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Contract Sales Representative Jobs (NOW HIRING)

Contract Sales Representative (Lead Generation & Demo Scheduling) Location: U.S.-based (Remote) Contract Type: 1099 Contractor Duration: 6-8 week trial with potential transition to part-time or ...

Contract/PMA Sales Reps will be expected to review existing customer system information, as well as to conduct surveys of the life safety systems of potential new prospects. The most critical part of ...

The Contract/Preventative Maintenance Agreement (PMA) Sales Representative's task is to increase recurring service and monitoring sales for electronic and mechanical life safety systems such as fire ...

The Contract/Preventative Maintenance Agreement (PMA) Sales Representative's task is to increase recurring service and monitoring sales for electronic and mechanical life safety systems such as fire ...

The Contract Salesperson is responsible for maintaining relationships with assigned customers and ... The requirements listed represent the knowledge, skills, and abilities necessary for success in the ...

The Contract Sales Representative is responsible for maintaining relationships with customers. Individuals in this role identify new project opportunities, review plans and specifications, prepare ...

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Contract Sales Representative information

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$23K

$76.7K

$141.5K

How much do contract sales representative jobs pay per year?

As of Jun 28, 2026, the average yearly pay for contract sales representative in the United States is $76,681.00, according to ZipRecruiter salary data. Most workers in this role earn between $53,500.00 and $93,000.00 per year, depending on experience, location, and employer.

What is the difference between Contract Sales Representative vs Inside Sales Representative?

AspectContract Sales RepresentativeInside Sales Representative
CredentialsTypically requires sales experience, sometimes industry-specific certificationsOften requires similar sales experience, with or without certifications
Work EnvironmentWorks remotely or on-site, often on a contractual basisPrimarily works remotely or in office settings
Employer & Industry UsageHired by companies for temporary or project-based sales rolesEmployed by companies for ongoing sales activities

The main difference is that Contract Sales Representatives are hired on a temporary or project basis, often working remotely or on-site, while Inside Sales Representatives typically hold ongoing, full-time roles within the company. Both roles require similar sales skills and experience, but their employment terms and work arrangements differ.

Can you make $500,000 a year in sales?

Contract sales representatives can potentially earn $500,000 annually through high commissions and large sales volumes, especially in industries like technology or pharmaceuticals. Achieving this level typically requires extensive experience, strong negotiation skills, a robust client network, and often working with high-value contracts or accounts.

What is the highest paying sales rep job?

The highest paying sales representative roles are often in industries like technology, pharmaceuticals, and enterprise software, where top performers can earn over $200,000 annually including commissions and bonuses. Senior or specialized sales positions, such as enterprise account executives or sales directors, typically offer higher compensation due to the complexity and value of the sales involved.

Is SDR an entry level position?

A Sales Development Representative (SDR) is often considered an entry-level role in sales, focusing on lead generation and qualification. It typically requires minimal prior experience, making it suitable for those starting their sales careers, though some companies may prefer candidates with basic communication skills or familiarity with CRM tools.

What is a contract sales rep?

A contract sales representative is a sales professional hired on a temporary or project basis to sell products or services for a company. They typically work under a contract for a specified period, often focusing on specific sales targets and using skills such as communication and negotiation. This role may require knowledge of CRM tools and industry-specific regulations.

What are the key skills and qualifications needed to thrive as a Contract Sales Representative, and why are they important?

To thrive as a Contract Sales Representative, you need strong sales acumen, negotiation skills, and a thorough understanding of contract terms, often supported by a degree in business or a related field. Familiarity with customer relationship management (CRM) software, e-signature platforms, and sales analytics tools is typically required. Excellent interpersonal skills, resilience, and persuasive communication set top performers apart in this role. These capabilities are crucial for securing contracts, building lasting client relationships, and consistently meeting or exceeding sales targets.

What are Contract Sales Representatives?

Contract Sales Representatives are professionals hired on a contractual basis to sell products or services for a company. Unlike full-time employees, they typically work on temporary contracts and are often compensated through commissions or performance-based incentives. Their main responsibilities include identifying potential clients, negotiating sales agreements, and maintaining client relationships. They play a crucial role in expanding a company's customer base and driving revenue growth without being permanent staff members.

What are some common challenges faced by Contract Sales Representatives, and how can they overcome them?

Contract Sales Representatives often face challenges such as managing a high volume of client accounts, adapting to diverse client needs, and meeting sales targets within tight deadlines. Success in this role requires strong organizational skills, proactive communication, and the ability to quickly learn about different products or services. Building strong relationships with clients and collaborating closely with internal teams—such as marketing and customer service—can help overcome these challenges and drive consistent results.
More about Contract Sales Representative jobs
What cities are hiring for Contract Sales Representative jobs? Cities with the most Contract Sales Representative job openings:
What are the most commonly searched types of Sales Representative jobs? The most popular types of Sales Representative jobs are:
What states have the most Contract Sales Representative jobs? States with the most job openings for Contract Sales Representative jobs include:
Infographic showing various Contract Sales Representative job openings in the United States as of June 2026, with employment types broken down into 59% Full Time, 21% Part Time, 1% Temporary, and 19% Contract. Highlights an 72% Physical, 1% Hybrid, and 27% Remote job distribution, with an average salary of $76,681 per year, or $36.9 per hour.
Contract Sales Representative (Remote)

Contract Sales Representative (Remote)

Upswing

Durham, NC • Remote

Contractor

Posted 12 days ago


Job description

Job Title: Contract Sales Representative (Lead Generation & Demo Scheduling)

Location: U.S.-based (Remote)

Contract Type: 1099 Contractor

Duration: 6-8 week trial with potential transition to part-time or full-time role

Compensation: Hourly (via Upwork)

About Upswing

Upswing is an education technology company focused on improving student success and retention through engagement tools, academic support, and actionable insights. We partner with colleges, universities, and nonprofits to help empower students to achieve their goals.

Role Overview

We are seeking highly motivated Contract Sales Representatives to support our outreach efforts. In this role, you will be responsible for generating scheduled demos from a provided list of leads. You'll receive targeted sales training covering our messaging, buyer personas, product positioning, and outreach workflow.

This role is ideal for candidates who are self-starters, highly organized, and excited about contributing to a meaningful mission in higher education.

Responsibilities
  • Conduct outbound outreach (email, phone, LinkedIn) to a provided list of leads

  • Follow Upswing's sales messaging and outreach cadence

  • Schedule demos for the sales team using our calendar tools

  • Document all outreach activity and lead notes in the designated system

  • Participate in training sessions and weekly check-ins

  • Meet weekly KPIs related to demo generation and documentation completeness

Qualifications
  • Based in the United States

  • Experience in sales, lead generation, or outreach-focused roles preferred; experience in higher education or higher education sales a plus

  • Strong communication and organizational skills

  • Ability to follow structured processes and meet weekly targets

  • Reliable time management and responsiveness

  • Comfortable working remotely and independently

Advancement Opportunity

Contractors who excel during the 6-8 week trial period may be invited to transition into a part-time or full-time role such as Jr. Account Executive or Account Executive, with expanded responsibilities including full sales cycle management.

Employment Type: CONTRACTOR