About Us
HappyToo is a privately owned company built on the values of care, integrity, and connection—just like we’d want for our own parents and grandparents. We believe in doing things the right way: with heart, with intention, and with people you can count on.
The HappyToo Crew
Handpicked for Heart, Skill, and Connection
A HappyToo Crew Member is a trusted companion and personal concierge. Our Crew comes from diverse backgrounds—wellness, hospitality, education, the arts—and each one is chosen for their warmth, reliability, and ability to connect in meaningful ways.
How We Match
After getting to know you and your family during an initial visit, we thoughtfully match you with a Crew Member who fits your style, interests, and routine. We believe the right match makes all the difference—and we’re proud of how many become like extended family.
Our Standards
All Crew Members are carefully vetted, background-checked, and trained to deliver the high-touch, respectful, and joyful care you’d expect from HappyToo.
The Founders
At HappyToo, we bring together our experience serving discerning clients, our dedication to healthy living, and our deep love for family to offer concierge services that enrich seniors’ lives.
As former crew rowers, we’ve learned that life runs more smoothly when you have the right people in your boat, pulling together. Here’s a bit more about us.
Tiffany Cayarga
Co-founder
Tiffany brings a sharp eye for detail, a gift for organization, and a deep commitment to helping people thrive. As the co-founder of HappyToo, she draws on nearly three decades of experience in asset management and client service to deliver personalized concierge services that support seniors.
Tiffany spent 22 years at Eaton Vance Management and five years at Morgan Stanley Investment Management, where she built a reputation for developing tailored solutions and managing complex projects with precision and care. Her ability to listen closely and deliver exactly what clients need makes her a steady and trusted presence in their lives.
As a dedicated community volunteer, Tiffany also donates her time to Dress for Success Boston, helping unemployed and underemployed women gain economic independence.
She lives in Somerville, MA with her husband and two sons.
Sophie Barkan
Co-founder
Sophie believes that a healthy and connected mind, body, and spirit is essential for a better life—especially as we age. As the co-founder of HappyToo, she creates a sense of ease and connection through her deep respect for each individual’s needs.
With a background in acupuncture and wellness, Sophie has spent her career helping others feel good in their bodies. She holds a Master’s degree from the Academy of Five Element Acupuncture and is a nationally board-certified practitioner.
Her passion for personalized service is also reflected in B&B Cleans Boston, the luxury house cleaning business she founded. Going far beyond traditional cleaning, Sophie and her team focus on creating serene, beautifully maintained environments that elevate everyday living.
She lives in Weston, MA with her husband and daughter.