[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
Company Overview