Outside Sales Representative

STACK Cybersecurity; Livonia (MI); On-site; USD 90,000 - 130,000; Full time

Job summary

A cybersecurity firm based in Michigan is seeking a disciplined Outside Sales Representative focused on new recurring revenue growth. The ideal candidate will actively engage in high-volume prospecting and manage a disciplined sales pipeline. This role offers a unique opportunity to act as a business advisor in cybersecurity, with a compensation structure rewarding new Monthly Recurring Revenue growth. A structured onboarding program is part of the package, aimed at ensuring productivity and success.

Qualifications

• Experience in sales with a focus on business advisory.
• Ability to drive new recurring revenue growth.
• Strong prospecting and relationship-building skills.

Responsibilities

• High-volume outbound prospecting.
• Building and managing a disciplined sales pipeline.
• Identifying business impact pain points.
• Reframing approaches to cybersecurity.
• Building trust with executives and decision-makers.

Skills

High outbound prospecting activity

Structured sales process execution

Building pipeline through cold outreach

Comfortable with measurable sales metrics

Pipeline management

Job description

STACK Cybersecurity is hiring a disciplined, high-energy Outside Sales Representative to drive new recurring revenue growth.

This is not a traditional sales job.

We operate under the TruMethods Outside Sales Framework, meaning our sales professionals act as business advisors who help organizations rethink how they approach cybersecurity, risk, and technology investment.

We don’t compete on price. We create separation through business impact conversations.

If you’re looking for a role where process, coaching, and performance drive your income, this could be a strong fit.

Important: This is a Production Sales Role

Successful candidates are comfortable with:

• High outbound prospecting activity
• Building pipeline through cold outreach and networking
• Structured sales process execution
• Being measured on controllable sales metrics

If you prefer roles focused primarily on account management, inbound leads, or order taking, this position will not be a good fit.

Compensation

On-Target Earnings (OTE): $90,000 – $130,000+

Compensation is tied directly to new Monthly Recurring Revenue (MRR) growth.

• Commission paid on new MRR only
• No commission on hardware, projects, or one-time revenue
• No residual or annuity commission structure

Annual Production Target

• $40,000 net new MRR annually
• $5,000 monthly new MRR target

Success in this role is driven by consistent activity, disciplined pipeline management, and process execution.

What You'll Be Responsible For

• High-volume outbound prospecting
• Building and managing a disciplined sales pipeline
• Identifying business impact pain, not just technical issues
• Reframing how organizations approach cybersecurity and technology risk
• Building trust with executives and decision-makers

Sales Process Execution

Our OSRs follow a structured discovery process that includes:

• Setting the Stage
• Identifying End-Result Pain
• Addressing Money and Decision
• Reaching “The Door” before presenting

This role requires consistent activity to build pipeline and opportunity flow. Typical monthly expectations include:

Prospecting

• 750 outbound calls
• 15 prospects added to the pipeline

Opportunity Creation

• 3 referral-based FTAs

Relationship Development

• 3 networking events
• 5 Center of Influence (COI) meetings

Execution

• 25 attended FTAs
• $5,000 closed MRR target

Candidates who succeed in this role enjoy building pipeline through disciplined outreach.

New hires follow a structured 90-day onboarding program designed to build both sales skill and production readiness.