In this sixty-fourth episode of My Kind of Business, Alex is joined by Jennie Bayliss, founder of Letterbox Cocktails, a serial entrepreneur whose story is packed with resilience, resourcefulness and a healthy dose of fun.

Jennie's journey has been anything but predictable. As a child she dreamed of becoming a solicitor, and her early working life took her through accounts roles and part-time jobs before a pivotal chapter saw her studying for a business management degree while raising a young family. Balancing motherhood, work and study taught her lessons she still leans on today.

But it's her latest venture that really captures the imagination. Letterbox Cocktails began with a search for a deliberately boring business idea and a LinkedIn mastermind, and grew into a vibrant cocktail delivery brand. Jennie shares the reality of those scrappy early days, from licensing and regulation headaches to the chaos of rapid growth, through to winning the VIP Launch Pad competition and building a colourful, recognisable brand with big plans for TikTok, Amazon and retail.

In this episode Alex and Jennie explore:

• Jennie's early aspirations and the jobs that shaped her pathway
• Balancing motherhood, work and a business management degree
• Starting a virtual PA business during redundancy
• Building a flexible team of mums and overcoming the loneliness of working alone
• The chance call that led to a project management company and fibre infrastructure work
• How a hunt for a boring business idea became Letterbox Cocktails
• Navigating licensing, regulation and the chaos of early growth
• Winning the VIP Launch Pad competition and evolving the brand
• Growth plans across TikTok, Amazon, corporate sales and retail
• Why asking for help and taking imperfect action matter more than being ready

Key Highlights

• How saying yes to unexpected opportunities can completely change the direction of your business
• The power of building a business around your life, not the other way round
• Why community, masterminds and networking can be the difference between an idea and a thriving business
• How scrappy beginnings can evolve into a brand you're truly proud of
• Why you'll never feel fully ready, and why you should start anyway

Connect with Jennie https://www.letterbox-cocktails.com/ https://www.linkedin.com/in/jenniebayliss1/ https://www.instagram.com/letterbox__cocktails/ https://www.facebook.com/letterboxcocktails1 https://www.linkedin.com/company/letterbox-cocktails/ https://www.tiktok.com/@letterbox_cocktails https://www.youtube.com/@LetterboxCocktails

Connect with Alex alexmccarthycoaching.com instagram.com/alexmccarthycoaching