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

Entry Level Sales Representative

$80k - $200k

Rose Roofing & Restoration

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.

This is widely considered one of the best roofing sales opportunities available, monthly bonuses, a bi-annual 30% production bonus, and thousands of warm leads to help you connect with homeowners.

Top performers consistently earn six figures.

Elite Team Culture | Brotherhood & Mentorship

At Rose Roofing and Restoration, you're not just joining a company — you're stepping into a brotherhood of high performers committed to pushing each other to levels most people never reach.

Our culture is built around accountability, discipline, mentorship, and leadership development. We believe the strongest teams are built when driven individuals surround themselves with others who refuse to stay average.

Our goal isn't just to build great salespeople — it's to develop leaders who rise together.

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

Responsibilities include:

  • Neighborhood canvassing to connect with homeowners
  • Educating homeowners about roof and exterior damage
  • Guiding homeowners through the insurance claims process

Compensation

  • $2,000 Sign On Bonus
  • Typical earnings $80,000–$200,000+
  • Paid Weekly (Every Friday)
  • Monthly performance bonuses
  • Bi-annual 30% production bonus
  • Trips, competitions, and incentives for top performers

RISE Leadership Program

RISE (Rose Initiation: Standards of Excellence) is our 12-week personal and professional growth program designed to develop not just top performers, but strong, grounded leaders. Inspired by the belief that true success starts from within, RISE challenges each participant to define their why, raise their standards, and push beyond comfort zones in every area of life. Through a structured mix of videos, written content, and real-world exercises, team members work toward meaningful personal goals while sharpening leadership skills and cultivating a growth mindset. Along the journey, participants earn rewards, and those who complete the program receive a $2,000 bonus at the finish line. At Rose, we believe money is a byproduct of purpose—not the purpose itself. RISE is for those ready to “set out into the deep,” take ownership of their growth, and rise into the person they are meant to become.

Requirements

  • Reliable vehicle
  • Comfortable with neighborhood canvassing
  • Strong communication skills
  • Ability to be on your feet for extended periods
  • Availability Monday–Friday (11 AM to dusk) with high-earning weekends

No sales experience? No problem. We're looking for determination, grit, and a willingness to learn. Ready to commit to your future? Appointment times are limited so apply today.

Vacancy posted 5 days ago
Similar jobs that could be interesting for youBased on the Entry Level Sales Representative in Winchester, VA vacancy
  • $50k - $95k

     ...Centered - We Own It - Driven For Success About The Position As a Car Sales Consultant, you will be the vital link between the car and the...  ...protected by federal, state or local laws. Seniority level Entry level Employment type Full-time Job function Sales and Business... 
    Entry level
    Full time
    Temporary work
    Local area
    Day shift

    HoneyCar

    Winchester, VA
    2 days ago
  • $25 - $50 per hour

    Role Overview TSA is accepting applications for Lead and Supervisory Transportation Security Officers at airports in Winchester. These roles are ideal for individuals looking to step into leadership positions within airport security operations. TSA provides training...
    Entry level
    Shift work
    Night shift
    Weekend work

    Airport Security Careers

    Winchester, VA
    a month ago
  •  ..., customer-oriented environment. Do you have what it takes? CBI Jiffy Lube wants YOU to fill one of these seats on our team! • Sales/Customer Service • Automotive Technicians Job Highlights: · NO AUTOMOTIVE EXPERIENCE NECESSARY · TRAINING AND TOOLS FOR ALL... 
    Entry level
    Full time
    Immediate start

    CBI Jiffy Lube

    Winchester, VA
    4 days ago
  • A leading insurance agency in Virginia is looking for individuals for an entry-level remote sales position. This work-from-home opportunity requires no prior experience and offers comprehensive training and mentorship. Key responsibilities include speaking with potential... 
    Entry level
    Remote job
    Work from home
    Flexible hours

    The Semler Agency

    Winchester, VA
    4 days ago
  •  ...customers Operating cash register Restocking merchandise REQUIREMENTS: This is an entry level role. No experience required! Whether you've worked as a retail sales associate, a gas station attendant or if this is your first job, apply today! Must be 18+... 
    Entry level
    Daily paid
    Part time
    Local area
    Immediate start
    Shift work

    Murphy USA

    Winchester, VA
    5 days ago
  • $60k - $65k

     ...you're a driven individual ready to excel in the world of outside sales, this is your chance to thrive and unlock exciting opportunities...  ...We love promoting from within and celebrating success at every level. If you're looking for a company with strong values, a fun and... 
    Entry level
    Full time
    Temporary work
    Work at office
    Local area
    Flexible hours

