Winterfell and Company logo

Remote Sales Representative – Warm Leads, Fast-Track Career Growth, Unlimited Earning Potential

Winterfell and Company
Full-time
Remote
Worldwide

πŸ“Œ Core Information

πŸ”Ή Job Title: Remote Sales Representative – Warm Leads, Fast-Track Career Growth, Unlimited Earning Potential

πŸ”Ή Company: Winterfell and Company

πŸ”Ή Location: Umatilla, Oregon, United States

πŸ”Ή Job Type: Full-Time, Contractor

πŸ”Ή Category: Sales

πŸ”Ή Date Posted: April 9, 2025

πŸ”Ή Experience Level: Entry Level (0-2 years)

πŸ”Ή Remote Status: Remote Solely

πŸš€ Job Overview

Key aspects of this role include:

  • Working remotely with warm leads, no cold outreach required
  • Unlimited earning potential, with first-year reps often earning over $150K
  • Comprehensive training and ongoing mentorship
  • Exclusive perks such as bonuses, daily commission payouts, and all-expense-paid incentive trips

ASSUMPTION: The company is looking for self-motivated individuals who can thrive in an independent, remote environment and excel at building relationships with clients.

πŸ“‹ Key Responsibilities

βœ… Build client relationships through professional communication

βœ… Conduct virtual presentations to showcase financial products

βœ… Close deals with warm, pre-qualified leads and exceed sales goals

βœ… Maintain accurate records for smooth follow-ups

ASSUMPTION: The role involves a high level of autonomy and requires strong communication and sales skills.

🎯 Required Qualifications

Education: No specific degree required, but a high school diploma or equivalent is preferred

Experience: Entry-level position, with no specific experience required

Required Skills:

  • Self-motivation and ability to thrive in a remote environment
  • Strong relationship-building skills
  • Positive and driven attitude
  • Professional communication skills

Preferred Skills:

  • Previous sales experience
  • Familiarity with financial products

ASSUMPTION: The ideal candidate should be highly motivated, relationship-driven, and comfortable working independently.

πŸ’° Compensation & Benefits

Salary Range: $300,000+ per year, with first-year reps often earning over $150K

Benefits:

  • Remote flexibility
  • High-quality leads
  • Comprehensive support
  • Healthcare options (medical, dental, and life insurance)

Working Hours: Full-time, with a flexible schedule

ASSUMPTION: The salary range is an estimate based on the company's claim that first-year reps often earn over $150K and the potential to reach $300K by year three.

πŸ“Œ Applicant Insights

πŸ” Company Context

Industry: Financial Services. Winterfell and Company specializes in providing financial guidance and support to help clients understand and manage their financial world with assurance and precision.

Company Size: 2-10 employees. Small companies like this often offer more personal attention and growth opportunities but may have less job security.

Founded: The company's founding date is not specified, but it has been featured on the Inc. 5000 list for six consecutive years, indicating rapid growth and success.

Company Description:

  • Winterfell and Company is committed to providing personalized financial planning and guidance
  • The company offers a range of high-quality financial products, including Indexed Universal Life (IUL), annuities, and life insurance
  • Winterfell and Company prides itself on the expertise of its seasoned advisors and a tailored approach to financial planning

Company Specialties:

  • Financial Services
  • Financial Planning
  • Investment Products

Company Website: http://winterfellandco.com

ASSUMPTION: Winterfell and Company is a growing, customer-focused financial services firm that values personalized attention and expertise in financial planning.

πŸ“Š Role Analysis

Career Level: Entry Level. This role is ideal for recent graduates or career changers looking to break into the sales industry.

Reporting Structure: As a remote sales representative, you will report directly to the company's sales management team.

Work Arrangement: Remote Solely. This role offers complete flexibility to work from anywhere.

Growth Opportunities:

  • Fast-track career growth, with the potential to reach $300K by year three
  • Access to comprehensive training and ongoing mentorship
  • Opportunities to attend all-expense-paid incentive trips

ASSUMPTION: Winterfell and Company provides ample opportunities for growth and development, with a focus on helping employees succeed in their careers.

🌍 Location & Work Environment

Office Type: Remote. There is no physical office for this role, and all work is conducted from home or another remote location.

Office Location(s): Umatilla, Oregon. However, this role can be performed from anywhere in the United States.

Geographic Context:

  • Umatilla is a small city in northeastern Oregon, with a population of approximately 7,000 people
  • The city is located near the Columbia River and offers outdoor recreational opportunities such as fishing, hunting, and hiking
  • Umatilla has a semi-arid climate, with hot summers and cold winters

Work Schedule: Full-time, with a flexible schedule. The work arrangement allows for complete flexibility to create your own schedule.

