Summary
Overview
Work History
Education
Skills
Timeline
Generic

Kaili Grandville

Medford

Summary

Mission-driven career and postsecondary advisor with over 10 years of experience supporting opportunity youth through individualized coaching, college and workforce programming, and cross-sector partnerships. Proven success in facilitating life skills and readiness workshops, managing internship pipelines, and using trauma-informed practices to help students navigate barriers and pursue self-defined success.

Overview

12
12
years of professional experience

Work History

Temporary Post-Secondary Advisor

Summer Search
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.
  • Analyze data to adapt approaches and supports as needed.

College and Career Counselor

Boston Collegiate Charter School
08.2021 - 07.2025
  • Built and managed long-term partnerships with industry professionals and non-profit organizations to expand access to high-quality internship and career exploration experiences.
  • 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.
  • Facilitated life skills and career readiness workshops on professionalism, communication, and goal setting for 70+ high school juniors and seniors.
  • Stayed current with workforce and postsecondary trends using labor market data, partner feedback, and youth aspirations to guide advising and Interactive group sessions.
  • 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 opportunities.
  • 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
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
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
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, Minor in Psychology & Crisis Ca

NORTH CENTRAL UNIVERSITY
MN
07.2016

Skills

  • G-Suite
  • Microsoft Suite
  • Naviance
  • Common App Recommender
  • Salesforce (CRM)
  • PowerSchool (SIS)
  • ALICE Training
  • Restorative Justice Training

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, Minor in Psychology & Crisis Ca

NORTH CENTRAL UNIVERSITY
Kaili Grandville