Our Leadership Team

  • Caleb Dolan | Executive Director
    617-595-7315cdolan@kippma.org Read Bio

    Since 2011, Caleb Dolan has served as Executive Director for the KIPP Massachusetts region. Under his leadership, KIPP:MA has grown from operating one middle school in Lynn serving nearly 370 kids and families in grades 5-8 to a network of 2 districts in Lynn and Boston currently serving over 1,700 kids and families in grades K-12.

    Mr. Dolan began his teaching career in 1996 as a Teach for America corps member in rural North Carolina. In 2000, he joined KIPP and co-founded the third KIPP school in the country on a peanut field in Gaston, NC with 80 5th graders. He taught and led KIPP Gaston College Preparatory (GCP) for eight years and oversaw the addition of a high school to the KIPP Gaston network in 2005. This expansion enabled KIPP Gaston to serve over 700 KIPPsters in grades 5-12. Under Mr. Dolan’s leadership, 100% of students in GCP’s first three graduating classes were accepted to college.

    In 2009, Mr. Dolan moved back to New England to serve dual roles as chief academic officer for KIPP Academy Lynn Middle School and director of principal development for the KIPP Foundation. As KIPP Lynn’s chief academic officer, Mr. Dolan was in charge of coaching teachers and incoming leaders, while his role as director of principal development allowed him to mentor and coach new KIPP principals across the country. He also led the team that created the KIPP Framework for Excellent Teaching that serves as the professional development model utilized across all KIPP regions today.

    The KIPP:MA region will continue to grow under Mr. Dolan and hopes to serve over 2,500 kids in grades K-12 in Lynn and Boston by 2020.

    Mr. Dolan graduated from Colby College and lives in Boston with his wife, Joanna, and daughters, Tallulah and Mavis.

    In 2014, Caleb was named one of Boston’s 40-under-40 Business leaders by Boston Business Journal.

  • Sarah Drezek | Managing Director of Schools, Lynn
    781-656-4070sdrezek@kippma.org Read Bio

    Ms. Drezek started her teaching career as one of the founding staff members at KIPP Academy Nashville, where she taught 5th and 8th grade reading.  When Ms. Drezek’s husband’s job led them to California, she took a job teaching at KIPP Summit Academy, where she founded a new fifth grade self-contained program.  She then transitioned to the role of Dean of Instruction at KIPP Summit. Upon moving to Boston, Ms. Drezek joined KIPP Massachusetts as a Miles Fellow and the Dean of Instruction at KIPP Academy Lynn before moving into her current role of Managing Director of Schools, Lynn.  She completed her undergraduate work at Vanderbilt University and holds a masters degree in Administration and Supervision. Ms. Drezek lives in Boston with her husband, John, and their brand new baby Isla.

  • Emily Rodriguez | Managing Director of Schools, Boston
    215-870-2096erodriguez@kippma.org Read Bio

    Emily Rodriguez joined KIPP Massachusetts in 2012 as the Director of Leadership Development. Prior to joining KIPP, Mrs. Rodriguez spent seven years working with two highly successful charter school management organizations in New York City, Success Academies and Explore Schools (ESI). Mrs. Rodriguez began as the Dean of Students at Explore Charter School, ESI’s flagship school, before being promoted to the role of Upper School Academic Director. During her tenure as Academic Director, student test scores increased 23% in ELA and 25% in math. Mrs. Rodriguez most recently served as the Director of Literacy for the ESI network, which consists of four elementary schools and one middle school. At Success Academies, Mrs. Rodriguez served as the founding principal of SA 3 elementary school. During her time as principal, the school earned an “A” rating on the NYC Department of Education’s school report card and student test scores were 30% higher than the NY State average. Mrs. Rodriguez began her career as a middle school teacher, working in public schools in NYC and Philadelphia. She is a graduate of the University of Miami and holds masters degrees from Queens College and Pace University. Mrs. Rodriguez lives in Boston with her husband, Ventura, and their three children, Isaac, Sabina, and Nia.

  • Alexis Rosado | KIPP Through College Director
    781-412-4064arosado@kippma.org Read Bio

    Ms. Rosado was a founding student at KIPP Academy in the Bronx, one of the two original KIPP schools. After matriculating, she attended Deerfield Academy on a full academic scholarship, and went on to graduate from Brown University. In 2009, she founded the KIPP Through College program at KIPP Academy Lynn, supporting our first graduating class through high school and into college, where 68% of our alumni are still persisting. She has grown KTC to a team of 5 full time staff who provide students with college matching and placement services, counseling, social/emotional support, SAT prep classes, and financial aid counseling.

  • Mekka Smith | Chief of Staff
    781-913-2674mekkasmith@kippma.org Read Bio

    Mekka Smith joined KIPP Massachusetts in 2016. She is originally from Atlanta, GA, and started teaching in 2007 through Teach For America, where she worked with brilliant first and second grade students in Miami, Florida for five years. Mekka has been actively involved in new teacher development through working at TFA summer institutes in Atlanta, Houston, Philadelphia, Tulsa, and Boston. In 2012 she joined the Teach For America-Massachusetts regional team and spent the next few years coaching teachers in elementary, middle, and high schools as well as supporting alumni to find high impact, school-based roles in local district and charter schools. Mekka has worked to further strategic approaches to diversity, equity, and inclusiveness in education through leading diversity sessions for education professionals, creating a foundational summer scope and sequence for beginning teachers, and serving as the chair of The Collective-Massachusetts, a board that supports alumni of color in the Commonwealth. She is a graduate of Amherst College and has a Master’s degree from Harvard Graduate School of Education.

  • Kevin Taylor | Chief Operating Officer
    617-596-8627ktaylor@kippma.org Read Bio

    Kevin Taylor is Chief Operating Officer, with management responsibility for the finance, technology and real estate teams and is actively involved in the advocacy efforts for the region. Prior to joining KIPP:MA, Kevin was Director of Finance for Achievement First, where he was responsible for budgeting and forecasting for AF’s New York, Connecticut and Rhode Island schools and the network office; federal, state, local and philanthropic revenue recognition, reporting and compliance; and leading AF’s “scaling with excellence” finance initiatives, including implementations of an automated accounts payable system, online credit card and personal expense reimbursement tool, online budgeting and forecasting portal and fixed asset software. Prior to joining AF in 2012, Kevin worked in corporate and divisional finance at children’s book publisher, Scholastic; high-stakes educational assessments producer, The Princeton Review; and enthusiast magazine publisher, PRIMEDIA. A former news reporter, Kevin majored in political science and mathematics at Tuskegee University. He is pastor of the oldest African-American church in New Bedford and is actively involved in the community. Indeed, Kevin sees education as a form of ministry and the civil rights movement of the 21st century and is working tirelessly  to close the achievement gap, increase literacy, and impact education for students of all ages and socioeconomic backgrounds.