Remote Auto Insurance Jobs in Milwaukee, WI (NOW HIRING)

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:

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.