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Weekend Remote Technology Sales Jobs in Madison, WI

Pivot Bio

Territory Sales Manager - Heartland

Madison, WI · On-site +1

$77K - $96K/yr

... technology. Our first commercial product harnesses the power of naturally-occurring microbes ... Remote based - based upon territory supported. Travel Required This position will require travel 80 ...

FLS CONNECT LLC

TELEPHONE SALES REP - REMOTE

Madison, WI · On-site +1

$11 - $20/hr

Remote work from home Department: Fundraising Operations Reports To: Center Manager and Coach ... Any technology used to misrepresent an employee's natural voice or physical appearance during Zoom ...

FLS CONNECT LLC

TELEPHONE SALES REP - REMOTE

Madison, WI · Remote

$11 - $20/hr

Remote work from home Department: Fundraising Operations Reports To: Center Manager and Coach ... Any technology used to misrepresent an employee's natural voice or physical appearance during Zoom ...

Iff

Sales Representative

Madison, WI · On-site +1

The role is based in Midwest, United States (remote). We are also looking for this candidate to be ... Opportunity to work with cutting-edge sustainable technologies * Global organization with strong ...

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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:

Weekend Remote Technology Sales jobs near you

Remote Inside Sales Representative

Liberty Mutual

Madison, WI • On-site, Remote

$55K - $75K/yr

Full-time

Re-posted 28 days ago

Liberty Mutual rating

8.8

Company rating: 8.8 out of 10

Based on 161 frontline employees who took The Breakroom Quiz

47th of 310 rated insurance

Job description


Description
Apply Today – Training Classes Begin September and October 2026!
 
Are you ready to launch a rewarding career in insurance sales? We’re seeking motivated, people-focused individuals to join our Inside Sales Representative team. Secure your spot early for our upcoming 2026 training cohorts and take the first step toward a meaningful, growth‑oriented role.
 

Key Date:

  • Unlicensed Class: September 21, 2026
  • Licensed Class: October 5, 2026
Start your journey with us and build a career where your talent and passion for helping others truly make an impact.
 

As an Inside Sales Representative at Liberty Mutual, you’ll have the tools, training and support you need to succeed from day one.

Plus, you’ll enjoy:

  • Generous earning potential
  • Paid licensing and training opportunities
  • Comprehensive benefits
  • Flexible work arrangements
  • Strong work-life balance
  • And more!

Why Liberty Mutual? 

Pay Details:

  • Starting base salary is $45K with opportunity for growth.
  • Average earnings range from $55K-$75K through a combination of base salary and generous commission.
  • Top Performing Agents in their second year and onward, can earn up to $85k+.

We are currently hiring quality Inbound sales professionals in the following states: AR, AZ, FL, IA, ID, IN, KS, LA, MA, MD, ME, MI, MN, MO, NC, NE, NH, NJ, NM, NV, NY, OH, OR, PA, SC, TX, UT, VA, WA, WI, and WV

*Licensed only candidates based in ID, MT, WY, GA, TN, AL, OK, KS and KY Applicants must reside within these specified locations to be considered for this role.*

Positivity. Flexibility. Determination and a persuasive personality. Qualities like these cannot be taught. But they can be sharpened, strengthened, and appropriately compensated when you join Liberty Mutual Insurance as a part of our Contact Center Sales Organization. Bring your unique sales talent to our Fortune 100 company and receive paid-training, licensing in all 50 states, and a dynamic role that directs only warm leads your way (no cold calls) – because we believe in supporting your success, not holding it back. Join our sales team and realize the rewards of a career with unlimited earning potential, generous commissions, and a portfolio of benefits that start on day one.

Job Details

As an Inside Sales Agent you will be handling inbound calls and warm leads, consulting with customers on their insurance needs and match the correct coverages, products, and benefits to convert sales leads into policyholders. 

You’d be a great fit if you are:  

A Passionate Seller: When a lead comes in, you skillfully pick up the phone and use your sales expertise to turn prospects into happy, confident Liberty Mutual policyholders.  

A Front Lines Liaison: You rise to the role of representing the Liberty brand, you believe in what you’re selling, and you enjoy connecting customers to the right products for their individual needs. 

A Reliable Teammate: Whether you work at the office or from home, you adapt well to different environments, schedules, and the varying needs of our policyholders. 

A Customer-Centric Closer: While sales is in your title, integrity is in your nature. That means you sincerely care that our customers get exactly the quality products and services they need to embrace today and confidently pursue tomorrow. 

Position Details:

From day one you will begin paid training in a remote work environment. All insurance representatives need to hold a Property & Casualty Insurance license. If you do not have one, no worries, paid training also includes licensing!

  • Training extends over a period of 16 weeks for licensed hires and 18 weeks for unlicensed hires.
  • Comprehensive medical benefits from Day 1.
  • No cold calls, all incoming warm leads.
  • Opportunities for rewards and recognition.

  • Must be available to work a schedule of 4 weekdays and 1 weekend day. Shift options are 11:30-8pm EST, 12:30-9pm EST, or 1:30-10 EST. This schedule can be expected for a

    minimum of 6 months before consideration for another shift.

  • All computer equipment is provided. You must be able to maintain department. Work at home (W@H) requirements which include a professional workspace/room with a dedicated desk and wired (cable, fiber of DSL service) high-speed internet connection with a minimum 100 MBps download speed and 20 MBps upload speed. Liberty Mutual does not support satellite and mobile internet services.
Qualifications
  • 2-3 years sales experience preferred. 2 years of sales/service-related work experience required.
  • Strong, engaging interpersonal and persuasion skills needed to close sales
  • Ability to communicate well to both prospects and customers
  • Excellent analytical, decision-making and organizational skills
  • Strong typing capabilities and PC proficiency
  • Property and Casualty License required after hire.
About Us

Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role. 

At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve.

We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. To learn more about our benefit offerings please visit: https://www.libertymutualgroup.com/about-lm/careers/benefits 
  
Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.  
  
Fair Chance Notices  

  • California 
  • Los Angeles Incorporated 
  • Los Angeles Unincorporated 
  • Philadelphia 
  • San Francisco 

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About Liberty Mutual

Sourced by ZipRecruiter

Since 1912, we've grown into the fifth largest global property and casualty insurer based on 2022 gross written premium. We also rank 86 on the Fortune 100 list of largest corporations in the US based on 2022 revenue. ​At Liberty Mutual Insurance we work hard every day to support our customers and our people, so they can protect their families, build their businesses and invest in their futures. We are headquartered in Boston, but our people, our customers and our reach span the globe. So to better serve our global customers and employees, we are organized into three business units.

Industry

Insurance services

Company size

10,000+ Employees

Headquarters location

Boston, MA, US

Social media

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