Seasonal Inside Sales & Enrollment Specialist, Part Time

Seasonal Inside Sales & Enrollment Specialist, Part Time — Chicago

Location: Remote Western US, Pacific Standard Timezone - 1PM-6PM [Part-time] Monday-Thursday

Job Overview:

This is a seasonal PT position for up to 6 months.

The Sales Development Representative & Enrollment Specialist serves as the first, most trusted connection for families exploring Time4

Learning homeschool curriculum and Brightspire Virtual School for grades 6–12. This role blends consultative sales, customer support, and enrollment guidance to help families choose the right learning pathway — whether that’s purchasing Time4

Learning’s PreK–12 curriculum or completing Brightspire’s accredited school application process.

You will identify, qualify, and convert leads; guide families through curriculum selection or school enrollment; and ensure every parent feels confident, supported, and ready to move forward. This is an individual contributor role with clear ownership of lead conversion and enrollment success.

About Time4

Learning & Brightspire:

Time4

Learning, a Cambium® Learning Group brand, offers award‑winning online curriculum, resources, and programs for at‑home learning. Our ecosystem includes:

Marketplace — trusted hub for home education resources

Brightspire Virtual School — accredited online school for grades 6–12

We are a remote‑first team committed to helping families thrive in flexible, non‑traditional learning environments.

Job Responsibilities:

Respond to all inbound inquiries via phone, email, chat, and social channels with speed, clarity, and empathy.

Conduct targeted outreach to families exploring homeschool, independent study, or virtual school options.

Qualify prospects and convert interest into Time4

Learning curriculum purchases or Brightspire enrollment applications.

Manage consultation appointments and deliver high‑quality sessions that build trust and confidence.

Use solution‑oriented sales techniques to create an impeccable first impression.

Guide families through the full application process — registration, payment, document submission, transcript review, and credit transfer.

Answer questions about placement, graduation pathways, and school policies.

Provide enrollment status updates and ensure families understand next steps.

Coordinate post‑enrollment data and identify families who may need additional support.

Engage school staff to ensure smooth onboarding and student success.

Guide families through the process of moving to homeschool and choosing a curriculum — From following guidelines by state to setting up their parent planner.

Answer questions about courses, time spent homeschooling and parent support needed.

Upsell families to curriculum plans that include Annual membership, books, spiritwear and more.

Customer Experience & CRM

Document all interactions accurately in Salesforce or similar CRM.

Identify patterns and recommend improvements to increase enrollment and customer satisfaction.

Resolve concerns quickly with professionalism, empathy, and follow‑through.

Maintain a positive, supportive attitude with families and internal teams.

Execute special projects as assigned.

Job Requirements:

2–4 years inside sales or call‑center experience, ideally in education, edtech, or SaaS.

High school diploma or equivalent (GED) required.

Proven ability to close deals while building long‑term customer relationships.

Strong outbound prospecting and lead qualification skills.

Excellent phone, written, and presentation communication.

Proficiency with Salesforce, Microsoft Office, Google Workspace.

Strong organizational, analytical, and problem‑solving skills.

Ability to multitask in a fast‑paced, remote environment.

Bilingual Spanish is a plus.

Knowledge of Time4

Learning curriculum or online student information systems is a plus.

Experience working with and selling to parents highly preferred.

Reliable internet (7

Mbps minimum; speed test required).

Availability for occasional Saturdays.

Why You’ll Love Working Here:

Opportunity to grow your career with a fast‑growing leader in online education.

A mission‑driven team that cares deeply about families and student success.

Collaborative, remote‑first culture with monthly team‑building and cross‑functional…