Position: Career Navigator (Orlando/Lake Mary FL)

Location: Orlando, FL

Job Id: 849

# of Openings: 1

Career Navigator

About the Company

At Summer Search, we believe in 'No Ceilings' and envision a world in which young people, regardless of circumstances, can chart their own destiny. We partner with students from underserved communities to provide mentorship and opportunities that break systemic barriers and foster economic equity.

The Opportunity

The Summer Search Business Development team partners with client organizations to support the implementation of mentorship and apprenticeship programs. The Career Navigator provides individualized coaching and mentoring to apprentices and guidance to managers supervising early‑career employees, in partnership with program leadership at Aon and a robust team of part‑ and full‑time colleagues at Summer Search.

Reporting to the Lead Business Development Associate, the Career Navigator ensures consistent, high‑quality support for apprentices and their managers at Aon.

What You’ll Do

Apprentice Support & Coaching (40%)

Conduct initial one‑on‑one intake assessments with apprentices and their managers to understand career and academic goals, employment background, and support needs.
Meet regularly with apprentices (weekly or biweekly) to support their workplace readiness, foundational skill development, and professional growth.
Provide coaching and referrals for apprentices facing barriers such as childcare, transportation, housing, or other personal needs impacting participation.
Maintain consistent communication with apprentices to track academic standing, work‑based learning, and overall well‑being.
Track apprentice engagement, attendance, and case notes using tracking tools and templates provided.
Collaborate with apprentices, managers, Summer Search, and the Aon Program Team to develop individualized Success Agreement Plans or intervention plans when required.
Connect with apprentice managers monthly via email, Teams, or in‑person meetings to discuss progress, share feedback, and provide guidance on supporting apprentices.
Encourage and facilitate balanced feedback between managers and apprentices, emphasizing positive reinforcement alongside constructive guidance.
Remind managers to complete required Apprentice Status Reports and competency check‑ins.

Program Monitoring & Communication (15%)

Partner with the Aon Program Team to support all apprentices in meeting graduation requirements within the two‑year program.
Proactively raise and document any high‑risk or concerning situations (academic, personal, or professional) through established reporting channels.

Professional Development Program (20%)

Plan, coordinate, and facilitate monthly in‑person professional development sessions, in collaboration with the Summer Search team.
Coordinate event logistics including scheduling, and on‑site arrangements such as booking rooms and sending invites to apprentices.
Track apprentice participation in professional development sessions to support progress documentation.

Other Duties (5%)

Provide occasional support for recruiting and engagement activities for the Apprentice program, including career fairs, open houses, final round apprentice interviews, graduation celebrations, or other local program needs.

Who You Are

Experience: 3‑5+ years of experience in workforce development or career advising, preferably working with early‑career individuals.
Accountability: Holds self and others responsible for process, decisions, actions and commitments to results and is responsive to the needs of stakeholders.
Teamwork and Collaboration: Inspires and fosters commitment, connection, enthusiasm, and trust; facilitates cooperation and motivates people to accomplish goals; manages conflicts constructively.
Project Management: Strong organizational and project management skills, including the ability to juggle multiple workflows, adapt to shifting priorities, and lead project teams and external partners.
Critical Consciousness: Recognizes sociopolitical barriers and understands systems of oppression that operate in day‑to‑day lives of stakeholders; applies critical thinking and acts against oppressive aspects.
Technology Skills: Basic proficiency with Microsoft Suite.

Location and Other Requirements

This position will work in‑person out of the Aon office in Lake Mary, FL. Regular travel, 10‑20% of the time, will be required to support Aon in regional offices throughout Florida (Tampa and Miami). Summer Search will cover the cost of travel, per‑diem, and accommodations (if necessary) for all work‑related travel.

Compensation and Benefits

Competitive and transparent salaries. This is an exempt position with an annual salary ranging from $76,000 — $79,000.

Medical insurance with up to 90% employer contribution.
Dental, vision, FSA, LIFE and disability insurance plans.
401(k) and Employer Match up to $2,000 annually.
Generous time off including 15 vacation days, 10 sick days, and 18 holidays (2 floating holidays of your choice, a birthday day‑off, 10 company‑wide holidays, and a 1‑week December closure).
Paid day off the first Friday of every month (Refresh Friday’s).
A comprehensive Employee Recognition Program (years of service awards, spot awards, and professional development funding).
A four‑week paid sabbatical after five years of continuous employment.
Individual, local, regional and national training.
A commitment to developing leaders from within the organization.

Our Commitment to Equity, Diversity, and Inclusion

We are committed to building an organization with critical consciousness that supports equity and inclusive practices, and that values voices from all backgrounds.

SUMMER SEARCH IS AN EQUAL OPPORTUNITY EMPLOYER.

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