Boss in the Bay State: Cara Cipullo of Cape & Plymouth Business Media

October 2, 2023  | 

Thank you for following along with our Boss in the Bay State series, a monthly blog post that highlights remarkable professionals throughout Massachusetts.

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Introduce yourself! Who are you and what do you do?

I’m Cara Cipullo, the CEO & President of Cape & Plymouth Business Media! I’ve been with the organization for less than two years now. I started off as the Marketing & Community Manager, quickly moved up to VP of Marketing & Operations, and now I’m the CEO. It’s been a whirlwind.

What made you want to join the company you work for?

I joined Cape & Plymouth Business during what I knew was going to be a very transitional period of my life, and oddly happened around the New Year! My previous role with my former employer was somewhat stagnant, as the company was going through some restructuring. It gave me the opportunity to reassess my situation.

What do you love the most about working in Massachusetts?

I love the number of local Chambers we have here that allow our smaller businesses to thrive, grow, and succeed in a bigger pond. We have partnerships with so many, including the Plymouth Area Chamber of Commerce, Cranberry Country Chamber, Mashpee Chamber, and the Cape Cod Canal Regional Chamber. They help us and we help them!

What are your favorite small businesses to support in Massachusetts?

I’m surrounded by small businesses in my community, both where I live in Plymouth and on Cape Cod, where I spend a lot of my time. It’s so hard to choose favorites, but a few I love right here in my hometown of Plymouth are: Locally Yours, 3 Daughters Jewelry, Alden Park, Will & Co. Cafe, Brabo, Alexis Marie Photography, Vela Juice Bar, and SALT (my favorite restaurant in Plymouth)! I definitely do not want to leave out Woolfie’s Bakery on Cape Cod, located in Dennis and Yarmouth. They have the best muffins around. And, of course, all of our local Chambers, especially the Plymouth Area Chamber of Commerce, who I consider to be my extended business family.

What has been the biggest lesson you’ve learned throughout your career?

So many lessons, so little time. Probably the biggest lesson I’ve learned is to surround yourself with others that will help you to succeed and have acquired skills that you don’t have. Don’t surround yourself with others that are going to bring you down, or not contribute in a positive way to your life or goals.

If you weren’t in your current position, what would your next dream job be?

I love skincare (and I’m a makeup junkie) so probably an Esthetician.

When you’re not working, what activities do you enjoy?

I really enjoy spending time with my friends, family, and my puppy! When I need a quick but local getaway, I will go visit my grandmother in Vermont. It’s all about balance, but my family and friends are always my main priority.

Thank you for sharing more about yourself! Tell us how we can get in touch with you or find you online.

You can learn more about Cape & Plymouth Business Media via their website, Facebook, Instagram, and LinkedIn. You can also follow Cara on Instagram.

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