Coaching and Outreach Specialist

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Chegg Inc.

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

🛍️ eCommerce

📚 Education

☁️ SaaS

eCommerce • Education • SaaS

Chegg Inc. is a software development company that provides individualized learning support to students pursuing their educational journeys. Available on demand 24/7, the Chegg platform is powered by over a decade of learning insights and offers AI-powered academic support. It connects students with a vast network of subject matter experts to ensure quality learning and helps millions of students build essential academic, life, and job skills for success.

📋 Description

• Deliver asynchronous professional development coaching to help students connect learning to career advancement using established coaching frameworks • Participate in and support live coaching sessions, co-facilitating or assisting as directed • Guide and motivate students toward program and professional development goals • Support students with diverse needs, backgrounds, and experiences using empathy and active listening • Collaborate with peers and manager to apply and refine consistent coaching approaches • Document coaching interactions and student progress in CRM tools • Conduct structured outreach throughout and after program completion to gather data on confidence, skills application, and barriers • Use discovery questions and active listening to gather meaningful insights from student conversations • Log and submit outreach data completely, timely, and consistently • Identify patterns in student feedback and surface observations to the coaching team • Support student engagement within The Hub Community platform • Maintain a student-first approach in outreach interactions

🎯 Requirements

• Bachelor's degree or equivalent experience • Preferred: 2–3 years of experience in coaching, career development, outreach, learning & development, or a related field • Preferred: Experience with asynchronous messaging platforms such as Zendesk • Strong interpersonal and communication skills to engage and motivate students through digital platforms • Experience with professional development coaching and career coaching • Ability to apply established coaching frameworks and incorporate feedback • Comfortable conducting structured conversations and translating student input into organized data • Highly organized with experience tracking and documenting communications in CRM tools • Ability to manage multiple priorities and work independently toward defined goals • Empathetic, student-first approach • Proficient in Microsoft Office, Teams, and CRM tools • Consistent availability for evening hours: 5–9 PM ET / 2–6 PM PT

🏖️ Benefits

• Competitive base salary and significant equity • Healthcare, dental, and vision insurance are 100% covered for individual and meaningfully covered for families • 401k plan options • Flexible vacation • Paid parental leave • Medical, dental, vision, life and supplemental life insurance • Short- and long-term disability • Mental health support • Paid time off • Paid holidays • 401(k) with matching contributions • Flexible Spending Account (FSA) and Health Savings Account (H.S.A.) options • Employee Stock Purchase Plan