Fast Facts

College Possible is seeking a full-time Advising Specialist to support high school students in navigating their path to college through personalized coaching and resources in Milwaukee, WI.

Responsibilities: The Advising Specialist will guide students through the college application process, provide direct student support, track student progress, and collaborate with educational partners to promote student engagement and success.

Skills: Candidates should have excellent communication and interpersonal skills, experience in advising or mentoring, and proficiency in Microsoft Office and CRM systems.

Qualifications: A bachelor's degree in education or related fields, along with 1-3 years of relevant experience in teaching or mentoring, is required.

Location: The position is based in Milwaukee, WI with no additional travel required.

Compensation: $23 - $23 / Hourly

Advising Specialist - College Success

College Possible - Milwaukee

This Work Is Our Mission

At College Possible, we believe talent is universal. For many students, the path to college can feel overwhelming or out of reach. That's where you come in.

We support students on their journey to higher education by providing personalized coaching, resources, and guidance. When you join College Possible, you become part of a team dedicated to making college access and success a reality. Together, we help students navigate the admissions process, overcome challenges, and earn their degrees.

Our Impact

80% of College Possible students are admitted to college 86% of College Possible students enroll in college 93,000+ students served nationwide since 2000

Why Join Our Team?

When you work at College Possible, you're not just taking a job-you're advancing a mission to help more students get to and through college. You'll play a direct role in helping students achieve their educational goals and build brighter futures.

Key Benefits

✅ Professional Growth Access training, mentorship, and career development opportunities as you support student success.

✅ Mission-Driven Impact Make a direct difference in students' lives by helping them access and complete college.

✅ Collaborative Community Join a team that values teamwork, innovation, and excellence in service of students.

✅ Work-Life Balance Enjoy flexible work options, unlimited PTO, and resources to support your well-being.

Your Role as Advising Specialist - College Access

The Advising Specialist is responsible for providing support to high school students who are seeking to earn a college degree in the areas of college exploration, the college application process, financial aid, scholarships, career exposure, campus connection, and more via in-person and virtual methods in both group and 1:1 settings.

As an Advising Specialist - College Access, You Will:

• Guide and educate students in support of their academic, personal, and professional development and success.
• Collaborate with partner institution staff, faculty and administration on student success and persistence.
• Promote and help develop student engagement, academic success strategies, experiential learning, and other high impact activities to support student persistence.
• Advocate for students, collaborating and communicating with institution staff, faculty, and administration and College Possible team members.

Primary Responsibilities

Direct Student Support - 70%

• Follow, deliver, and ensure students access to College Possible's structured college curriculum, which supports students in four areas: Apply Smart, Be Financially Fit, Plan with a Passion and Purpose, and Transition StrongCoach students toward reaching milestones, including, but not limited to: Complete "Complete college applications, submit financial aid applications, compare and accept financial aid packages, and complete enrollment tasks.
• Complete enrollment conferences with high school seniors annually
• Based on curriculum and student data, create and implement support plans for each student.
• Maintain ongoing communication with all students in caseload
• Lead workshops on high school campuses
• Meet with students 1:1 both virtually and on high school campus
• Respond to all student text/calls/emails within 2 business days.
• Support the recruitment of new high school students, including in-person recruitment events on high school campuses
• Help students resolve obstacles that come up throughout the school year by coaching them on self-advocacy and resourcefulness skills
• Refer students to appropriate resources when needed. Use College Possible's suite of digital tools to communicate and support students, including our proprietary Salesforce Platform, AI tools, and student-facing portal.

Data Management and Reporting - 20%

• Track and record student progress, using both quantitative and qualitative measuresEnter and maintain current student data in CoPilot, a Salesforce based CRM
• Maintain accurate student contact information and records in the student database
• Identify, run and synthesize reports into a presentable form to share key information about student trends and milestone progress.

Program Support - 5%

• Attend key events, including college visits
• Represent College Possible at each school site and build sustainable relationships with school staff and other community partners
• Additional program support as assigned by Program Manager

Organizational Support - 5%

• Support the External Relations Team by attending events, networking with guests/ supporters, and providing event logistics as needed
• Represent the College Possible brand in a positive light and take actions to increase brand awareness throughout the community
• Other duties as assigned

You Will Need:

Education

• Bachelor's degree in education, social or human sciences, business, or other related field(s) required

Experience

• 1-3 years teaching, mentoring, advising, and/or coaching college students, or related roles demonstrating a commitment to the power of education.
• Development of effective, targeted text, email, and in-person college student communications.
• Collaboration and partnership building which demonstrates excellent communication and interpersonal skills.
• Problem-solving and adaptation to changing situations and environments.
• Finding, reading, comprehending, utilizing, and presenting information in an effective and efficient manner.
• Written and in-person communications with professional teams.
• Presentations to small and large groups, showing effective speaking, engagement, and influencing skills.

Computer/Software Skills

• Proficiency in Microsoft Word, Excel, PowerPoint, and Teams, as well as in Google, Google Drive and Docs
• Experience with CRM systems preferred.

Other

• Ability to lift up to 15 pounds as needed
• Ability to stand and/or sit for a minimum of 8 hours a day
• Mobility to move across campuses and/or travel to College Possible site as needed

In addition to the opportunity to positively impact individual students and Milwaukee communities as a part of a strong, values-based team...

As an Advising Specialist- Campus Based,

You Will Gain:

• A competitive salary. Compensation: $23 per hour
• Excellent benefits including complete health, dental, life, short-term and long-term insurance
• 401(k) retirement plan
• Unlimited paid time off program
• Professional development and growth opportunities

Join the College Possible Wisconsin Team!

Apply at: www.CollegePossible.org/careers with your resume and cover letter.