Inside Sales Specialist

1 day ago

Chicago, Illinois, United States WIN Home Inspection Full time

ABOUT WIN:

WIN ) is the #1 ranked home services franchise in its category and a proud member of the Entrepreneur 500. Backed by three decades of excellence, we're on a mission to build a global brand by transforming the $250+ billion U.S. residential services market through AI-driven innovation, exceptional customer experience, and operational excellence. Combining the stability of an established leader with the energy of a fast-growing organization, WIN offers driven, like-minded professionals a unique opportunity for meaningful personal and professional growth.

ABOUT THE INSIDE SALES SPECIALIST JOB:

We're looking for a dynamic, personable Inside Sales Specialist to help aspiring business owners explore the opportunity to start their own WIN franchise.

This isn't your typical sales role. You won't be cold-calling or pitching. Instead, you'll serve as the first point of contact for qualified candidates who have expressed interest in WIN. Your job is to guide these individuals through a structured discovery conversation, help them understand the WIN opportunity, and build meaningful, trust-based relationships.  This is a hands on role.

QUALITIES THAT'LL SET YOU UP FOR SUCCESS IN THIS ROLE:

  1. A people person with exceptional interpersonal and communication skills
  2. Naturally curious and a great listener
  3. Empathetic, thoughtful, and energized by helping others succeed
  4. Organized, proactive, and motivated by goals and results
  5. Comfortable managing multiple conversations and follow-ups using a CRM system
  6. Able to work independently with discipline while enjoying team collaboration

WHO IS THIS ROLE PERFECT FOR?

We're not looking for traditional sales experience. If you're someone with 5+ years of full-time professional experience, who connects easily with people and enjoys high-touch communication, this role could be a great fit. You might currently be in a role such as:

  1. Marketing coordinator or client-facing account manager
  2. Operations or administrative specialist with frequent stakeholder interaction
  3. Recruiter, admissions advisor, or small business consultant

These are just examples. If you thrive on conversations and relationships, and have a strong desire to grow in an environment of continual learning and hands-on training, we want to hear from you, regardless of your background.

WHAT YOU'LL DO:

  1. Conduct scheduled intro calls with inbound leads from WIN's marketing funnel
  2. Guide candidates through an introductory discovery process using WIN's presentation
  3. Use our CRM system to manage contacts, schedule touchpoints, and track progress
  4. Collaborate with the team to continuously improve the candidate experience and journey

WHAT WE OFFER:

  1. Comprehensive onboarding and training to set you up for success
  2. A mission-driven, inclusive culture built on respect and collaboration
  3. Paid medical, dental, and vision coverage
  4. 401(k) matching
  5. Remote work flexibility and technology stipend
  6. Opportunities to grow in a highly innovative environment with a nationally recognized brand

OUR CULTURE:

We're builders, listeners, and optimists. At WIN, we value initiative, integrity, and a genuine spirit of collaboration. Our team celebrates wins big and small, supports each other's growth, and leads with empathy. Meet our team and culture →

WIN is proud to be an Equal Opportunity Employer. All applicants will receive consideration without regard to race, gender, disability, religion, sexual orientation, or any other protected characteristic.

#LI-REMOTE

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