Jake, Lezlie, and Nick are the three wildly different personalities behind Mid-Day Squares — one of the fastest-growing functional chocolate brands in North America. Built out of a condo kitchen in Montreal, the trio took Mid-Day Squares from zero to a nationally distributed, multi-million dollar brand by breaking every traditional rule in the CPG playbook.
Their journey has been anything but conventional: a sibling, her husband, and her brother launching a startup with no industry background, documenting the chaos publicly, and betting the business on raw storytelling, radical transparency, and unapologetic personality.
Together, they’ve built more than just a company — they’ve created a brand that customers obsess over, a team that’s fiercely loyal, and a movement that challenges how brands connect with people today.
From factory meltdowns to viral moments and everything in between, this trio has redefined what it looks like to build a modern brand — one that’s equal parts business, emotion, and entertainment.
What happens when you mix a sibling trio, zero filter, and a relentless drive to shake up an industry? You get Mid-Day Squares — and the wild ride behind one of the most unorthodox (and unforgettable) brand stories out there.
In this no-BS fireside chat, Jake, Lezlie, and Nick go deep on the real stuff:
– How they built a culture where honesty isn’t optional
– Navigating burnout when your face is the brand
– Why bold leadership beats polished management
– What most teams get wrong about trust and communication
– And how showing up as their full, messy selves became their biggest advantage
It’s raw. It’s hilarious. It’s brutally honest.
This isn’t a case study — it’s a behind-the-scenes look at how they actually built the thing.