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Weekend Remote Technology Sales Jobs in Madison, WI

We're looking for driven individuals to join our team as Sales Representatives in a fully remote, flexible role that provides significant financial growth opportunities. Key Responsibilities:

We're looking for driven individuals to join our team as Sales Representatives in a fully remote, flexible role that provides significant financial growth opportunities. Key Responsibilities:

We're looking for driven individuals to join our team as Sales Representatives in a fully remote, flexible role that provides significant financial growth opportunities. Key Responsibilities:

We're looking for driven individuals to join our team as Sales Representatives in a fully remote, flexible role that provides significant financial growth opportunities. Key Responsibilities:

We're looking for driven individuals to join our team as Sales Representatives in a fully remote, flexible role that provides significant financial growth opportunities. Key Responsibilities:

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 ...

Inside Sales Representative (REMOTE)

Madison, WI · On-site +1

$33.65 - $43.27/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Sales Team located in Fargo, ND and will be a fully remote role. In this role, you will have the ... Together, we'll accelerate the real-life impact of tomorrow's science and technology. We partner ...

Inside Sales Representative (REMOTE)

Madison, WI · On-site +1

$33.65 - $43.27/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... Sales Team located in Fargo, ND and will be a fully remote role. In this role, you will have the ... Together, we'll accelerate the real-life impact of tomorrow's science and technology. We partner ...

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Showing results 1-20

Weekend Remote Technology Sales information

See Madison, WI salary details

$11

$21

$46

How much do weekend remote technology sales jobs pay per hour?

As of Aug 19, 2026, the average hourly pay for weekend remote technology sales in Madison, WI is $21.07, according to ZipRecruiter salary data. Most workers in this role earn between $15.00 and $23.27 per hour, depending on experience, location, and employer.

What is a weekend remote technology sales professional?

A Weekend Remote Technology Sales job involves selling technology products or services—such as software, hardware, or IT solutions—while working remotely during weekends. Professionals in this role engage with potential customers through calls, emails, or virtual meetings, understanding their needs and recommending suitable tech solutions. The remote aspect allows flexibility in work location, while weekend hours cater to clients or companies needing extended sales coverage. Success in this role typically requires strong communication skills, sales experience, and technical knowledge related to the products being sold.

What are the key skills and qualifications needed to thrive as a weekend remote technology sales professional?

To thrive as a Weekend Remote Technology Sales professional, you need a strong understanding of technology products, sales techniques, and customer relationship management, typically supported by sales experience or relevant certifications. Familiarity with CRM software, virtual meeting platforms, and digital sales tools is crucial for managing leads and closing deals remotely. Outstanding communication, self-motivation, and resilience are key soft skills that help you build rapport and overcome challenges in a remote setting. These skills and qualifications are vital for effectively engaging customers and driving sales performance in a competitive, technology-driven market.

How does working remotely on weekends in technology sales impact team collaboration and client communication?

In a weekend remote technology sales role, you’ll often coordinate with team members and clients who may operate on varied schedules. Most teams use collaboration tools like Slack, Zoom, or CRM platforms to stay connected and ensure seamless communication. While direct, real-time interactions may be less frequent during weekends, clear documentation and prompt follow-ups are essential to maintain momentum with leads and projects. Flexibility and strong self-management skills help you stay aligned with team goals and provide timely responses to clients, ensuring sales processes run smoothly even outside traditional hours.

What is the difference between Weekend Remote Technology Sales vs Weekend Remote Technical Support?

AspectWeekend Remote Technology SalesWeekend Remote Technical Support
Required CredentialsSales experience, knowledge of tech products, communication skillsTechnical knowledge, troubleshooting skills, customer service experience
Work EnvironmentRemote, sales-focused, client interactionRemote, technical problem-solving, customer assistance
Employer & Industry UsageTech companies, software providers, hardware vendorsIT service providers, tech support centers, software companies

Weekend Remote Technology Sales involves selling tech products or services remotely during weekends, focusing on client engagement and closing deals. In contrast, Weekend Remote Technical Support centers on assisting customers with technical issues remotely, providing troubleshooting and solutions. Both roles are remote and require tech knowledge, but their primary focus differs—sales versus technical support.

What are popular job titles related to Weekend Remote Technology Sales jobs in Madison, WI?

For Weekend Remote Technology Sales jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Weekend Remote Technology Sales jobs in Madison, WI look for?

The top searched job categories for Weekend Remote Technology Sales jobs in Madison, WI are:

Benefits Sales Representative - Work from Home

Deley Organization

Madison, WI • Remote

$69K - $150K/yr

Full-time

Medical, Life

Posted 20 hours ago

Posted today


Job description

Sales representative

Build a career - not just another sales job. Looking for an opportunity where your effort directly impacts your income and your future?

We're seeking motivated individuals who are ready to build a long-term career in sales. Whether you're just getting started or looking for a fresh opportunity, we'll provide the training, mentorship, and support you need to succeed.

No industry experience? That's okay. We have a proven training program that teaches you everything you need to know, along with ongoing coaching from experienced leaders who are invested in your success.

What you'll do

As a sales representative, you'll work directly with clients to help them understand and enroll in benefit programs that fit their needs. You'll receive qualified leads, follow a proven sales process, and continue developing your communication and leadership skills through ongoing coaching.

  • Meet with clients virtually to review benefit options
  • Build trust and provide exceptional customer service
  • Follow up with prospective clients
  • Learn and apply our proven sales process
  • Participate in ongoing training and professional development
  • Work toward individual and team performance goals

What we offer

  • Weekly pay
  • Performance-based bonuses
  • Uncapped earning potential
  • Comprehensive paid training
  • One-on-one mentorship
  • Clear opportunities for advancement
  • Company-sponsored incentive trips
  • Health and life insurance benefits
  • Industry-leading technology and sales tools
  • Ongoing coaching from top-performing leaders
  • Recognition programs that reward performance
  • Flexible work environment

What we're looking for

  • Strong communication skills
  • Positive attitude
  • Self-motivated and dependable
  • Coachable with a willingness to learn
  • Customer-focused mindset
  • Comfortable using technology
  • Sales or customer service experience is a plus, but not required

Why join our team

We believe in promoting from within and providing every team member with the tools to succeed. You'll receive hands-on training, ongoing mentorship, and a clear path for career advancement based on performance - not seniority. Whether your goal is to earn a strong income, develop leadership skills, or build a long-term career, you'll have the support and resources to make it happen.