Strategic Initiatives Lead

Check is hiring a Strategic Initiatives Lead to run at our most important, ambiguous problems and turn them into durable solutions. This role is about getting to the heart of a problem quickly, cutting through noise and defining what actually matters.

Requirements

• 2+ Years of management experience
• 7+ years of total experience in business operations, strategy, consulting, or a closely adjacent function
• Demonstrated experience scoping and launching net-new teams or programs (0→1)
• Comfortable working directly with data — SQL proficiency or equivalent analytical depth
• Experience deploying AI tools into operational workflows (not just familiarity)

Benefits

• company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage
• stock options
• flexible PTO and sick leave
• up to 16 weeks of fully paid parental leave for all new parents
• flexible return-to-work arrangements
• 9 annual holidays
• 401(k) retirement plan
• $100 monthly stipend for home internet and mobile phone expenses