Summary
Overview
Work History
Education
Skills
Additional Leadership Experience
Timeline
Generic

Kaili Grandville

Medford,MA

Summary

Mission-driven education professional with 10+ years of experience in student success, program operations, and experiential learning across secondary and postsecondary settings. Skilled in leading cross-functional teams, coordinating high-impact partnerships, and managing residential and career readiness programs. Brings expertise in crisis response, stakeholder communication, and the use of CRM, SIS, and LMS tools to streamline systems and enhance student experiences.

Overview

11
11
years of professional experience

Work History

Temporary Post-Secondary Advisor

Summer Search
Massachusetts, Massachusetts
09.2025 - Current
  • Enhance current group mentoring workshop curriculum on an ongoing basis to remain relevant to participant needs.
  • Conduct intentional and strategic outreach for all post-secondary programming, including career coaching and internship programs.
  • Ensure meticulous data collection on a weekly basis in our Salesforce database to execute the organization-wide programmatic metrics and goals, such as outreach, mentoring touchpoints, matriculation, and college persistence.
  • Analyze data to adapt approaches and supports as needed.
  • Participate in elements of an evaluation plan designed to assess program quality, fidelity, and outcomes and to inform individual staff development and continuous improvement of program model

College and Career Counselor

Boston Collegiate Charter School
Massachusetts, Massachusetts
08.2021 - 07.2025
  • Coordinated the Junior Internship Program, securing and sustaining 80+ internship sites annually across Greater Boston.
  • Completed ALICE active shooter response training; supported student safety planning through crisis response protocols and drills.
  • Built and managed long-term partnerships with industry professionals and non-profit organizations to expand access to high-quality internship and career exploration experiences.
  • Engaged students, families, and educational partners in a collaborative approach to promoting postsecondary readiness and long-term success.
  • Led the onboarding process for new internship sites, establishing partnership expectations, confirming terms of engagement, and developing resources that ensure a high-quality mentor experience.
  • Designed and deliver internship readiness curriculum for 70+ Juniors, covering professionalism, communication, and goal setting.
  • Planned and facilitated career exploration events such as the annual Career Symposium, including outreach to 40+ Professionals from various industries, and preparing 90+ sophomores for meaningful participation and networking.
  • Collaborated with school leadership to align postsecondary programming with broader college and career access strategy, contributing to a long-term vision for student success through a mixture of classroom and individual advising.

Admissions Counselor

Hope Academy
Minnesota, Minnesota
07.2018 - 08.2021
  • Redesigned admissions procedures and data systems, improving enrollment efficiency and outreach to target communities.
  • Created and implemented a comprehensive training manual for the Upper School Admissions Coordinator role, ensuring role clarity, consistent onboarding, and sustainable transitions across academic years.
  • Collaborated with staff across departments to launch wraparound services for families, improving student retention and engagement.

College Coach

College Possible
Minnesota, Minnesota
08.2016 - 07.2018
  • Managed a caseload of 40 high school seniors, providing individualized guidance on college access, admissions, and financial aid.
  • Increased engagement among Black and ALANA students by fostering culturally affirming coaching relationships.
  • Delivered college access seminars aligned with admissions timelines and milestones.
  • Improved program visibility and student recruitment through strong school-based partnerships.

Co-Unit Leader, Special Needs Adult program

Grotonwood Camp and Conferences
Massachusetts, Massachusetts
06.2014 - 08.2014
  • Co-led a residential summer unit for adults with disabilities, centering dignity, care, and joy.
  • Trained and supervised counselors to ensure safe, consistent, and inclusive programming.
  • Fostered team cohesion through daily coaching, inclusive modeling, and conflict resolution.
  • Partnered with leadership to uphold safety protocols and support camper well-being.
  • Managed health emergencies, coordinating care with medical staff, caregivers, and leadership.

Education

BACHELOR OF SCIENCE - Youth Development, Psychology & Pastoral Care (Crisis Training)

NORTH CENTRAL UNIVERSITY
MN
07.2016

Skills

  • G-Suite
  • Microsoft Suite
  • Naviance
  • Common App Recommender
  • Salesforce
  • PowerSchool
  • ALICE Training
  • Restorative Justice Training

Additional Leadership Experience

  • Committee Member, Fund for Teaching Excellence, Boston Collegiate Charter School, 10/23-07/25, Partner with fellow committee members to evaluate proposals and strategically allocate funds to remove barriers to instruction and enrich the student experience. Promoted staff development and morale by supporting funding decisions that prioritized professional learning and teacher wellness.
  • Co-Unit Leader, Special Needs Adult program, Grotonwood Camp and Conferences, Summer 2014, Co-led a residential summer unit for adults with disabilities, centering dignity, care, and joy. Trained and supervised counselors to ensure safe, consistent, and inclusive programming. Fostered team cohesion through daily coaching, inclusive modeling, and conflict resolution. Partnered with leadership to uphold safety protocols and support camper well-being. Managed health emergencies, coordinating care with medical staff, caregivers, and leadership.

Timeline

Temporary Post-Secondary Advisor

Summer Search
09.2025 - Current

College and Career Counselor

Boston Collegiate Charter School
08.2021 - 07.2025

Admissions Counselor

Hope Academy
07.2018 - 08.2021

College Coach

College Possible
08.2016 - 07.2018

Co-Unit Leader, Special Needs Adult program

Grotonwood Camp and Conferences
06.2014 - 08.2014

BACHELOR OF SCIENCE - Youth Development, Psychology & Pastoral Care (Crisis Training)

NORTH CENTRAL UNIVERSITY