Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

In-Home Sales Representative - Paid Training

Full-time

Winston's Chimney Service

In-Home Sales Representative - Paid Training

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

  • Work with a company backed by 45+ years of reputation, certifications, and customer trust ( Winston's Chimney Service )

  • 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

In-Home Sales & Consultations

  • 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

Pipeline Development (Self-Sourcing)

  • 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

  • True sales professional—not order taker

  • Comfortable in a consultative, in-home sales environment

  • 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, federal and state level 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.

Vacancy posted 2 days ago
Similar jobs that could be interesting for youBased on the In-Home Sales Representative - Paid Training in Washington DC vacancy
  • $107k

     ...Business Development Representative (No Cold Calling | Remote in AZ, IL, TX) Sales | Full-time | Remote within Arizona, Illinois, or Texas   Join our...  ...of rapid expansion. Comprehensive Training: We provide paid training to maximize your earning potential.... 
    Work from home
    Paid training
    Remote job
    Full time
    Temporary work
    Flexible hours

    Your Journey Starts Here

    Rosemont, IL
    28 days ago
  • $52k - $100k

     ...We're growing our inside sales floor and looking for one more phone...  .... This is a work-from-home position. Expect 200 dials per...  ...Breakdown • $52,000 annual base paid as a weekly draw against commission...  ...with real upside • Paid training on our scripts and systems •... 
    Work from home
    Paid training
    Base plus commission
    Weekly pay
    Full time
    Local area
    Remote work

    Your Home Sold Guaranteed Realty, The Nathan Clark Team Care...

    Houston, TX
    9 days ago
  •  ...Entry-Level Sales Representative Expanding Rapidly - Rhino Media just wrapped...  ...more hands-on collaborative training, this ensures that each...  ...opportunities Weekly team nights Paid training Extensive...  ...NOT: A work from home job, call center, or telemarketer... 
    Work from home
    Paid training
    Local area
    Immediate start
    Night shift

    Rhino Media

    Huntsville, AL
    2 days ago
  • $30 per hour

     ...In-Store Sales RepresentativeAmerican Home Design is hiring part-time and full-time In-Store Promotions Representatives for our Calhoun team. We have opportunities...  ...FREE water test. You get paid well to talk to people! We offer paid training and a lucrative base + unlimited... 
    Work from home
    Paid training
    Hourly pay
    Full time
    Part time
    Local area
    Flexible hours
    Weekend work

    American Home Design

    Cleveland, GA
    4 days ago
  • $30 per hour

     ...In-Store Sales Representative American Home Design is hiring part-time and full-time In-Store Promotions Representatives for...  ...leads for our home improvement products. You get paid well to talk to people! We offer paid training and a lucrative base + unlimited bonus... 
    Work from home
    Paid training
    Hourly pay
    Daily paid
    Full time
    Part time
    Local area
    Flexible hours
    Shift work
    Weekend work

    American Home Design

    Lebanon, TN
    4 days ago
  • $65k - $70k

     ...Consultative Representative Our representatives meet remotely with individuals who have signed...  ...-based bonuses Comprehensive paid training program Weekly pay with a competitive...  ...schedule with the ability to work from home (Our offices are open if you work more... 
    Work from home
    Paid training
    Weekly pay
    Work at office
    Remote work
    Flexible hours

    Agent Alliance

    United States
    4 days ago
  • $100k - $200k

     ...Champion Window Sales RepresentativeWindow Sales RepresentativeLeads...  .../ No Cold Calling / Paid TrainingWhy Become a Champion Sales Representative?Unlimited earning...  ..., 401K & much moreSales training plus daily coaching (4...  ...:Conduct in-home sales presentations by building... 
    Work from home
    Paid training
    Daily paid
    Immediate start

    Great Day Improvements

    Lincoln, NE
    1 day ago
  • $100k - $200k

     ...Overview Champion Window  Window Sales Representative Leads Provided / No Cold Calling / Paid Training Why Become a Champion Sales Representative? Unlimited...  ...Make Money! Responsibilities Conduct in-home sales presentations by building trust and... 
    Work from home
    Paid training
    Daily paid
    Immediate start

    Great Day Improvements: A Family of Brands

    Lincoln, NE
    5 days ago
  • $50k

     ...insurance, and now, we also help people find home insurance, auto insurance, senior health...  ...unmatched. About the Role Sales Development Advisor Job Summary:...  ...performance goals. This role provides paid training, a base salary plus bonus opportunity, and... 
    Work from home
    Paid training
    Full time
    Remote work
    Weekend work

