Caitlin Drown, Founder


Caitlin has years of experience promoting small businesses, nonprofits, and major corporations while working both in-house and at digital marketing and public relations agencies. She approaches her work with a unique focus on weaving in principles of human behavior to create effective and impactful programs, strategies, and campaigns that help brands and organizations truly connect with their audiences, increasing loyalty, reaching new customers, and improving brand reputation. 

Caitlin graduated from Northeastern University in Boston, Mass. with a Bachelor of Science degree in Business Administration, concentrating in marketing and entrepreneurship, with a minor in psychology.

She is passionate about environmental issues and is a certified member of The Climate Reality Leadership Corps. She serves as the Co-Chair of The Climate Reality Project - Boston Metro Chapter and volunteers.

She was fortunate to grow up on Cape Cod, and now lives in South Boston, Mass. with frequent trips to the Cape to unplug from city life.

Past speaking engagements:

  • 10 Tips for a Successful Email Marketing Program, SCORE Boston (June 2019)

  • Growing Your Business through Social Media, SCORE Cape & Islands, Nantucket (April 2019), Chatham (March 2019), Falmouth (October 2018)

  • Growing Your Business through Social Media, SCORE Boston, Newton (August 2018), East Boston (August 2018)

  • Customer Appreciation Day, Northeast Market Center (May 2018)



Kai is the newest addition to the Leg Up team. She’s new to the Bay State, after moving here from Tennessee. Her age makes her the perfect pick to help us keep a pulse on what the young kids are up to today. Her interests include digging holes, running on the beach, playing with toys, and not listening to her mom when the word “no” is involved.

Leg Up is proud to partner with local freelancers, consultants, and entrepreneurs on services outside of our wheelhouse or when additional support is needed, including event planning, graphic design, and video production.