ASSUMPTION: The remote work environment offers a high degree of flexibility and autonomy, but it also requires strong self-motivation and time management skills.

πŸ’Ό Interview & Application Insights

Typical Process:

  • Online application submission
  • Phone or video screen with the hiring manager
  • In-depth interview with the sales management team
  • Background check and reference verification
  • Job offer and onboarding

Key Assessment Areas:

  • Sales skills and experience
  • Communication and interpersonal skills
  • Motivation and drive
  • Adaptability to a remote work environment

Application Tips:

  • Highlight your self-motivation and ability to thrive in a remote environment
  • Demonstrate your relationship-building skills and positive attitude
  • Tailor your resume and cover letter to emphasize your sales experience and relevant skills
  • Prepare for behavioral interview questions that focus on your sales experience and ability to work independently

ATS Keywords: Sales, remote, warm leads, fast-track career growth, unlimited earning potential, professional communication, virtual presentations, sales closing, documentation

ASSUMPTION: The application process for this role is likely to be competitive, and applicants should highlight their relevant skills and experiences to increase their chances of success.

πŸ› οΈ Tools & Technologies

  • CRM software (e.g., Salesforce, HubSpot)
  • Video conferencing tools (e.g., Zoom, Google Meet)
  • Sales enablement tools (e.g., Seismic, Showpad)

ASSUMPTION: The specific tools and technologies used by Winterfell and Company may vary, but they are likely to include industry-standard sales and communication platforms.

πŸ‘” Cultural Fit Considerations

Company Values:

  • Expertise: Winterfell and Company prides itself on the knowledge and experience of its seasoned advisors
  • Personalization: The company offers tailored financial planning and guidance to meet the unique needs of each client
  • Integrity: Winterfell and Company is committed to providing honest and ethical financial advice and services

Work Style:

  • Independent: This role requires strong self-motivation and the ability to work independently
  • Relationship-driven: Winterfell and Company values the ability to build and maintain strong client relationships
  • Positive: The company seeks individuals with a positive and driven attitude who can thrive in a remote environment

Self-Assessment Questions:

  • Do you have strong self-motivation and the ability to thrive in an independent, remote environment?
  • Are you skilled at building and maintaining strong client relationships?
  • Do you have a positive and driven attitude, and are you comfortable working in a remote setting?

ASSUMPTION: Winterfell and Company values individuals who are self-motivated, relationship-driven, and positive, with a strong work ethic and the ability to thrive in a remote environment.

⚠️ Potential Challenges

  • Working remotely can be isolating and may require strong self-discipline and time management skills
  • The role involves a high level of autonomy and may require additional effort to stay motivated and on track
  • The sales industry can be competitive and challenging, with the potential for rejection and setbacks
  • The company's small size may limit job security and growth opportunities compared to larger organizations

ASSUMPTION: While Winterfell and Company offers numerous benefits and opportunities for growth, applicants should be aware of the potential challenges associated with remote work and the sales industry.

πŸ“ˆ Similar Roles Comparison

  • This role differs from traditional sales positions in that it offers warm leads, eliminating the need for cold outreach
  • Winterfell and Company is a growing, customer-focused financial services firm that values personalized attention and expertise in financial planning
  • This role offers fast-track career growth and unlimited earning potential, with first-year reps often earning over $150K

ASSUMPTION: Applicants should consider the unique aspects of this role, such as the warm leads and fast-track career growth, when comparing it to other sales positions.

πŸ“ Sample Projects

  • Developing and implementing a sales strategy to exceed monthly and quarterly sales targets
  • Building and maintaining strong client relationships through professional communication and regular check-ins
  • Conducting virtual presentations to showcase financial products and close deals with warm, pre-qualified leads

ASSUMPTION: These sample projects are based on the core responsibilities listed in the job description and provide a sense of the day-to-day tasks involved in this role.

❓ Key Questions to Ask During Interview

  • What is the typical career path for a sales representative at Winterfell and Company?
  • How does the company support the growth and development of its sales team?
  • What are the most important qualities and skills for success in this role?
  • How does the company measure and evaluate the performance of its sales representatives?
  • What are the biggest challenges facing the sales team, and how can this role help address them?

ASSUMPTION: These interview questions are designed to help applicants better understand the role, the company, and the expectations for success in this position.

πŸ“Œ Next Steps for Applicants

To apply for this position:

  • Submit your application through this link
  • Tailor your resume and cover letter to highlight your self-motivation, relationship-building skills, and positive attitude
  • Prepare for behavioral interview questions that focus on your sales experience and ability to work independently
  • Follow up with the hiring manager one week after submitting your application to express your interest in the role

⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.