    SelectQuote

    United States
    1 day ago
  •  ...Bonus based on performance Paid time off Vision insurance...  ...Employee discounts Training & development Benefits/Perks...  ...Culligan is currently seeking sales representatives in El Paso and Las Cruces....  ...relationships within customers’ homes in your assigned territory.... 
    Work from home
    Paid training
    Flexible hours

    Culligan 93IL

    Las Cruces, NM
    5 days ago
  • $14 per hour

     ...customers. As a Remote Sales Representative , you'll play a vital role...  ...and Departmental Standards PAID EMPLOYEE GROWTH AND DEVELOPMENT...  ...10 year plan In-house training systems for personal growth...  ...Vision insurance Work from home Work Location: Remote... 
    Work from home
    Paid training
    Full time
    Live in
    Immediate start
    Remote work
    Flexible hours
    Weekend work

    Weed Man

    United States
    3 days ago
  • $50k - $75k

     ...uniforms Health insurance Paid time off Wicked Cool...  ...Mechanical is seeking a full-time sales representative to help grow their fast-...  ...Benefits package · Paid Training · Careers Advancement Opportunities...  ...Make periodic visits to the home office for meetings and... 
    Work from home
    Paid training
    Base plus commission
    Full time
    Work at office
    Local area
    Home office
    Flexible hours

    Wicked Cool Mechanical LLC

    Belmont, NH
    5 days ago
  • $125k - $150k

     ...own paycheck? Look no further - our Sales position may be the right opportunity...  ...dollars on lead generation, to our Training Department, which has a combined 50...  ...Our Benefits Include: ~ Paid training ~ Work From Home Opportunity ~ Computer Equipment... 
    Work from home
    Paid training
    Contract work
    Work at office
    Remote work
    Shift work

    Endurance Warranty Services, LLC

    Oregon State
    2 days ago
  • $20 - $30 per hour

     ...In-Store Sales Representatives/Lead Generators ARS-Rescue Rooter is part of the nation's largest...  ...efficiency, and reliability in their homes. We're hiring In-Store Sales Representatives...  ...Weekly pay via direct deposit Paid training Flexible part-time and full-time... 
    Work from home
    Paid training
    Hourly pay
    Weekly pay
    Full time
    Part time
    Work at office
    Flexible hours
    Shift work
    Weekend work

    ARS-Rescue Rooter

    Washington DC
    2 days ago
  • $2,000 - $4,000 per month

     ...Description We're seeking a Sales Designer to join the team! In...  ...Whether it’s a walk-in closet, home office, or garage—your...  ...solutions using our tools and training Present and sell the proposed...  ...with new and repeat clients Paid training and design tools provided... 
    Work from home
    Paid training
    Part time
    Home office
    Flexible hours

    Closet World, Inc.

    Sacramento, CA
    15 days ago
  • $70k - $120k

     ...Flexible schedule Free uniforms Opportunity for advancement Training & development In-Home Sales Representative — No Experience Needed (We Train You) $70K–$120K+ First Year | Paid Professional Training | Company Vehicle Provided Are You Hungry Enough... 
    Work from home
    Paid training
    Full time
    Work at office
    Local area
    Monday to Friday
    Flexible hours
    Weekend work

    Honest Abe Roofing of Kansas City, MO

    Holt, MO
    3 days ago
  • $70k - $100k

     ...maintenance 100% covered. Paid Onboarding & Training: Hands-on classroom and...  ...while you learn our proven sales process. Inbound Lead Unlocks...  ...expertise, all incoming representatives start by self-generating...  ...financing to close deals in-home. Consult & Convert: Run... 
    Work from home
    Paid training
    Full time
    Work at office
    Local area
    Monday to Friday
    Flexible hours
    Weekend work

    Honest Abe Roofing

    Holt, MO
    5 days ago
  • $80k

     ...income is $80k with several of our sales people clearing $100k and top...  ...~ Required licensing is company paid and you will be paid during licensing and training. ~$500 bonus for passing the licensing...  ...make. ~ Ability to work from home outside of normal office hours to... 
    Work from home
    Paid training
    Work at office

    Reliance First Capital LLC

    Charlotte, NC
    4 days ago
  • $20.5 per hour

     ...000+ Ready to Build Your Career? Get paid to become great at sales. No sales experience required. You need...  ...a guaranteed hourly wage while we train you to prospect, build rapport, handle...  ...Outside sales works when people are home. This is not a 9-to-5. This is your kind... 
    Work from home
    Paid training
    Hourly pay
    Afternoon shift

    Sales Partnerships, Inc.

