Senior Director, Business Analysis and Insights (Independent Contractors)

Position Summary

About the Independent Contractor (Spark Driver) Earnings Team… Our team pioneers the development of intelligent, compliant, and scalable solutions that sit at the intersection of earnings, payments, and regulation. By collaborating closely with Last Mile Operations and multiple product teams, we deliver technology that makes a tangible difference in the lives of gig workers. Leveraging machine learning and generative AI, we ensure our platforms remain ahead of industry trends, drive operational excellence, and support the company’s broader goals for innovation and compliance.

What you’ll do

• Define and execute the long‑term vision and strategic roadmap for contractor earnings and tax excellence, ensuring the development of future‑ready platforms that drive both user satisfaction and regulatory compliance.
• Build and oversee capabilities that guarantee accurate, timely disbursement of earnings, seamless tax reporting for contractors (such as 1099s and global equivalents), and transparent, user‑centric experiences that foster trust.
• Design and implement solutions that embed compliance‑by‑design principles, proactively minimizing regulatory risk while enhancing transparency and reliability for all users.
• Identify and pursue opportunities for continuous innovation by leveraging competitor benchmarking, in‑depth user research, and analysis of industry trends to ensure our offerings remain best‑in‑class.
• Lead and align cross‑functional teams—including product, engineering, compliance, analytics, and design—to deliver against key business metrics, translating complex requirements into intuitive, scalable solutions.

What you’ll bring

• Deep expertise in fintech, compliance, or tax technology, with a proven track record of building, launching, and scaling complex products that address regulatory and operational challenges in dynamic environments.
• Advanced technical fluency, including hands‑on experience collaborating closely with engineering and data science teams to develop ML/AI‑powered platforms that deliver predictive insights and actionable recommendations to end users.
• Demonstrated success designing and implementing solutions that meet or exceed regulatory requirements across multiple jurisdictions, maintaining transparency, auditable systems, and proactive risk management frameworks.
• Strong experience leading and developing large, multidisciplinary teams in global settings, with an ability to foster a culture of innovation, accountability, and cross‑functional alignment.

A results‑driven approach, with a history of driving innovation, navigating ambiguity, and delivering measurable impact in highly regulated, fast‑paced industries.

The above information has been designed to indicate the general nature and level of work performed in the role. It is not designed to contain or be interpreted as a comprehensive inventory of all responsibilities and qualifications required of employees assigned to this job. The full Job Description can be made available as part of the hiring process.

Minimum Qualifications

• Bachelor’s degree in business, finance, information technology, retail, human resources, or related area and 6 years’ experience in business, finance, information technology, retail, human resources, consulting, or related area.
• 8 years’ experience in business, finance, information technology, or related area.

Preferred Qualifications

• Experience in business, finance, information technology, retail, human resources, strategy, or related area.
• Master’s degree in business, finance, information technology, retail, human resources, strategy, or related area.
• Using advanced functionality of Microsoft Office.
• Masters: Business Administration.
• Project Management – Project Management Professional – Certification, Six Sigma Black Belt – Certification, Six Sigma Green Belt – Certification.

Primary Location

1345 Crossman Ave, Sunnyvale, CA 94089-1114, United States of America

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