Outside Sales Representative
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
Base Salary: $65,000
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
Prospecting & Pipeline Development
- High-volume outbound prospecting
- Building and managing a disciplined sales pipeline
- Generating qualified First Time Appointments (FTAs)
Consultative Sales Conversations
- 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
- Creating Sales Separation
- Reaching “The Door” before presenting
We believe great salespeople deserve transparency about expectations.
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
- 5 outbound FTAs scheduled
- 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.