Remote Senior Sales Pro - Quota Crusher & Mentor

Financial Planning Plus; Milwaukee (WI); Remote; USD 77,000 - 117,000; Full time

Job summary

Financial Planning Plus is seeking a Senior Sales Representative for a remote role centered on Milwaukee and surrounding markets. You’ll own the pipeline, guide deals from discovery to invoice, and mentor junior reps while hitting ambitious quotas.

Expect a starting compensation of $77,000–$117,000 annually, with flexible hours and a supportive team culture that values growth, learning, and customer impact in a fast-paced environment.

Qualifications

• Bachelor's degree or equivalent practical experience
• Hands-on Relationship Building experience
• Senior-level capability with a clear senior bar
• Ability to manage competing priorities under tight deadlines

Responsibilities

• Prospect via cold calls, emails, and social selling to fill the remote pipeline
• Use Sales Forecasting and Solution Selling tools to automate and scale outbound efforts
• Coach junior reps through their first hands-on negotiation
• Build the Milwaukee reference network that closes deals for you
• Steer Financial Planning Plus prospects from interest to invoice without friction
• Deliver persuasive product demos to fiercely-supportive buyers and stakeholders

Skills

Relationship building

Time management

Communication

Curiosity

Education

Bachelor's degree or equivalent practical experience

Tools

Sales forecasting tools

Solution selling tools

Job description

Financial Planning Plus is seeking a Senior Sales Representative for a remote role centered on Milwaukee and surrounding markets. You’ll own the pipeline, guide deals from discovery to invoice, and mentor junior reps while hitting ambitious quotas.

Expect a starting compensation of $77,000–$117,000 annually, with flexible hours and a supportive team culture that values growth, learning, and customer impact in a fast-paced environment.