    W.B. Mason

    Winchester, VA
    8 days ago
  •  ...Entry-Level Remote Sales Position We are hiring for an entry-level remote sales position with full training and mentorship provided. This is a work-from-home opportunity where you will learn how to help families secure life insurance coverage while building your... 
    Entry level
    Remote job
    Work from home
    Flexible hours

    The Semler Agency

    Winchester, VA
    4 days ago
  • $13 - $16 per hour

     ...transactions, restocking shelves, preparing coffee and food items, and keeping the store clean and organized. Employees may also assist with fuel transactions and customer questions. This role is entry-level and offers flexible scheduling. Average pay: $13 - $16 per hour.
    Entry level
    Hourly pay
    Flexible hours

    Circle K

    Winchester, VA
    1 day ago
  •  ...WE OFFER: Tri-State Nissan is offering you a career as a Sales Professional with a company that ALWAYS puts honesty and integrity first! Competitive compensation and commission pay SIGN ON BONUS for experienced applicants Growth opportunities Professional... 
    Relocation package

    Marlow Automotive Group

    Winchester, VA
    3 days ago
  • $81.2k - $121.7k

     ...resource. Nalco Water, an Ecolab Company, seeks a Technical Sales Representative to join its industry leading sales team. You'll be...  ...recommendations to ensure customer operations are performing at optimal levels. Actively sell and support Nalco Water innovations and... 
    Hourly pay
    Minimum wage
    Local area
    Night shift

    Ecolab

    Winchester, VA
    3 days ago
  • Overview: The Cath Lab CVT, under the direction the of the director/charge person, monitors procedures, including all diagnostic and interventional coronary and peripheral catheterization studies, ensures safe patient care, and works as a scrub assistant. Qualifications...
    Relocation

    Hiring & apply

    Winchester, VA
    9 hours ago
  •  ...and to take charge of their own success. Whether an operator, sales rep, a graphic artist or a clinician, we’re all driven to perform...  ....  Qualifications Candidates with previous jogger/entry level experience a plus Strong mechanical abilities and previous knowledge... 
    Entry level
    Local area

    Quad

    Winchester, VA
    5 days ago
  •  ...Role Overview This is the entry‑level leadership position in the Family Services Specialist classification. It handles the most complex cases in Adult/Adult Protective Services, Child Protective Services, and Foster Care/Adoption. The role operates with a high degree of... 
    Entry level

    Virginia Department of Social Services

    Winchester, VA
    1 day ago
  •  ...Assistance Program – free resources for personal, legal, financial and wellness matters. Equal Opportunity Employer Job Details Seniority Level: Entry Level Employment Type: Full-time Job Function: Health Care Provider Industries: Staffing and Recruiting #J-18808-Ljbffr... 
    Entry level
    Full time
    Temporary work
    Work experience placement

    OneStaff Medical

    Winchester, VA
    1 day ago
  • $14 per hour

     ...Job Full Description Express Employment Professionals is currently hiring for Entry-Level Warehouse Loading Associates for a local family-owned bottling company in Winchester. With over 50 years in the business this company proudly services over 1 million customers... 
    Entry level
    Currently hiring
    Local area
    Immediate start
    Monday to Friday

    Express Employment Professionals Defunct

    Winchester, VA
    2 days ago
  • $69k

     ...Job Description Job Description Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely, serving clients by providing... 
    Remote job
    Work from home
    Flexible hours

    HMG Careers

    Winchester, VA
    more than 2 months ago
  • $50k - $80k

     ...way: No finance background? No problem—sales, service, or people-facing experience is...  ...to start your insurance sales representative business. Next, we help you prepare for...  ...your commissions and bonuses. *This is an entry-level exam administered by the Financial Industry... 
    Entry level
    Full time
    Traineeship

    Bankers Life

    Winchester, VA
    3 days ago
  •  ...Outside Sales Representative Home Paramount is a family-owned and operated company founded in 1939. We rank among the largest pest management firms in the United States and are committed to a long-term strategy of growth through excellent customer service. We are... 
    Full time

    Home Paramount Pest Control

    Winchester, VA
    2 days ago
  • $40k - $42.5k

     ...handle large volumes of work, determine daily priorities and multi-task with frequent interruptions. Required Qualifications This entry-level position requires a Bachelor's Degree from a four-year College or University. Bi-lingual applicants are encouraged to apply.... 
    Entry level
    Visa sponsorship

