Sales Leader, WEST USA
Remote position
Accelerate Your Career in Cybersecurity
Join Pentera and take your career to the next level in cybersecurity. As a leader in Automated Security Validation, we help businesses around the world safely emulate real-world attacks to uncover their vulnerabilities - just like the world’s best red teams. At Pentera, you’ll be at the forefront of cybersecurity innovation, working on advanced tools that challenge organizations' defenses and push the limits of security testing.
With over 350 team members and 1,300+ customers in more than 60 countries, Pentera is a growing company supported by top investors like Insight Partners, K1, and The Blackstone Group.
If you're looking to grow your skills, make a difference, and be part of an innovative team, Pentera is the place for you.
About the role:
The Sales Leader, Enterprise position is a senior-level sales position, responsible for driving revenue through developing the sales execution plan, managing the Enterprise sales team, and achieving Company growth goals.
Candidates should also have executive level contacts and be flexible and adaptable to rapidly changing situations. You must be results-driven, customer-focused, technologically savvy, and innovative at building internal relationships and external partnerships to attack the market with passion!
Responsibilities:
- Execute the Enterprise (3,000+ employees) sales strategy within the West Coast of the US, drive revenue growth by penetrating the current customer base, and develop a net new customer base
- Continually monitor the sales activity of the team and track the results; report on sales activity and forecast to the Americas Sales VP
- Provide market feedback to the leadership team influencing product strategy and positioning
- Perform regular individual meetings with the sales team, as well as supporting client visits with sales reps where necessary
- Hire, train and develop team members to align with company values, growth, and business objectives
- Define new business campaigns into horizontals and verticals to generate new opportunities with a demonstrable Return on Investment
- Support, manage, and motivate the local team of Account Executives by participating in New Business and Existing customer meetings and helping the team reach the Company goals
- Build upsell/cross-sell strategies and reference program to develop and grow relationships with our current customer base
- Identify the customer approvers, decision makers, and influencers, and develop strategies for each to mitigate risk and increase deal confidence
- Communicate the differentiated value of Pentera to the customer at both the technical and business levels and ensure your team is audible, ready and adept in all selling situations
- 5+ years of successful track record of managing a team of individual contributors in a cybersecurity vendor
- Growth & Scale beyond $5M ARR across the region
- Consistent record of exceeding annual team quotas and performance targets
- Experience scaling and managing enterprise and strategic sales teams within a region
- Demonstrated ability to manage complex sales cycles, including the ability to provide coordination and direction to your extended team
- Evidence of contributing to the development of growth strategies and lead generation programs as an executive leader
- Strong experience in building and managing strong channel partner relationships across the West Coast US region - advantage
- A naturally curious, problem-solving self-starter with low ego and high self-awareness
- Outstanding communication and interpersonal skills
- Ability to solve complex problems and articulate ideas and strategies effectively
- First class organization skills and attention to detail
- Ability to travel at least 50% of the time
We are an equal opportunity employer and we are committed to building a diverse and talented workforce. We do not discriminate based on race, sex, religion, color, national origin, gender, gender identity, sexual orientation, age, marital status, veteran status, medical condition, disability, or any other class or characteristic protected by applicable law. We welcome candidates from all backgrounds to join us!
Skills Required
- At least 5 years managing a team of individual contributors at a cybersecurity vendor
- Experience growing and scaling beyond $5 million ARR across a region
- Consistent record of exceeding annual team quotas and performance targets
- Experience scaling and managing enterprise and strategic sales teams within a region
- Demonstrated ability to manage complex sales cycles and coordinate extended teams
- Experience contributing to growth strategies and lead generation programs as an executive leader
- Strong experience building and managing channel partner relationships across the Western United States
- Curious, problem-solving, self-starting personality with low ego and high self-awareness
- Outstanding communication and interpersonal skills
- Ability to solve complex problems and articulate ideas and strategies effectively
- First-class organizational skills and attention to detail
- Ability to travel at least 50% of the time
Pentera Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Pentera and has not been reviewed or approved by Pentera.
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Fair & Transparent Compensation — Pay ranges and third-party salary snapshots are presented for multiple roles (e.g., senior backend engineering and SDR/AEs), suggesting compensation is positioned as competitive and legible by role. Aggregate compensation-and-benefits ratings are described as strong, reinforcing an overall positive pay signal.
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Retirement Support — A 401(k) with company matching is repeatedly listed as part of the package, indicating support for long-term savings. Retirement coverage is also referenced in “retirement plans” language in job-post style descriptions.
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Equity Value & Accessibility — Company equity/stock options are explicitly included in the total rewards description, indicating ownership-based compensation beyond salary. Equity is framed as part of a broader “comprehensive total rewards package,” implying it is a standard component rather than an exception.
Pentera Insights
What We Do
Pentera is the leader for Automated Security Validation, allowing every organization to test with ease the integrity of all cybersecurity layers, unfolding true, current security exposures at any moment, at any scale. As a result, thousands of security professionals and service providers worldwide use our platform to guide remediation and close security gaps before they are exploited. We are a unicorn with more than 380 employees around the globe, with over 1,000 customers in production in more than 60 countries! Pentera has won various Industry Awards, including the Frost & Sullivan “Best Practices Award for Global Breach & Attack Simulation (BAS) Market Leadership 2022 and the 2020 Gartner Cool Vendor Award. We are backed by Top tier investors such as Insight Partners, K1 Investment Management, The Blackstone Group, and AWZ. Penterians are one team with a shared mission. Become a Penterian – change the way the world does cyber!
Why Work With Us
We believe that Penetration Testing (PT), as it stands today, is obsolete. Software and algorithms can do a better job at penetration testing and help businesses continually assess and improve their cyber risks using the threat-oriented approach.
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