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Outside Sales Jobs in Rhinelander, WI (NOW HIRING)

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Retail Sales Associate

Pearson, WI · On-site

$65K - $75K/yr

Close sales by using phenomenal communication skills to fulfill customer needs with simple and ... Opportunities to engage with the community outside of the store to expand your loyal customer base ...

Retail Sales Associate

Pearson, WI · On-site

$65K - $75K/yr

Close sales by using phenomenal communication skills to fulfill customer needs with simple and ... Opportunities to engage with the community outside of the store to expand your loyal customer base ...

Retail Sales Associate

Pearson, WI · On-site

$65K - $75K/yr

Close sales by using phenomenal communication skills to fulfill customer needs with simple and ... Opportunities to engage with the community outside of the store to expand your loyal customer base ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... We do not hire candidates residing outside North America Responsibilities * Contact provided leads ...

Showing results 41-60

Outside Sales information

See Rhinelander, WI salary details

$29.3K

$76.3K

$161.7K

How much do outside sales jobs pay per year?

As of Aug 7, 2026, the average yearly pay for outside sales in Rhinelander, WI is $76,260.00, according to ZipRecruiter salary data. Most workers in this role earn between $51,300.00 and $87,900.00 per year, depending on experience, location, and employer.

How does an outside sales professional typically manage their schedule and territory to maximize productivity?

Outside Sales professionals often balance autonomy with structure by planning their days around client meetings, prospecting new leads, and follow-ups within a defined geographic territory. Effective time management and route planning are crucial for minimizing travel time and maximizing face-to-face interactions. Many companies provide CRM tools and mapping software to help sales reps organize visits and track customer interactions. Collaboration with inside sales teams and sales managers is also common to share insights and align on targets. Adapting to changes—like last-minute client requests or shifting priorities—is a regular part of the role, making flexibility and strong organizational skills essential.

What is the difference between Outside Sales vs Inside Sales?

AspectOutside SalesInside Sales
Work EnvironmentField-based, traveling to client locationsOffice-based, remote or in-office
Customer InteractionFace-to-face meetingsPhone, email, virtual meetings
Required SkillsStrong interpersonal skills, self-motivationCommunication skills, tech-savviness
Common CertificationsSales certifications, industry-specific licensesSales certifications, CRM training

Outside Sales involves traveling to meet clients face-to-face, focusing on building personal relationships and closing deals in the field. Inside Sales primarily operates from an office, using digital communication tools to reach clients remotely. Both roles require strong sales skills and industry knowledge, but differ mainly in work environment and interaction style.

What is outside sales?

Outside sales refers to the process of selling products or services by meeting clients and prospects in person, typically outside of a traditional office environment. Outside sales representatives often travel within a designated territory to meet potential customers, deliver presentations, and close sales deals. This role requires a high level of interpersonal skills, self-motivation, and the ability to build strong relationships with clients. It differs from inside sales, which is usually conducted remotely or over the phone. Success in outside sales often hinges on face-to-face interactions and relationship building.

What are the key skills and qualifications needed to thrive as an outside sales representative, and why are they important?

To thrive as an Outside Sales Representative, you need strong interpersonal skills, sales acumen, and often a background in business or a related field. Familiarity with CRM software, mobile sales tools, and sometimes a valid driver’s license are typically required. Outstanding communication, resilience, and self-motivation set top performers apart in this role. These skills and qualities are crucial for building client relationships, meeting sales targets, and adapting to a dynamic, field-based environment.

Is outside sales a good career?

Outside sales is a sales role that involves meeting clients and prospects in person, often requiring strong communication, negotiation, and self-motivation skills. It can offer high earning potential through commissions and bonuses, but also involves travel and variable schedules. Success in this career depends on individual sales ability and industry demand.
What are the most commonly searched types of Outside Sales jobs in Rhinelander, WI? The most popular types of Outside Sales jobs in Rhinelander, WI are:
What job categories do people searching Outside Sales jobs in Rhinelander, WI look for? The top searched job categories for Outside Sales jobs in Rhinelander, WI are:
What cities near Rhinelander, WI are hiring for Outside Sales jobs? Cities near Rhinelander, WI with the most Outside Sales job openings:
Infographic showing various Outside Sales job openings in Rhinelander, WI as of August 2026, with employment types broken down into 78% Full Time, 21% Part Time, and 1% Contract. Highlights an 82% Physical, 1% Hybrid, and 17% Remote job distribution, with an average salary of $76,260 per year, or $36.7 per hour.

