Senior Sales Representative

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

For the Senior Sales Representative who loves a quota and a challenge, this remote role delivers both in equal measure. Trade 5 years of Solution Selling for $77,000 - $117,000 and you also get sales marketing ownership and a Financial Planning Plus crew that wants you to win.

Key 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

What You'll Bring

• Proven follow-through, measured in shipped things rather than good intentions
• Curiosity and a continuous drive to sharpen your sales marketing craft
• Demonstrated ability to manage competing priorities under tight deadlines
• Bachelor's degree in a related field, or equivalent practical experience
• Hands-on Relationship Building experience that survives a whiteboard interview
• Comfort being measured against a clear senior bar

The team at Financial Planning Plus is small, unpretentious, and entirely convinced that Milwaukee is the best place to reinvent sales marketing. Learning out loud is encouraged here, so share the Churn Reduction rabbit hole you fell down yesterday.

Come grow with us: $77,000 - $117,000 to start, a mentor to guide, benefits to lean on, and hours flexible enough for Milwaukee living.

We are filling this Senior Sales Representative seat now, with onboarding planned for the near term.