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Regional Growth Specialist

Job in Cleveland, Cuyahoga County, Ohio, 44101, USA
Listing for: Roundstone, Inc.
Full Time position
Listed on 2026-10-15
Job specializations:
  • Sales
    B2B Sales, Sales Development Rep/SDR, Sales Representative, Outside / Field Sales
Salary/Wage Range or Industry Benchmark: 55000 - 85000 USD Yearly USD 55000.00 85000.00 YEAR
Job Description & How to Apply Below

Roundstone helps small and midsize employers take control of their healthcare spend through self-funding with a group medical captive. We're hiring two Regional Growth Specialists (RGS), one for our East territory and one for our West, to start the conversations that build our pipeline.

The Mission

Follow up on 90% of marketing qualified leads within two business days. Our best RGSs reach most leads the same day, because a fast, thoughtful first conversation is what turns interest into a meeting.

What You'll Do
  • Follow-up on leads (MQLs) and qualify benefits advisors, agencies and employers to set meetings for the Regional Practice Leaders (RPLs) in your territory
  • Prospect by phone, email, and Linked In using a modern sales engagement tech stack
  • Work with Marketing to sharpen campaigns based on what you hear in the field
  • Shadow RPLs and attend Roundstone's signature events (about 25% travel)
Your Path to RPL

This role reports to the Manager, Sales Enablement and is built to grow you into an RPL. Readiness means being licensed, running sales presentations, and presenting proposals with confidence. Most RGSs are ready in 12 to 24 months, and the call can come sooner. You'll have quarterly milestones, training guides, an RPL mentor, and regular check-ins.

What You Bring
  • 1 to 4 years of sales or customer-facing experience
  • Confidence on the phone and a habit of fast follow-through
  • Bachelor's degree
  • Ability to earn your Ohio Life and Health license within 6 to 8 weeks (we'll help)
Why Roundstone
  • Northeast Ohio Top Workplace and eight-time Inc. 5000 honoree
  • Hybrid schedule (3 days in office)
  • Medical, dental, and vision benefits
  • Dependent care 100% match up to the maximum allowable
  • Parental leave
  • PTO beginning on Day 1
  • Tuition reimbursement
  • Healthy work/life balance
  • 401(k) plan with company match
  • Employee Assistance Program
  • On-site gym with personal trainer access
  • Life insurance and short-term disability insurance
Our Core Values
  • Live well:
    Be healthier and bring positive energy to all you do.
  • Work smarter:
    Get things done, better.
  • Own it:
    Accountability is your middle name. Be on time, do what you say, and finish what you start.
  • Be intellectually curious:
    Always be learning. See opportunity everywhere and have a drive to know.

Culture and fit are integral to success.

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