Territory Sales Representative

Progressive Casualty Insurance Company

Rhinelander, WI • On-site

$90K - $105K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 2 days ago


Progressive Insurance rating

8.6

Company rating: 8.6 out of 10

Based on 595 frontline employees who took The Breakroom Quiz

88th of 303 rated insurance


Job description

Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun. Apply today and take the first step to Destination: Progress.
As aterritory sales representative, you'll be the face of Progressive for independent agencies. In this role, you'll meet with agents in your assigned territory to influence and advocate for increased utilization of Progressive's products and services. You'll tailor your agent meetings to create opportunities to benefit both Progressive and the agency. As an account sales representative, you'll manage the quality of the book of business and overcome objections to drive profitable growth within your territory. By becoming a trusted partner, you'll learn the agency's goals and how our products fit into those goals. You'll be provided a company vehicle, phone, laptop, and company credit card.
Territory: Northwest Wisconsin, covering Wausau, Eau Claire, Hudson, Superior and surrounding communities.
Home office location: Must live within the assigned territory; a central location within the territory is preferred.
Travel Requirements: Candidates must be able to occasionally travel to and meet with all agencies within this geographic area. Overnight travel will be required within the territory (approximately 3-4 times per month). Additional overnights may take place for agent meetings/conferences or team meetings outside of the assigned territory. In addition, overnight travel will be required to attend training in either Ohio or Florida.
Our interview process for this position will include at least one in-person interview, if you advance after the phone interview.
Must-have qualifications
  • High School diploma/GED equivalent or higher and a minimum of six years outside business to business sales experience or territory management experience.
  • {OR} Bachelor's degree or higher and a minimum of three years outside business to business sales experience or territory management experience.
  • This position requires compliance with Progressive's driving standards andor policy.
  • This position requires a valid driver's license and auto insurance.

Preferred skills
  • Outside business-to-business sales experience with a demonstrated ability to advocate, influence, and advance results and business outcomes
  • Ability to manage work and weekly schedule independently and efficiently- prior experience in a field-based role
  • Ability to use formal and informal networks to accomplish goals and review data sources
  • Proficient in Microsoft Office (i.e., Word, Excel, and PowerPoint)
  • Experience with a sales or customer relationship management tool (i.e., Salesforce)

Compensation
  • $90,000-$105,000/year
  • Gainshare annual cash incentive payment up to 30% of your eligible earnings based on company performance

Benefits
  • 401(k) with dollar-for-dollar company match up to 6%
  • Medical, dental & vision, including free preventative care
  • Wellness & mental health programs
  • Health care flexible spending accounts, health savings accounts, & life insurance
  • Paid time off, including volunteer time off
  • Paid & unpaid sick leave where applicable, as well as short & long-term disability
  • Parental & family leave; military leave & pay
  • Diverse, inclusive & welcoming culture with Employee Resource Groups
  • Career development & tuition assistance

Physical requirements and working conditions
The physical requirements and working conditions listed below are representative of those required on the job. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential duties and responsibilities.
  • May require lifting < 25 lbs.
  • Ability to work outdoors, including ability to tolerate extreme weather conditions.
  • Involves frequent driving.

Energage recognizes Progressive as a 2025 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.
Equal Opportunity Employer
Applicants must be authorized to work for any employer in the U.S. without the need or potential need, of current or future sponsorship for employment. Progressive does not hire candidates with (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role.
For ideas about how you might be able to protect yourself from job scams, visit our scam-awareness page at https://careers.progressive.com/pages/how-we-hire-faq-job-scams/
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