    The Chronicle of Higher Education

    Winchester, VA
    2 days ago
  • $60k - $70k

     ...Outside Sales Representative As America's largest supplier of respiratory and durable medical equipment, Lincare's mission is to set the standard for excellence, transforming the way respiratory care is delivered in the home. We are inspired by a vision to enable patients... 
    Local area
    Flexible hours

    Lincare Holdings

    Winchester, VA
    4 days ago
  • $90k - $109k

     ...Outside Sales Representative Are you looking for an outside sales position with unlimited earning potential in a flourishing industry? Are you looking for an opportunity where you can earn uncapped commissions while still having a base salary with full benefits? Have... 
    Work at office
    Immediate start
    Home office

    Hibu

    Winchester, VA
    1 day ago
  •  ...YOUR schedule! ARE YOU READY TO JOIN OUR HEALTHCARE TEAM? If you feel that you would be right for this full- or part-time entry-level healthcare job, please fill out our initial 3-minute, mobile-friendly application . We look forward to meeting you! Care Advantage... 
    Entry level
    Full time
    Part time
    Local area
    Shift work
    Night shift

    Care Advantage Inc

    Winchester, VA
    3 days ago
  • $60k - $80k

     ...Job Description Job Description Title: Outside Sales Consultant Location: Winchester, VA Are you a driven, energetic, and helpful sales professional looking to make great money? Work with one of Forbes’ America's Best Midsize Employers* and be rewarded for... 
    Weekly pay
    Contract work
    For contractors
    Night shift
    Weekend work
    Afternoon shift

    Luna

    Winchester, VA
    more than 2 months ago
  • $50k - $80k

     ...do the same important to you? Whether you are new to insurance sales or an experienced financial professional looking to accelerate...  ...role can happen as early as your second year. Financial Representative/Financial Advisor – When the time is right, expand your career... 
    Entry level

    Bankers Life

    Winchester, VA
    4 days ago
  • $100k - $130k

     ...dental, and more Paid time off (full-time employees) Tuition reimbursement Relocation assistance Check us out at Seniority level Seniority level Entry level Employment type Employment type Full-time Job function Job function Health Care Provider Industries Veterinary... 
    Entry level
    Full time
    Relocation package
    Night shift

    NVA General Practice

    Winchester, VA
    1 day ago
  • $22 - $24 per hour

     ...Seasonal Entry-Level Pest Control Technician Jump-start Your Career: Seasonal Entry-Level Pest Control Technician! At Fox Pest Control, we believe that every individual has the potential to be a leader. Whether you're looking for an immediate job or aiming for career... 
    Entry level
    Hourly pay
    Seasonal work
    Immediate start

    HomeTeam Pest Defense

    Winchester, VA
    3 days ago
  • $16 - $28 per hour

     ...Entry Level Automotive Service Technician Malloy Chevrolet in Winchester is looking for an Entry Level Automotive Service Technician to join our growing team! The right candidate will have an entry-level service technician background, with at least C level qualifications... 
    Entry level
    Hourly pay
    Local area
    Flexible hours

    Malloy Chevrolet of Winchester

    Winchester, VA
    4 days ago
  • $81.2k - $121.7k

     ...Technical Sales Representative As the industry leader in water technology, we're growing and need talented people like you to help us continue...  ...to ensure customer operations are performing at optimal levels. Actively sell and support Nalco Water innovations and technology... 
    Hourly pay
    Minimum wage
    Night shift

    Ecolab

    Winchester, VA
    1 day ago
  •  ...training Completion and maintenance of employee health requirements Other duties as assigned Qualifications Experience Industry: Entry Level Healthcare Minimum Qualification/Education Level: High school diploma or general education degree (GED). Flexibility to work on weekends... 
    Entry level
    Daily paid
    Shift work
    Weekend work

    Pediatrix

    Winchester, VA
    4 days ago
  •  ...Specialist - Part Time CROSSMARK is a leading sales and marketing services company in the...  ...selling, retail merchandising, store level marketing, and streamlining trade practices...  ...) Company-provided training (Ideal for entry-level or those looking to obtain new skills... 
    Entry level
    Weekly pay
    Extra income
    Permanent employment
    Part time
    Casual work
    Worldwide
    Monday to Friday
    Flexible hours

    CROSSMARK

    Winchester, VA
    1 day ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Entry Level Sales Representative. Be the first to apply!