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In-Home Sales Representative - Paid Training

Job in Silver Spring, Montgomery County, Maryland, 20900, USA
Listing for: SalesDraft Recruiting
Full Time, Apprenticeship/Internship position
Listed on 2026-05-31
Job specializations:
  • Sales
    Outside Sales, Business Development, Sales Representative
Salary/Wage Range or Industry Benchmark: 80000 - 120000 USD Yearly USD 80000.00 120000.00 YEAR
Job Description & How to Apply Below

Full-Time in Silver Spring, MD - Mid Level

Full-Time | Uncapped Commission | 6 Figure Potential 1st Year

Job Summary

Winston’s Chimney Service is the industry leader and most respected company of its kind in the DC Market. We are growing and hiring experienced In-Home Sales Representatives to work with homeowners on chimney, fireplace, and venting system solutions
.

This is a high-level sales role built for true professionals who are comfortable with in-home consultations, roof access, live-fire systems, and self-sourcing opportunities
. While we generate inbound demand, top performers in this role know how to create their own pipeline and maximize every opportunity
.

If you’re a skilled closer who wants to represent a trusted, established brand and sell high-value home services
, this is a strong opportunity to grow your income and career.

What Makes This Role Different
  • Inbound-driven business with strong brand trust—but top reps can self-source and scale income
  • Sell essential, high-ticket services tied to safety, compliance, and home value
  • Ability to handle complex, consultative sales—not transactional selling
Compensation & Earnings
  • Uncapped commission structure
  • High average ticket sizes = strong per-deal earnings
  • Opportunity for six-figure income for top performers
  • Consistent deal flow from inbound leads + self-generated opportunities
What You’ll Do
  • Meet with homeowners to assess chimney and fireplace systems
  • Perform or support on-site inspections (including roof access when needed)
  • Identify safety issues, repairs, or upgrade opportunities
  • Present custom solutions and close projects
  • Generate additional opportunities through referrals, networking, and follow-ups
  • Maximize every interaction to build repeat and long-term customers
  • Leverage brand reputation to expand your book of business
Customer Experience
  • Educate homeowners on fire safety, system performance, and maintenance
  • Build trust through professional, honest recommendations
  • Ensure smooth handoff to production and operations teams
What We’re Looking For

Required

  • Proven experience in in-home or high-ticket sales
  • Comfortable with roof access and physical inspections
  • Ability to understand and sell technical home systems
  • Strong closing skills and customer communication

Preferred

  • Experience in chimney, roofing, HVAC, or home services sales
  • Familiarity with live-fire systems (gas, wood, venting)
  • Track record of self-generating business
Ideal Candidate
  • Confident working in technical and safety-driven conversations
  • Entrepreneurial mindset with ability to self-source and grow income
  • Driven to build a long-term book of business
About Winston’s Chimney Service

Winston’s Chimney Service has been a trusted leader in chimney and fireplace services since 1978
, serving homeowners across Northern Virginia, Maryland, and Washington, DC. (Winston's Chimney Service )

We specialize in:

  • Chimney & fireplace inspections
  • Sweeping and maintenance
  • Installations and system upgrades
  • Masonry repair and restoration
  • Gas, wood, and venting systems

Our mission is simple: deliver safe, high-quality, and dependable service while protecting the comfort and safety of every home we serve. (Winston's Chimney Service )

We have high-profile clients - the who’s who among business leaders in the region.
Why Join Winston’s Chimney Service
  • Represent a highly trusted, established brand with decades of credibility
  • Sell services that homeowners need—not just want
  • Work alongside certified experts and top-tier technicians
  • Opportunity to build a high-income, long-term sales career
  • Be part of a company committed to professionalism, safety, and customer satisfaction
Apply Today

If you’re a top-tier in-home sales professional ready to sell meaningful, high-value services and grow your income,
apply now.

Join Winston’s Chimney Service and build a career with a company homeowners trust.

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