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Client Success Specialist (Remote – Chicago Area Preferred)

Chicago

Job Description for Client Success Specialist (Remote – Chicago Area Preferred):

👉 Do you love building relationships and helping people succeed?


WIN Home Inspection is looking for a Client Success Specialist to be the trusted partner for our franchise owners. You’ll build relationships, coordinate across marketing/training/tech teams, and work on internal projects that directly support franchisee success.

If you’re approachable, organized, and thrive in a collaborative environment — we’d love to meet you!

What You’ll Do:

  • Be the main point of contact for franchise owners, building trust and rapport
  • Champion and coordinate requests with internal marketing, training, and tech teams
  • Provide responsive, empathetic support and follow-through on client needs
  • Contribute to projects such as training programs, marketing reviews, and process improvements
  • Troubleshoot and provide guidance as you grow expertise in our systems

What We’re Looking For:

  • Friendly and empathetic with a flair for marketing
  • Natural leader with a drive to grow professionally and personally
  • Quick learner, organized and persistent in getting things done
  • 4+ years in client service or customer success (preferred but not required)

Why WIN

  • 100% remote role (Chicago-area candidates preferred)
  • Collaborative, inclusive culture built on respect and growth
  • Health, dental, vision insurance + PTO + 401(k) match
  • Career development and advancement opportunities

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