Enterprise Account Executive - Southeast

Pentera; Burlington (MA); On-site; USD 320,000 - 420,000; Full time

Job summary

Pentera is seeking an Account Executive to own the full sales cycle from prospecting to close across enterprise accounts. You will source your own pipeline, conduct stakeholder meetings, and present business cases to C-suite executives.

The role requires a Bachelor's degree and strong negotiation skills. OTE potential exceeding $360k. Location: Burlington, MA; travel as needed.

Qualifications

• Bachelor's Degree required
• Strong negotiation and communication skills required

Responsibilities

• Stakeholder meetings 3–5/week
• Executive presentations 2–3/week
• Business cases & RFPs 1–2/week
• Champion coaching daily

Skills

Negotiation

Education

Bachelor's Degree

Job description

...with our Sales Engineers, negotiation, close - across enterprise accounts.

• Self-source your pipeline: open your own doors and create... ...Apollo, Sales Navigator, AI tools.

Commission Structure

Not disclosed — ask in interview

Commission

Structure not specified

OTE

$,

Ramp Period

Not mentioned — clarify timeline

Selling Motion

Enterprise

Buyer Persona

C-Suite

Selling to executive decision-makers

Requirements at a Glance

Bachelor's Degree · Required

Negotiation · Required skill

Typical Day — Account Executive

Stakeholder meetings 3–5/week

Executive presentations 2–3/week

Business cases & RFPs 1–2/week

Champion coaching Daily

Estimates based on role type and selling motion — actual may vary by company.

Tags

Interview Questions 5 —

Walk me through your discovery process.

Template question —How do you handle a prospect who goes silent mid-deal?

Template question —Tell me about your largest closed deal and the sales cycle.

Template question —How do you build business cases for stakeholders?

Template question —Describe a deal you lost and what you learned.

Template question

Research Pentera's product, recent news, and key competitors

Prepare 2-3 specific deal stories with quantifiable outcomes

Review the job description and map your experience to each requirement

Role Insights

This Account Executive position at Pentera involves managing the full sales cycle from prospecting through close.

With OTE potential exceeding $360k, this role sits in the top tier of sales compensation. Expect rigorous performance expectations and a proven track record requirement.