Chief of Staff (Engineering)

• As Rula enters a pivotal phase of growth, our Engineering organization is expanding and scaling rapidly this year
• To guide this evolution, we are hiring a Chief of Staff to serve as a senior organizational leader and strategic partner to the Head of Engineering and the Engineering Leadership Team
• In this role, you will help shape how Engineering operates, makes decisions, and executes against our most critical goals
• Rather than leading through formal authority, you will drive impact through influence, collaboration, and sharp organizational insight
• You will own key operational rhythms, while tackling ambiguous challenges, diagnosing friction, and designing actionable plans for cross-functional execution
• Beyond day-to-day operations, you will bring innovative thinking to how we work, leveraging modern tools and AI to remove toil across the department
• With prior experience inside an engineering organization, you communicate as a strategic peer to senior technical leaders and are energized by turning high-level vision into sustainable organizational success

Benefits

• The ability to work remotely from any location in the US
• Two company-wide shut-down weeks a year for self-care
• Access to 401(k) personal retirement plan
• Medical, dental, and vision employer insurance plans
• Paid parental leave to support you and your family
• Employee Assistance Programs (EAP) through our insurance
• The equipment you need for your home office
• Pay and benefits that aren’t geo-locked- Proven track record of diagnosing an organizational/operational problem, designing a plan, and handing execution to another owner while tracking progress to completion
• Direct experience as an engineer, EM, or technical program leader inside a software organization (not purely a BizOps/consulting background)
• Proven ability to translate company and technology strategy into clear organizational priorities, operating plans, and measurable outcomes, moving fluidly between strategic thinking and hands-on execution
• Exceptional communication and interpersonal skills, with demonstrated ability to influence senior leaders, facilitate complex decisions, challenge assumptions constructively, and create alignment across multiple stakeholders
• 12+ years of related professional experience
• Navigated fast-moving environments with high adaptability and resourcefulness, rolling up your sleeves to turn unstructured challenges into clear, repeatable practices without relying on a pre-existing corporate playbook
• Demonstrated personal fluency with AI tools in daily work, including experience applying AI to redesign or improve an organizational process
• Demonstrated experience serving as a strategic partner or Chief of Staff to a CTO, Head of Engineering, VP of Engineering, or other senior technical executive
• While having the preferred qualifications enhances your candidacy, having all of them is not mandatory. We encourage all interested applicants to apply, even those who may not meet every preferred requirement
• Experience operating inside a high-growth or rapidly scaling technology company
• Previous experience specifically in a Chief of Staff, Engineering Operations, or similar title reporting to a CTO/Head of Engineering/VP of Engineering
• Experience within healthcare technology or another highly regulated or complex industry
• Prior individual contributor engineering experience (has personally written and shipped code, not just adjacent program/ops experience)
• Experience partnering on organizational design, workforce planning, or leading significant change management/transformation initiatives