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Remote Small Business Jobs in Wisconsin (NOW HIRING)

Berndt CPA

Tax Director/ Partner

Madison, WI · On-site +1

Flex-time or full-time options with partial remote work available * Comprehensive benefits package ... Places - Small Business - Wisconsin State Journal * 2025 - Top Work Places - Small Business ...

Berndt CPA

Outsourced Accounting Manager

Madison, WI · On-site +1

Flex-time or full-time options with partial remote work available, depending on the candidate ... Work Places - Small Business - Wisconsin State Journal * 2025 - Best Places to Work - Small ...

APR

Commercial Lines CSR

Stevens Point, WI · On-site +1

$65K - $100K/yr

... remote option, tailored for the exceptional candidate. Occasional office visits meld the best of both worlds. Your Role : As a guardian of our select small business clientele, you'll be the ...

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Remote Small Business information

See Wisconsin salary details

$60.1K

$88.1K

$121.1K

How much do remote small business jobs pay per year?

As of Sep 4, 2026, the average yearly pay for remote small business in Wisconsin is $88,066.00, according to ZipRecruiter salary data. Most workers in this role earn between $70,700.00 and $105,500.00 per year, depending on experience, location, and employer.

What is a remote small business?

A Remote Small Business job involves managing or working for a small business that operates primarily online or from a remote location. This can include roles in marketing, customer service, administration, sales, or even business ownership. Employees may work from home or other remote locations, communicating with clients and team members through digital tools. These jobs offer flexibility but often require strong self-discipline and time management skills.

What are the main challenges faced by owners or operators of a remote small business?

Owners of a Remote Small Business often encounter challenges such as time management, staying organized across multiple digital platforms, and maintaining consistent communication with remote clients or team members. Building trust and rapport virtually can be more difficult than in-person, requiring proactive outreach and follow-up. Additionally, remote business owners need to be vigilant about cybersecurity and data protection since most operations and transactions are conducted online. Learning to balance marketing, customer service, and daily operations while working remotely is essential for sustained success.

What are the key skills and qualifications needed to thrive in the remote small business position, and why are they important?

To thrive when operating a Remote Small Business, you need entrepreneurial skills, basic financial knowledge, digital marketing proficiency, and a solid understanding of online business operations. Familiarity with platforms like QuickBooks, e-commerce tools (such as Shopify or WooCommerce), and project management software is highly beneficial. Strong self-motivation, organizational skills, and the ability to communicate effectively with clients and team members remotely are crucial soft skills. These competencies enable you to efficiently manage business operations, maintain client relationships, and successfully grow your business from a remote environment.

What are the most commonly searched types of Small Business jobs in Wisconsin?

The most popular types of Small Business jobs in Wisconsin are:

What are popular job titles related to Remote Small Business jobs in Wisconsin?

For Remote Small Business jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Remote Small Business jobs in Wisconsin look for?

The top searched job categories for Remote Small Business jobs in Wisconsin are:

What cities in Wisconsin are hiring for Remote Small Business jobs?

Cities in Wisconsin with the most Remote Small Business job openings:

Remote Small Business jobs near you
Infographic showing various Remote Small Business job openings in Wisconsin as of August 2026, with employment types broken down into 84% Full Time, 14% Part Time, and 2% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $88,066 per year, or $42.3 per hour.

Remote Associate Broker, Small Business Insurance Growth

001 Brown & Brown, Inc

Madison, WI • Remote

Full-time

This job post has expired today. Applications are no longer accepted.

Job description

Bridge Specialty Group in Madison, Wisconsin is seeking an Associate Broker for the Small Business Unit (SBU) to support retention and growth of our environmental insurance practices. You will collaborate with insurance agents nationwide to deliver exceptional service, build strong client relationships, and provide technical guidance across carriers, clients, and partners. The role involves supporting renewals, new business opportunities, and ongoing account service while maintaining accurate

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