Building the app 9:50 Balancing life and work 15:46 Running social media for the company 17:17 Technology and apps 24:00 Advice for others in the industry 25:29 Advice for other entrepreneurs 28:21 Closing and contact

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Frequently Asked Questions

How long is this episode of Side Hustle to Small Business?

This episode is 29 minutes long.

When was this Side Hustle to Small Business episode published?

This episode was published on October 15, 2025.

What is this episode about?

Jeff Gillis, founder of WineLikes, turned his lifelong passion for wine into a tech startup designed to change how people discover their next bottle. After years in the hospitality industry, Jeff realized the demanding lifestyle no longer fit the...

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