Senior Product Manager - DIFM

Taxwell

$100K — $140K *
US-AnywhereRemote in United States
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 6+ years of product management experience in software
  • Experience building or scaling cloud-based/SaaS products
  • Tax, accounting, fintech, or compliance product experience is a plus
  • Proven ability to manage complex release cycles under tight deadlines
  • Strong analytical and problem-solving skills
  • Ability to balance innovation with operational excellence
  • Excellent communication and cross-functional leadership skills
  • Detail-oriented with strong execution focus

Responsibilities

  • Define and own the product vision and roadmap
  • Balance innovation with platform stability and reliability
  • Identify improvement opportunities for core workflows and new offerings
  • Lead planning and execution of annual tax law updates
  • Partner with compliance teams for accurate federal and state changes
  • Prioritize features within fixed regulatory deadlines
  • Enhance preparer workflows including preparation and filing
  • Use customer insights to drive measurable improvements
  • Collaborate with engineering on performance and technical priorities
  • Communicate priorities and trade-offs clearly to stakeholders
  • Identify and validate new product opportunities through customer discovery
  • Lead initiatives from ideation to early scale
  • Test and iterate using experiments and feedback
  • Explore AI and automation opportunities

Benefits

  • Supportive, open, and inclusive workplace
  • Commitment to diversity and inclusion
  • Opportunity to shape the future of innovative software
  • Collaborative team environment that values contributions
Full Job Description
Taxwell is hiring a Senior Product Manager to lead product strategy, 0→1 innovation, and execution for Drake, our professional desktop and emerging cloud-based tax, solutions used by thousands of tax firms.

This role owns the product roadmap, annual tax season delivery, and long-term evolution of the professional tax portals and document import platform. You will focus on improving preparer productivity, ensuring compliance with federal and state tax law changes, and maintaining a high performance, reliable experience during peak season.

We are looking for a strong product leader who understands complex software, values operational excellence, and can balance innovation with stability in a mission critical environment. In addition, this role will identify and build new product capabilities from ideation through launch, helping shape the future of our cloud-based tax ecosystem.

What You Will Do

Product Strategy and Roadmap
  • 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


Annual Tax Season Delivery
  • 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


Customer Experience and Execution
  • 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


Innovation & New Product Development
  • 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


What We Are Looking For
  • 6 or more years of product management experience in software
  • Experience building or scaling cloud-based / SaaS products
  • Experience in tax, accounting, fintech, or compliance driven products is a plus
  • 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


If you are passionate about building innovative, high impact software for professional users and want to shape the future of Drake Software, we would love to hear from you.

At Taxwell, we believe our work benefits from the diverse perspectives of our employees. As such, Taxwell welcomes and celebrates diversity and inclusion and is committed to equal opportunity employment. At Taxwell, you can expect a supportive, open, and inclusive atmosphere and a team that values your contributions.

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