Director of Pentest Operations, Bugcrowd
More information about location
Crowdsourced security platform
Open for applications
Crowdsourced security platform
1001+ employees
Open for applications
More information about location
1001+ employees
Company mission
To meet you where you are in your security journey, enabling you to proactively keep your digital business one step ahead of cyberthreats.
Role
Who you are
- The ideal candidate will possess a growth mindset, a strong technical background, and a keen eye for process improvement and innovation
- 10+ years in cybersecurity services or SaaS operations, with direct experience in pen testing or PTaaS preferred
- 3+ years in a senior operational or service delivery leadership role
- In depth technical understanding of pentesting approaches across multiple target types
- Demonstrated success leading complex, fast-moving operational functions with automation at scale
- Strong grasp of pen test lifecycle, customer needs, and platform-enabled delivery models
- Experience deploying or managing AI/ML capabilities within operational workflows
- Certifications such as CREST (e.g. CCT) OSCP, CISSP, or CISM preferred
- Data-driven, customer-obsessed, and platform-savvy
- The ideal candidate must be able to complete all physical requirements of the job with or without reasonable accommodation
- Sitting and/or standing - Must be able to remain in a stationary position 50% of the time
- Carrying and /or lifting - Must be able to carry / move laptop as needed throughout the work day
What the job involves
- We’re hiring a Director of PTaaS Operations to lead delivery, automation, and innovation for our flagship offensive security service
- This role owns the end-to-end lifecycle of PTaaS—from scoping and onboarding to execution and reporting—and is responsible for driving operational scalability, platform integration, and service excellence
- You’ll lead a global team, deploy AI-powered automation, and be directly accountable for PTaaS growth targets
- We’re looking for someone that can help scale operations through process improvement and automation
- Own operational delivery for all PTaaS engagements—project launch, execution, QA, and reporting
- Partner with Sales, Product, and Marketing to support PTaaS adoption, expansion, and retention
- Deliver against defined KPIs (cycle time, margin, CSAT) and support ASG revenue contribution targets
- Design, refine, and scale PTaaS delivery workflows tightly coupled to Bugcrowd’s platform
- Integrate automation for engagement setup, researcher matching, submission and quality triage, and client communications
- Collaborate with Product to influence tooling that accelerates service throughput and consistency
- Ensure accurate data and metrics reporting to allow insights into the business that drive growth and optimisation
- Partner with VP, Advanced Services and other Directors to drive the strategic direction and operational excellence of the Advanced Services division
- Lead a high-performing, globally distributed PTaaS operations team—including engagement managers and pen testers
- Foster a collaborative and inclusive team culture of precision and accountability that promotes continuous improvement and innovation
- Deploy AI/ML capabilities to enhance workflow automation, reduce analyst toil, and boost engagement velocity
- Lead pilot programmes to test and adopt new delivery models, tools, and quality assurance mechanisms
- Stay ahead of the curve on AI-driven security ops, continuous testing trends, and emerging delivery techniques
- Champion a culture of continuous improvement and proactive problem-solving
- Identify and implement new methodologies, tools, and technologies to enhance service offerings
- Stay abreast of industry trends, emerging threats, and best practices in cybersecurity
- Maintain strong relationships with key clients, ensuring their security needs are met and expectations exceeded
- Address and resolve any client issues or concerns promptly and effectively
- Provide expert guidance and support to clients on security best practices and risk mitigation strategies
- Environment - remote, work-from-home 100% of the time
- This position has access to highly confidential, sensitive information relating to the technologies of Bugcrowd
- It is essential that the applicant possess the requisite integrity to maintain the information in the strictest confidence
Salary benchmarks
Our take
Remote working has become a more permanent trend, resulting in new forms of cyberattack. Yet, most companies lack the resources and diversified skills to find hidden vulnerabilities before attackers do. Bugcrowd is setting out to fix this problem by connecting companies with “white hat hackers” who proactively search for vulnerabilities in a company’s system.
As the leading provider of crowdsourced cybersecurity solutions, the company’s ethical hackers prevented more than $27 billion in cybercrime between May 2020 - August 2021. The company has a number of high-profile customers, including Etsy, Tesla, Cisco, Pinterest and Twilio.
Bugcrowd has kept up this impressive momentum, raising considerable amounts of funding over the years. The latest influx will empower the company to further scale its platform, fuel innovation and leverage strategic M&A opportunities in the future.
Freddie
Company Specialist at Welcome to the Jungle
Insights
11% employee growth in 12 months
Company
Funding (last 2 of 8 rounds)
Nov 2024
$50m
LATE VC
Feb 2024
$102m
SERIES E
Total funding: $230.7m
Company benefits
- Medical/Dental/Vision Insurance
- 401(k)
- Stock Options
- Flexible Vacation Time
- Mental Health Days
- Pre-tax Commuter Benefits
Company HQ
Northern Waterfront, San Francisco, CA
Leadership
Casey Ellis
(Founder & Advisor)Former CEO of Bugcrowd. Founder & previous Director of White Label Security. Current member of the CTI League, is on the Advisory Board at Flirtey, a Mentor at CyRise, and Principal at Tall Poppy Group.
Dave Gerry
(CEO)Has been with the company since 2020, as an Advisor then COO before becoming CEO in 2022. They are also a Member of the Forbes Business Development Council and former CRO of NTT Application Security.
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