    Austin, TX
    2 days ago
  • $42k

     ...individual who wants to get paid more when you produce...  ...or fast forward your sales career!    The...  ...~ Two weeks of paid training The Perks: ~ No...  ...milestones have more work from home flexibility! ~ One of...  ...Development Sales Representative, you will be responsible... 
    Work from home
    Paid training

    Affinity Recruiting

    Grand Rapids, MI
    a month ago
  • $65k - $120k

     ...Description Job Description Outside Sales Representative | Hybrid | $65,000–$120,000 +...  ..., incentive trips, tech provided, training included Make an Impact Helping...  ...Hybrid Flexibility : Work from home and in the field Paid Training : Licensing support provided... 
    Work from home
    Paid training
    Local area
    Flexible hours

    Five Star Benefits

    Brainerd, MN
    a month ago
  •  ...Entry-Level Sales Representative Expanding Rapidly - Rhino Media just wrapped...  ...more hands-on collaborative training, this ensures that each...  ...opportunities Weekly team nights Paid training Extensive...  ...We Are NOT: A work from home job, call center, or... 
    Work from home
    Paid training
    Local area
    Immediate start
    Night shift

    Rhino Media Inc.

    Huntsville, AL
    1 day ago
  • $700 per week

     ...Description CDL Class B Route Sales Representative Company: Davis Ice Cream...  ...: Local routes with daily home time Build your route. Serve...  ...) contributions ~ Company-paid $50,000 life and AD&D...  ...~ Paid time off and paid training ~ Family-owned, team-oriented... 
    Work from home
    Paid training
    Base plus commission
    Weekly pay
    Full time
    Local area

    Davis Ice Cream Georgia

    Tifton, GA
    9 days ago
  • $1,500 - $2,500 per month

     ...service. Our innovative approach to training and working smart has led to...  ...excited about an easy visual sales process, we may be the right...  ...is not necessary, we offer Paid Training and opportunities for...  ...customers & jobs as needed. Work Location: From home, On the road... 
    Work from home
    Paid training
    Part time
    Relocation
    Monday to Friday
    Flexible hours
    Shift work
    Day shift

    1-800-STRIPER of Reston

    Reston, VA
    5 days ago
  • $50 per hour

     ...Interviewing NOW: Part-Time Event Sales Representative In-person, entry level event role - NOT a desk job. Work at home shows & local events, engaging attendees and generating leads. Receive paid training and real earning potential. Join Window Nation as a part... 
    Work from home
    Paid training
    Hourly pay
    Permanent employment
    Full time
    Part time
    Local area
    Afternoon shift

    Window Nation

    Elmsford, NY
    1 day ago
  • $200k

     ...Join Kern Heating & Cooling as a Home Sales Representative At Kern Heating & Cooling, these aren't...  ...experience-we provide a step-by-step training program that equips you with everything...  ...insurance ~ Dental coverage ~401(k) ~ Paid time off (PTO) ~ Paid training ~... 
    Work from home
    Paid training
    Full time
    Monday to Friday
    Afternoon shift

    Kern Heating & Cooling

    Zion, IL
    4 days ago
  • $42k

     ...individual who wants to get paid more when you produce...  ...or fast forward your sales career! No college...  ...~ Two weeks of paid training The Perks: ~12 PTO...  ...milestones have more work from home flexibility ~ One of...  ...As a Carrier Sales Representative you will be responsible... 
    Work from home
    Paid training
    Relocation package

    Affinity Recruiting

    Charleston, SC
    a month ago
  • $150k - $250k

     ...Outside Sales Representative - Roofing & Home Exteriors About this position Cenvar is a growing residential exterior remodeling company committed...  ...Discipline. Job Type: Full-time Compensation: Paid training (first 3 months), followed by commission-only ($150,00... 
    Work from home
    Paid training
    Full time

    Jobleads-US

    Winchester, VA
    3 days ago
  •  ...Sign And Graphics Sales Do you know signs? Can you work...  ...are seeking an outside sales representative with sign industry experience...  ...compensation + commission Paid parking Training and sales support Working...  ...location Flexible work from home options available. At... 
    Work from home
    Paid training
    Local area
    Monday to Friday
    Flexible hours

    AlphaGraphics

    Allentown, PA
    4 days ago
  • $70k - $200k

     ...Inside Sales Representative Straightline Moving is one of the fastest-growing agents of Allied...  ...systems to sell $1,000,000+ per year, paid training, and flexible hours. Tasks and responsibilities...  ...service assessments, performing in-home estimates when necessary, handling... 
    Work from home
    Paid training
    Local area
    Remote work
    Long distance
    Flexible hours

    StraightLine Moving

    Roscoe, IL
    4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to In-Home Sales Representative - Paid Training. Be the first to apply!