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Remote Small Business Jobs in Madison, WI (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 ...

L3HHCM20

Principal, Business Development

Madison, WI · On-site +1

Remote Job Schedule: 9/80 As a Business Development Principal, you will have the exciting ... Partner engagement with industry peers and small business. Required Qualifications: * Bachelor ...

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All JobsSmall Business JobsRemote Small Business JobsRemote Small Business Jobs in Madison, WI

Remote Small Business information

See Madison, WI salary details

$60K

$87.9K

$120.9K

How much do remote small business jobs pay per year?

As of Aug 23, 2026, the average yearly pay for remote small business in Madison, WI is $87,915.00, according to ZipRecruiter salary data. Most workers in this role earn between $70,500.00 and $105,300.00 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 popular job titles related to Remote Small Business jobs in Madison, WI?

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

What job categories do people searching Remote Small Business jobs in Madison, WI look for?

The top searched job categories for Remote Small Business jobs in Madison, WI are:

What cities near Madison, WI are hiring for Remote Small Business jobs?

Cities near Madison, WI with the most Remote Small Business job openings:

Remote Small Business jobs near you
Infographic showing various Remote Small Business job openings in Madison, WI as of August 2026, with employment types broken down into 75% Full Time, 17% Part Time, 2% Temporary, and 6% Contract. Highlights an 100% Remote job distribution, with an average salary of $87,915 per year, or $42.3 per hour.

Tax Director/ Partner

Berndt CPA

Madison, WI • On-site, Remote

Full-time

Medical, Dental, Vision, Retirement

Re-posted 13 days ago

Job description

Make a difference. Empower clients. Lead the future of tax and tax advisory services.

Join Berndt CPA LLC as a strategic, client-centric Tax Director / Partner and help lead one of Wisconsin's top-rated tax advisory teams alongside our Chief Tax Officer.

Position Summary

The Tax Director / Partner will assist in managing the firm's tax planning, compliance, and strategy for a portfolio of businesses, while actively contributing to client growth, firm leadership, and mentoring. This leader collaborates closely with firm partners and executive stakeholders with extensive influence and autonomy.

Description of Duties

  • Provide oversight for all federal, state, local, and tax compliance and filings.
  • Design and implement tax planning strategies to legally minimize liability and support client profitability.
  • Represent clients during audits, tax controversies, and negotiations with tax authorities.
  • Consult on tax implications for business transactions, M&A, and structural decisions.
  • Supervise and develop a high-performing tax team, fostering technical growth.
  • Stay current with evolving tax laws and disseminate insights across the firm.
  • Enhance tax department efficiency through process improvements, SOPs, automation, and innovative technology adoption.
  • Actively engage in business development-contributing to RFPs, networking, and thought leadership.
  • Collaborate cross-functionally with accounting, payroll, and HR teams to deliver integrated client solutions.

Recommended Skills and Qualifications

  • CPA license (MST or JD/LLM in Taxation highly preferred).
  • 10–15 years of progressive tax experience, including leadership roles within public or corporate settings.
  • Proficient with tax software, research and analytics tools.
  • Strong strategic thinking, business acumen, and problem-solving capabilities.
  • Excellent communication and presentation skills for diverse audiences.
  • Leadership aptitude with a track record of mentoring and developing tax teams.
  • Business development experience: networking, proposals, and client engagement.
  • Commitment to ethics and compliance under Circular230 and professional standards.
  • Demonstrated proficiency with digital tax platforms and openness to emerging technologies, including AI-driven tools.

Best Practices for Success in This Role

  • Anticipate and translate tax implications into business insights aligned with goals.
  • Significant experience with business passthrough tax returns (S Corporations and Partnerships).
  • Significant experience with multi-state tax compliance for both business entities and high-net-worth individuals.
  • Working knowledge of estate and trust taxation preferred
  • Our firm does not perform any work for publicly traded companies.
  • Establish KPIs and SOPs to ensure quality and consistency in deliverables.
  • Cultivate deep, strategic relationships with clients and external advisors.
  • Champion process improvement via tech adoption, automation, and digital transformation.
  • Maintain high ethical standards and ensure material compliance across all practice areas.
  • Mentor team members and actively build the next generation of firm leaders.
  • Support business growth through thought leadership, events, speaking engagements, and referrals.
  • Lead periodic evaluations of tax strategy ROI, performance metrics, and improvement opportunities.

What We Offer

At Berndt CPA LLC, we support our team members in maintaining a healthy work-life balance. We provide a collaborative environment where professional growth is encouraged, and personal flexibility is respected. This position offers:

  • Competitive compensation and bonus program
  • Flex-time or full-time options with partial remote work available
  • Comprehensive benefits package (health, dental, vision, 401k match)
  • Supportive, people-first firm culture with regular team events
  • Professional development and career advancement opportunities
  • Paid time for community involvement and networking
  • Modern technology and tools in a collaborative environment

Awards And Recognition – Recent

  • 2026 - Top Work Places - Small Business - Wisconsin State Journal
  • 2025 – Top Work Places – Small Business – Wisconsin State Journal
  • 2025 – Best Places to Work – Small Business – Madison Magazine
  • 2025 – Best Accounting Firm to Work For – Accounting Today
  • 2024 – People's Choice Awards – Best Accounting Firm
  • 2024 – Top Work Places – Small Business – Wisconsin State Journal
  • 2024 – Best Places to Work – Small Business – Madison Magazine
  • 2024 – InBusiness Executive Choice Award – Accounting Firm
  • 2024 – Best Accounting Firm to Work For – Accounting Today

If you're ready to shape the future of a top-tier tax and tax advisory firm while growing your impact and leadership, we'd love to hear from you.

Apply