[Remote] Senior Product Manager - DIFM

Note: The job is a remote job and is open to candidates in USA. Drake Software is focused on helping everyday Americans maximize their tax advantages through innovative tax preparation software. They are seeking a Senior Product Manager to lead product strategy and execution for their professional desktop and emerging cloud-based tax solutions, ensuring compliance and improving user experience during peak tax seasons.

Responsibilities

• Define and own the product vision and roadmap, including both platform evolution and new product innovation
• Balance innovation with platform stability and reliability, in a mission critical environment
• Identify opportunities to improve core workflows, customer value, and new product offerings
• Evaluate opportunities using customer insights, data, and market analysis
• Lead planning and execution of annual tax law updates
• Partner with compliance and tax content teams to implement federal and state changes accurately and on time
• Prioritize features and enhancements within fixed regulatory deadlines
• Ensure product readiness and performance during peak tax season
• Improve preparer workflows including return preparation, review, and electronic filing
• Use customer insights and data to drive measurable improvements
• Partner with engineering on performance, architecture, and technical priorities
• Collaborate with support, sales, and go to market teams
• Communicate priorities and trade offs clearly to stakeholders and leadership
• Identify and validate new product opportunities through customer discovery, data, and market trends
• Lead initiatives from ideation → validation → MVP → launch → early scale
• Rapidly test and iterate using experiments and customer feedback
• Explore opportunities to apply AI, automation, and modern cloud capabilities

Skills

• 6 or more years of product management experience in software
• Experience building or scaling cloud-based / SaaS products
• Proven ability to manage complex release cycles under tight deadlines
• Strong analytical and problem solving skills
• Strong ability to balance innovation with operational excellence
• Excellent communication and cross functional leadership skills
• High attention to detail and execution
• Demonstrated ability to prioritize effectively using structured frameworks, balancing customer value, business impact, effort, and regulatory constraints
• Experience in tax, accounting, fintech, or compliance driven products is a plus

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