VP, Head of Transformation

Sorry, this job was removed at 02:08 p.m. (CST) on Friday, Mar 06, 2026
Hiring Remotely in Boston, MA, USA
Remote or Hybrid
Artificial Intelligence • Cloud • Information Technology • Sales • Security • Software • Cybersecurity
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The Role
Head of Transformation
Rapid7 is seeking a hard-driving Head of Transformation to coordinate execution on the company's highest priority strategic goals. More broadly, the Head of Transformation will coordinate the setting of company-wide goals and strategic initiatives, improving alignment across teams, and improving organizational effectiveness. In this role, you will both solve immediate friction and re-engineer the foundational systems that allow inefficiencies to take root. As the Head of Transformation, your mission is to harmonize high-level corporate ambitions with surgical operational execution to turn strategic priorities to action-oriented business plans.
About the Role
The Head of Transformation will be responsible for owning and driving company-wide strategic initiatives as well as leading and aligning planning and goal setting processes; aligning Executive Team Members to key strategic priorities, and partnering with teams to operationalize and execute on company-wide initiatives. Reporting to the CFO, you will function as mission-control for cross-functional projects; ensuring each team is doing their part to execute on major company objectives.
In this role, you will:
  • Designing and implementing company-wide transformation programs to improve profitability and performance.
  • Establishing, tracking, and managing complex initiatives to ensure milestones and financial targets are met.
  • Bridging gaps between departments to align with strategic goals.
  • Design and implement a scalable Business Operating System to serve as the heartbeat of our operation. This includes defining the cadence and managing the agendas for QBRs (Quarterly Business Reviews), Executive Leadership Team meetings, OKR planning and tracking, and cross-functional communication loops.
  • Serve as the ultimate unifier between different business units. You will navigate complex stakeholder landscapes and project management teams to break down silos, resolve competing priorities, and mobilize the organization around a singular vision.
  • Move past traditional change management to build a culture of continuous evolution. You will ensure that enterprise-wide shifts in tools, behaviors, and mindsets aren't just "accepted" but are championed at every level.
  • Performance Metrics: Work with Data/BI teams to define the KPIs that matter most for a $1 billion company, moving beyond vanity metrics to unit economics and efficiency ratios.

The skills you'll bring include:
  • Operational Excellence: 10+ years in Business Operations, Strategy, or Transformation, specifically within cybersecurity/technology companies that have gone through scale. Proven track record of implementing and managing corporate-wide operating cadences (e.g., OKRs, ELT meetings, QBRs, and Strategic Planning cycles).
  • Organizational Design with Cross-Functional Communication: Experience tying together cross-functional teams to improve efficiency and reduce organizational friction.
  • Executive Presence: Ability to challenge and influence C-Suite stakeholders through data-backed storytelling. Act as a unifying force between cross-functional teams with competing priorities.
  • Change Management: Expert in Agile methodologies to drive high-adoption rates for enterprise-wide process shifts.
  • Unit Economics Optimization: Proven ability to drive improvements in LTV, CAC, Gross Margin, and ARR.

We know that the best ideas and solutions come from multi-dimensional teams. That's because these teams reflect a variety of backgrounds and professional experiences. If you are excited about this role and feel your experience can make an impact, please don't be shy - apply today.
About Rapid7
At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what's possible and drive extraordinary impact. We're building a dynamic and collaborative workplace where new ideas are welcome.
Protecting 11,000+ customers against bad actors and threats means we're continuing to push the envelope just like we' ve been doing for the past 20 years. If you 're ready to solve some of the toughest challenges in cybersecurity, we're ready to help you take command of your career. Join us.
Rapid7, Inc. is committed to fair and equitable compensation practices. A candidate's salary is determined by various factors including, but not limited to, relevant work experience, skills, and certifications. We evaluate compensation decisions on a case-by-case basis, and it is not typical for an individual to be hired at the very top of the salary range.
The salary range for this role in the US is:
$255,000.00 - 345,000.00 USD Annual
Salary ranges may vary based on geographical location. This range does not include variable/incentive compensation, equity and benefits (where applicable/eligible).
All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, protected veteran status or any other status protected by applicable national, federal, state or local law.

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The Company
HQ: Boston, MA
2,400 Employees
Year Founded: 2000

What We Do

At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what’s possible and drive extraordinary impact. We’re building a dynamic and collaborative workplace where new ideas are welcome. Protecting 11,000+ customers against bad actors and threats means we’re continuing to push the envelope - just like we’ve been doing for the past 20 years. If you’re ready to solve some of the toughest challenges in cybersecurity, we’re ready to help you take command of your career. Join us.

Why Work With Us

With our products, research, and open source communities, we’re building a secure digital future for everyone. This means constantly learning and evolving in an industry that’s anything but stagnant. You’ll be faced with tough challenges, and given the support to find creative solutions that drive our business, and your career forward.

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Rapid7 Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Our default working model is hybrid, with employees working three days per week in the office. This approach underpins our commitment to flexibility and adaptability while supporting our dedication to development, teamwork and customer purpose.

Typical time on-site: 3 days a week
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