From Wall Street to Main Street Mahjong: Meet Jill Boudreau

What happens when a successful real estate professional decides to leave her comfort zone and hike 2,200 miles across America? In this episode of Chatham Coffee Tour, Barb Garside sits down with entrepreneur and adventurer Jill Boudreau to discuss her remarkable journey from banking and real estate to Appalachian Trail thru-hiker and founder of Main Street Mahjong.

Jill shares memories of growing up visiting Chatham, why Cape Cod became a second home for her family, and how a simple search for mahjong tiles inspired the launch of one of Chatham’s newest small businesses.

The conversation explores the lessons she learned on the Appalachian Trail, the growing popularity of mahjong, and how community, connection, and lifelong curiosity continue to shape her next chapter.

If you love stories about entrepreneurship, reinvention, adventure, and Cape Cod living, this episode is a must-listen.

🎧 Hosted by: Barb Garside

🎤 Guest: Jill Boudreau

Jill Boudreau is a longtime Chatham summer resident, entrepreneur, former banking executive, Columbia MBA graduate, and founder of Main Street Mahjong. She completed a solo thru-hike of the Appalachian Trail and continues to inspire others through her willingness to embrace new challenges and adventures.

💡 What You’ll Learn:

✔️ How Chatham became a second home for Jill and her family

✔️ What inspired her Appalachian Trail thru-hike

✔️ Lessons learned from living unplugged for five months

✔️ How Main Street Mahjong came to life

✔️ Why mahjong has become such a popular social activity

✔️ The importance of supporting local businesses

✔️ Favorite places to relax and recharge in Chatham

🎙 Connect with Jill:

🌐 Website → https://mainstreetmahjong.com/

📷 Instagram → https://www.instagram.com/jillaboudreau/

🔗 LinkedIn → https://www.linkedin.com/in/wellesleyluxuryrealestate/

🎙 Connect with Barb:

🌐 Website → https://barbaragarside.exprealty.com/

📷 Instagram → https://www.instagram.com/coastalchatham/

🔖 Don’t forget to LIKE 👍, SUBSCRIBE 🔔 and leave a COMMENT 💬 below.