Chief of Staff (Contractor)

About SecurityScorecard:

SecurityScorecard is the global leader in cybersecurity ratings, with over 12 million companies continuously rated, operating in 64 countries. Founded in 2013 by security and risk experts Dr. Alex Yampolskiy and Sam Kassoumeh and funded by world-class investors, SecurityScorecard’s patented rating technology is used by over 25,000 organizations for self-monitoring, third-party risk management, board reporting, and cyber insurance underwriting; making all organizations more resilient by allowing them to easily find and fix cybersecurity risks across their digital footprint. 

Headquartered in New York City, our culture has been recognized by Inc Magazine as a "Best Workplace,” by Crain’s NY as a "Best Places to Work in NYC," and as one of the 10 hottest SaaS startups in New York for two years in a row. Most recently, SecurityScorecard was named to Fast Company’s annual list of the World’s Most Innovative Companies for 2023 and to the Achievers 50 Most Engaged Workplaces in 2023 award recognizing “forward-thinking employers for their unwavering commitment to employee engagement.”  SecurityScorecard is proud to be funded by world-class investors including Silver Lake Waterman, Moody’s, Sequoia Capital, GV and Riverwood Capital.

About the Role  

We are seeking a contractor to join us as a temporary Chief of Staff. This position will work closely with the CEO and executive team to drive key initiatives, foster cross-functional collaboration, and ensure the efficient execution of company objectives. This role requires a versatile leader with exceptional communication, analytical, and project management skills.  

This role requires rapid relationship-building skills and attentive listening abilities. You will read people and situations, figure out what needs to happen, and follow-through to ensure objectives are delivered.  

Major themes will be proactivity and being one step ahead of leadership to ensure business needs are anticipated.    

Note:  This is a hybrid role, requires being in the office 2-3 days per week in our midtown NY office. This is a temporary contractor role. 

Role Highlights 

• Operating cadence: Develop and implement operating mechanisms to drive alignment, accountability, and coordination across teams.  Set agendas and drive follow-ups arising from weekly executive meetings, bi-weekly senior leadership meetings meetings, quarterly OKR meetings, monthly business reviews, quarterly business reviews, and more
• Strategic planning: Oversee and coordinate our annual and quarterly strategic and operational planning process.  Work with all members of the leadership team to set, align, and track company-wide OKRs.  Then relentlessly execute measurable, outcome-based progress on key goals, such as “troubleshooting” under-performing areas of the business.    
• Cross-functional initiatives: Execute on strategic business initiatives from ideation to implementation. Drive short sprints to solve critical issues. Generate new ideas for solutions.  Proactively identify opportunities and remove roadblocks to address.  
• Communications and data-driven insights: Create board updates, quarterly town hall meetings, pitch decks, employee and other communications on behalf of the CEO and his senior leaders.  Analyze data and produce meaningful metric-driven insights, including about customers.  
• Processes: Develop and operationalize repeatable, systematized processes.  Work with teams to improve our best practices, create leaner and faster workflows, and identify patterns/trends early and often.

Please note that you may be required to perform additional job responsibilities as assigned. 

Ideal Candidate Profile 

• Deep understanding of enterprise SaaS: You are very familiar with enterprise SaaS including relevant processes, operations, and key metrics (e.g., Rule of 40, Magic Number, LTV/CAC).  
• Executive presence and strong communication: You will be constantly interacting with the CEO and his senior leaders.  You have previously worked with CEOs, founders, and senior/executive leadership teams, demonstrating strong written and verbal communication skills. 
• Leadership: You have a history of leading meetings and driving toward outcomes.  You lead in an effective and efficient way.  You work well with limited guidance and support
• Solutions-focused with a huge sense of urgency: You are biased toward action, drive toward solutions first, as opposed to pointing out the problems and/or relying on others, and you operate with