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Remote Sales Rep ~ Jobs in Madison, WI (NOW HIRING)

LPi

Territory Sales Representative

Madison, WI · Remote

$60K - $65K/yr

Territory Sales Representative * Compensation: Base salary $42,250 + uncapped commission (typical first‑year earnings $60,000-$65,000 * Most established representatives earn between $80,000 and $90 ...

Iff

Sales Representative

Madison, WI · On-site +1

Job Summary Are you ready to take your sales career to the next level while shaping the future of ... The role is based in Midwest, United States (remote). We are also looking for this candidate to be ...

The Edelson Agency

Remote Sales Opportunity

Madison, WI · Remote

$70K - $90K/yr

The Edelson Agency is looking for individuals interested in working remotely as sales representatives. We are looking for business partners, not just sales agents. Performance based income, base pay ...

The Edelson Agency

Remote Sales Opportunity

Madison, WI · On-site +1

$70K - $90K/yr

The Edelson Agency is looking for individuals interested in working remotely as sales representatives. We are looking for business partners, not just sales agents. Performance based income, base pay ...

The Edelson Agency

Remote Sales Opportunity

Madison, WI · On-site +1

$70K - $90K/yr

The Edelson Agency is looking for individuals interested in working remotely as sales representatives. We are looking for business partners, not just sales agents. Performance based income, base pay ...

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All JobsSales Rep ~ JobsRemote Sales Rep ~ JobsRemote Sales Rep ~ Jobs in Madison, WI

Remote Sales Rep information

See Madison, WI salary details

$23.2K

$77.3K

$142.6K

How much do remote sales rep ~ jobs pay per year?

As of Sep 8, 2026, the average yearly pay for remote sales rep ~ in Madison, WI is $77,266.00, according to ZipRecruiter salary data. Most workers in this role earn between $53,900.00 and $93,700.00 per year, depending on experience, location, and employer.

What is a remote sales rep ~?

A Remote Sales Rep is responsible for selling products or services while working outside of a traditional office setting, usually from home. The job involves reaching out to potential customers, building relationships, and closing sales through phone calls, emails, and virtual meetings. Successful remote sales reps must be self-motivated, have strong communication skills, and be comfortable using digital tools to manage leads and track progress. This role often offers flexibility in work hours and location, making it ideal for independent, goal-driven individuals.

What are the key skills and qualifications needed to thrive as a remote sales rep ~?

To thrive as a Remote Sales Rep, you need strong communication, negotiation, and customer relationship management skills, often supported by a background in sales or business and a proven track record of meeting targets. Familiarity with CRM platforms like Salesforce or HubSpot, as well as proficiency in video conferencing and email outreach tools, is typically required. Exceptional self-motivation, time management, and problem-solving abilities help individuals excel in this remote environment. These skills are crucial for building client trust, closing deals, and consistently achieving sales goals while working independently.

What are some common challenges faced by remote sales reps ~, and how can they be addressed?

One common challenge for Remote Sales Reps is maintaining consistent communication and engagement with prospects and clients without the benefit of in-person meetings. Staying motivated and organized while working independently can also be demanding, as there are fewer immediate touchpoints with managers or team members. To address these challenges, it's important to establish a structured daily routine, leverage collaborative tools for regular check-ins, and actively participate in virtual team meetings. Successful reps also set clear goals for themselves and use CRM systems to track and nurture leads efficiently.

Can a remote sales representative work remotely?

Yes, a remote sales representative typically works remotely, using digital communication tools like email, phone, and video conferencing to connect with clients and manage sales activities. Many companies offer flexible or fully remote positions for sales roles, provided the employee has a suitable home office setup and strong communication skills.

How much do remote sales representatives make?

Remote sales representatives typically earn an average annual salary ranging from $40,000 to $70,000, with top performers earning over $100,000 including commissions and bonuses. Compensation often depends on experience, industry, sales skills, and the company's commission structure.

What are the most commonly searched types of Sales Rep ~ jobs in Madison, WI?

The most popular types of Sales Rep ~ jobs in Madison, WI are:

What are popular job titles related to Remote Sales Rep ~ jobs in Madison, WI?

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

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

The top searched job categories for Remote Sales Rep ~ jobs in Madison, WI are:

What cities near Madison, WI are hiring for Remote Sales Rep ~ jobs?

Cities near Madison, WI with the most Remote Sales Rep ~ job openings:

Remote Sales Rep jobs near you
Infographic showing various Remote Sales Rep ~ job openings in Madison, WI as of September 2026, with employment types broken down into 76% Full Time, 23% Part Time, and 1% Contract. Highlights an 82% Physical, 1% Hybrid, and 17% Remote job distribution, with an average salary of $77,266 per year, or $37.1 per hour.

Territory Sales Representative

Madison, WI • Remote

LPi
See more jobs at LPiexternal

$60K - $65K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 14 days ago

Job description

Territory Sales Representative
  • Compensation: Base salary $42,250 + uncapped commission (typical first‑year earnings $60,000–$65,000
  • Most established representatives earn between $80,000 and $90,000 annually. In high‑performing territories, top representatives can earn more than $100,000 per year.
  • Eligible to earn up to an additional $5,000 through our Fast Track Bonus program by achieving new hire sales milestones.
  • Work Environment: Field‑based with home office
  • Travel: Approximately 25% overnight travel
About the Role
The Territory Sales Rep sells digital and print advertising solutions to small and medium‑sized businesses within an assigned territory. This role focuses on outbound prospecting, developing new business, and managing a sales pipeline from initial contact through close. You will work directly with local organizations and business owners to help them promote their services and engage their communities.
Key Responsibilities
  • Sell digital and print advertising solutions to small and medium‑sized businesses
  • Conduct outbound prospecting, phone outreach, and relationship‑building activities
  • Build and manage a sales pipeline in Salesforce
  • Develop and maintain strong customer relationships with LPi accounts
  • Identify opportunities for account growth
  • Manage the full sales process from initial contact through closing
  • Use company‑provided technology, tools, and training to achieve performance goals
Qualifications
  • Comfortable with outbound prospecting and high‑volume sales activity
  • Strong relationship‑building and communication skills
  • Resilient, persistent, and goal‑oriented
  • Strong time‑management and organizational skills
  • Able to work independently within an assigned territory
  • Track record of meeting or exceeding performance goals
Benefits
  • Benefits eligibility beginning the first of the month following employment
  • Employee bonus program (up to $1,500 annually)
  • Comprehensive onboarding and ongoing development
  • Medical, Dental, and Vision Insurance
  • Dependent Care FSA
  • Company‑paid Short‑Term Disability and Life Insurance
  • Paid Parental Leave
  • 401(k) with company match
  • Paid vacation, holidays, and birthday time off
  • Paid community service hours and matching donation program
About LPi
LPi has partnered with churches, nonprofits, and community organizations for more than 50 years to provide print and digital communication solutions. We are committed to innovation, customer service, and creating meaningful opportunities for our employees. Visit our website to learn more: https://www.4lpi.com/
LPi is an Equal Opportunity Employer.
#JT4LPI

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