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Sales Trainee: Launch - Career

Job in Winchester, Frederick County, Virginia, 22603, USA
Listing for: Rose Roofing & Restoration
Apprenticeship/Internship position
Listed on 2026-01-01
Job specializations:
  • Sales
    Sales Representative, Sales Development Rep/SDR
Job Description & How to Apply Below
Position: Sales Trainee: Launch Your High-Earning Career

Entry Level Sales Representative -

Are you eager to break into sales but lack experience? Rose Roofing and Restoration is your launchpad to success. As a dynamic, family-owned and operated company experiencing explosive growth (from $2M to $15M in just two years!), we seek ambitious individuals ready to learn and grow with our award-winning sales team.

WHO WE ARE:

At Rose Roofing and Restoration, we're raising the roof on industry standards. As licensed Class A General Contractors, we've built our success on our ACE mentality:
Accountability, Communication, and Excellence. We're not just fixing roofs – we're building careers and changing lives.

THE ROLE:

As an Entry Level Sales Representative, you'll join our supportive team environment where you'll learn to:

  • Conduct strategic neighborhood canvassing with experienced team members
  • Perform professional roof inspections using cutting-edge technology
  • Guide homeowners through our streamlined insurance claims process
  • Convert qualified leads into satisfied customers
  • Build and maintain a robust pipeline of qualified leads through canvassing and follow-ups

WHAT YOU'LL ACHIEVE:

  • Master our proven sales system through comprehensive initial and ongoing training
  • Secure new client agreements monthly with the support of experienced mentors
  • Maintain 99% accuracy in our user-friendly CRM system
  • Provide exceptional customer service with 24-hour response times
  • Fast leadership trajectory so you can grow your career

WHY JOIN US:

  • Structured 90-day ramp-up program with clear milestones
  • Performance-based compensation with earning potential of $65,000-$180,000+ in year one
  • Monthly incentive trips for top performers
  • Comprehensive training and mentorship program
  • Clear path to advancement opportunities
  • Health Benefits and Wellness Package

WHAT WE'RE LOOKING FOR:

  • Coachable attitude and eagerness to learn
  • Strong communication skills
  • Self-motivated with a growth mindset
  • Basic computer proficiency
  • Ability to be on your feet for long periods of time
  • Availability to work Monday-Friday (11:00 AM to dusk) and high-earning Saturday mornings

No sales experience? No problem. We're looking for determination, grit, and a willingness to learn. Ready to commit to your future?

Sales Representative

Accelerate Your Sales Career:
Join an 8-figure Growth Story:

Ready to leverage your sales experience in an industry with unlimited earning potential? Rose Roofing and Restoration, a rapidly expanding family-owned company, seeks proven sales professionals ready to scale their income and career trajectory.

WHO WE ARE:

A powerhouse based in Northern Virginia, Rose Roofing and Restoration has grown from 0 to 8 figures in revenue in under 3 years. As licensed Class A General Contractors, we've built our success on our ACE mentality:
Accountability, Communication, and Excellence.

THE ROLE:

As a Sales Representative, you'll utilize your existing sales skills while mastering our proven system to:

  • Generate substantial commissions through our refined sales process
  • Lead professional roof inspections and damage assessments
  • Navigate insurance claims to secure optimal outcomes for homeowners
  • Build and maintain a robust pipeline of qualified leads through canvassing and follow-ups

WHAT YOU'LL ACHIEVE:

  • Hit and exceed monthly sales targets with our proven system
  • Maintain 99% accuracy in customer documentation and CRM management
  • Deliver exceptional customer service with 24-hour response times
  • Develop expertise in exterior renovation and insurance claims
  • Fast leadership trajectory so you can grow your career

WHY JOIN US:

  • Industry-leading commission structure
  • Monthly Inspirato luxury trips for top performers
  • Clear path to leadership roles
  • Health Benefits and Wellness Package

WHAT WE'RE LOOKING FOR:

  • 1-3 years of successful sales experience
  • Proven track record of meeting or exceeding quotas
  • Excellence in customer relationship management
  • Strong negotiation and closing skills
  • Ability to be on your feet for long periods of time
  • Availability Monday-Friday (11:00 AM to dusk) with high-earning Saturday mornings
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