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Remote Strategy Jobs in Milwaukee, WI (NOW HIRING)

Art Director (Remote - Wisconsin)

Milwaukee, WI · On-site +1

$119K - $125K/yr

Remote - Wisconsin residents (minimal travel required) Do you have expertise in digital and print ... Translate conceptual and strategic business ideas into striking design solutions and unforgettable ...

Art Director (Remote - Wisconsin)

Milwaukee, WI · Remote

$119K - $125K/yr

Remote - Wisconsin residents (minimal travel required) Do you have expertise in digital and print ... Translate conceptual and strategic business ideas into striking design solutions and unforgettable ...

Showing results 41-60

Remote Strategy information

See Milwaukee, WI salary details

$53.2K

$99.4K

$147.8K

How much do remote strategy jobs pay per year?

As of Aug 15, 2026, the average yearly pay for remote strategy in Milwaukee, WI is $99,407.00, according to ZipRecruiter salary data. Most workers in this role earn between $65,500.00 and $133,000.00 per year, depending on experience, location, and employer.

What are the main challenges faced in a remote strategy role, and how can they be addressed?

Professionals in Remote Strategy roles may encounter challenges such as navigating cross-departmental alignment while working virtually, time zone differences, and maintaining clear and consistent communication with stakeholders. To overcome these, it’s important to leverage digital collaboration tools, establish regular check-ins, and set transparent goals and expectations. Building strong relationships virtually and proactively seeking feedback can also help bridge gaps caused by remote work. By staying organized and fostering open communication, remote strategists can effectively contribute to their teams and drive strategic initiatives forward.

What is a remote strategy?

A Remote Strategy job focuses on developing and implementing plans that optimize remote work environments. Professionals in this role analyze business needs, create policies, and leverage technology to enhance collaboration and productivity for remote teams. They work closely with leadership to align remote work strategies with company goals, ensuring efficiency and employee engagement. This role often involves managing remote work infrastructure, communication tools, and workflow improvements.

What skills and qualifications are needed for a remote strategy?

To excel in a Remote Strategy role, a strong background in business strategy, data analysis, and project management is typically required, often supported by a relevant bachelor's or master's degree. Familiarity with collaboration tools (such as Slack, Trello, or Asana), data visualization platforms, and strategic planning software is highly beneficial. Outstanding communication, self-motivation, and adaptability are key soft skills for effectively influencing teams and driving initiatives remotely. These abilities are essential for making data-driven recommendations, leading cross-functional projects, and ensuring successful outcomes in a distributed work environment.

What are the most commonly searched types of Strategy jobs in Milwaukee, WI?

The most popular types of Strategy jobs in Milwaukee, WI are:

What are popular job titles related to Remote Strategy jobs in Milwaukee, WI?

For Remote Strategy jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Remote Strategy jobs in Milwaukee, WI look for?

The top searched job categories for Remote Strategy jobs in Milwaukee, WI are:

What cities near Milwaukee, WI are hiring for Remote Strategy jobs?

Cities near Milwaukee, WI with the most Remote Strategy job openings:

Infographic showing various Remote Strategy job openings in Milwaukee, WI as of August 2026, with employment types broken down into 1% Internship, 88% Full Time, 7% Part Time, and 4% Contract. Highlights an 84% Physical, 4% Hybrid, and 12% Remote job distribution, with an average salary of $99,407 per year, or $47.8 per hour.

Inside Sales Rep - Advertising Account Executive (Remote)

Guide Book Publishing

Kenosha, WI • Remote

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 23 days ago


Job description

Location: Remote Job Type: Full-Time Compensation: Draw + Lucrative Commission + Performance Incentives

The Opportunity

Are you a self-motivated "hunter" who thrives on variety? Guide Book Publishing, an industry leader since 1991, is looking for a strategic Advertising Account Executive. Unlike traditional sales roles where you call the same list for years, our team moves to a new assignment every 2-3 weeks, helping local businesses across 24 states reach "micro-communities" through high-quality direct-mail advertising.

How it Works

  • The Workflow: You’ll switch assignments frequently, focusing on businesses within a 3-5 mile radius of a specific congregation or community center.
  • The Method: 70% of your time is spent on high-energy outreach (phone, email, and video meetings); 20% on market research; and 10% on contract execution.
  • The Flexibility: This is a remote role, but does require getting your materials back to the Post Office to return to the Home Office.

Key Responsibilities

  • New Business Development: Identify and close new advertising partnerships to meet production goals.
  • Consultative Sales: Educate local business owners on the ROI of being featured in our community guides and directories.
  • Relationship Management: Act as the primary liaison between your clients and our operations staff to ensure an excellent experience.
  • Account Growth: Nurture and maintain large-scale accounts within your metro area.
  • Administrative Precision: Manage contracts and paperwork accurately and return assignment materials via USPS upon completion.

Compensation & Benefits

We offer a structure that rewards high performers and provides security through a comprehensive benefits package via ADP TotalSource.

  • Draw & Commission: Payroll is based on "Cash In" from sales, with a Draw program available to stabilize income as you build your funnel.
  • Performance Bonuses: Additional incentive pay for hitting Assignment, Monthly, Quarterly, and Annual targets.
  • Benefits:
    • Health, Dental, and Vision Insurance
    • 401(k) with Company Match
    • Life Insurance
    • Paid Time Off (PTO)

Qualifications

  • Experience: 1-2 years of sales experience preferred (or equivalent education).
  • Mindset: A self-starter who can manage their own schedule without being micromanaged.
  • Skills: Proficient in Excel, scanning, email, and PDF management. Strong ability to calculate discounts and commissions accurately.
  • Communication: Persuasive verbal skills and clear, professional written communication.
  • Requirements: Valid Driver’s License and Auto Insurance.

Why Guide Book Publishing?

We serve the communication needs of over 800 micro-communities. If you are looking for a role that balances the freedom of remote work with the fast-paced nature of community-based sales, we want to talk to you.

Physical Demands and Work Environment:

  • Requires Valid Driver’s License and Auto Insurance
  • Frequently required to sit and utilize a keyboard and phone.

The above is intended to describe the general content of and requirements for the performance of this job. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts management’s right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.