Stella Downie builds IRL, consumer facing businesses that don’t appear to have much in common with each other. First she built Boston’s best toy store, then eventually sold it. Then she launched the first indoor trampoline park business on the East Coast, growing to five sites across New England. And now she’s re-launching a retro Berkshires motor lodge on the beautiful Mohawk Trail in Western Massachusetts. Visionary but very very humble, smart and hard-working in the extreme, Stella understands how to operationalize a vision and how to make customers happy. And that’s what we’re going to talk about. Request an invitation to this conversation.

Larry Lisser has always lived on the leading edge of change and innovation in business, helping companies across industries shape and deliver narratives to introduce new products. Today Larry is CEO of HelloMD — a leading digital care platform for people with chronic pain, sleep and anxiety disorders, specializing in medical cannabis. HelloMD offers trusted content, tele-consults with licensed practitioners and a caring approach to customer service. We’re going to talk about Larry’s lens on launching new businesses and products, and we’ll explore the complexities of the medical cannabis world as well.

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An entrepreneur and designer, Jeff is CEO of 9Tailors. In my conversations with Jeff over the years I’ve known him, I’ve always felt that he has an incredible sense of self — what his gifts are, what his work is about, and what’s important to him. I’m excited to talk with him about his journey in the world and in business, and about his vision for the Boston-based custom clothing company. This conversation is full.

Do you want to be in the C-suite leading a company? If you’ve never done it, there’s a good chance you have a mistaken understanding of what it will require. This conversation with Mike Troiano — executive, entrepreneur, operator, investor and storyteller — will help you trade misunderstanding for clarity so you can better envision the path you aspire to walk. This conversation is full.