Senior Product Manager - Engagements

Who is Aiwyn and what do we do?

Aiwyn is the fastest-growing software company serving the accounting profession. Founded in 2020, we now work with 100+ of the largest CPA firms in the world. Our “Job to be done”: speed up cash flow, save Partner time, & deliver best-in-class client experiences. We do this by automating day-to-day firm operations with our Practice Automation solutions. Aiwyn is led by serial entrepreneurs with multiple exits and funded by a Top 10 fintech VC.

To learn more, visit our website

Who Are You?

As a product manager, you embrace the inherent challenges of the role. You rely on authenticity, vulnerability, and truth-telling to guide your teams towards meaningful results. You seek to deeply understand the markets you serve, sharing your insights with your team and collaboratively developing solutions that make a difference. You acknowledge the difficulty of this work and take ownership when mistakes occur, always striving to improve. You understand that a strong, empowered team is crucial to delivering impactful results, and you are committed to fostering this environment. The challenges energize you, and despite the hard work, you look forward to this opportunity.

Key Responsibilities:

• Engagement Workflow Optimization: Design and refine engagement workflows to streamline processes, improve user efficiency, and deliver maximum value to practices.
• Client Communication Enhancements: Develop tools and features that enhance communication between practices and their clients, ensuring clear and effective interactions.
• Engagement Performance Insights: Create systems to track and report engagement performance metrics, offering actionable insights for practices to optimize their operations.
• Compliance and Security: Ensure all engagement-related features comply with industry regulations and maintain the highest security standards for sensitive client data.
• Integration Strategy: Build seamless integrations with other practice management tools or systems to enhance engagement capabilities and user workflows.
• Scalable Engagement Features: Develop scalable engagement-related functionalities that support the growth of practices while maintaining reliability and quality.
• Industry Research: Stay ahead of industry trends and develop a profound understanding of customer needs, pain points, and feedback to identify and seize growth opportunities.
• Competitive Analysis: Thoroughly analyze the competitive landscape to uncover strengths, weaknesses, opportunities, and threats, informing strategic decisions.
• Product Roadmap: Collaborate with the VP of Product Management to craft and execute a visionary product roadmap. Leverage the power of Jira Product Discovery (JPD) to manage your product work and to provide clear roadmap visibility to the business.
• Product Design Collaboration: Partner with product designers to create intuitive, user-friendly experiences that align with product outcomes.
• Requirement Management: Translate complex requirements into actionable tasks for the engineering team, ensuring clarity and focus.
• Cross-Functional Collaboration: Foster seamless collaboration with cross-functional teams and stakeholders to align on product initiatives and orchestrate successful go-to-market efforts.

Qualifications:

• Proven Product Leadership: 5+ years of experience in product management, with a track record of leading products from ideation to successful launch.
• Deep Industry Insight: A profound understanding of Contract Lifecycle Management (CLM) software or the ability to quickly adapt and learn.
• Empowered Team Advocate: Familiarity with SVPG teachings and a passion for working in empowered, collaborative teams.
• AI Product Innovator: Proven experience shipping impactful AI-driven features and automation, using metrics to demonstrate customer value and business outcomes.
• AI-First Product Manager: Proficient with modern product tooling (Miro, Jira, Figma, Pendo) and experienced in using AI agents and MCP to streamline workflows, prototype rapidly, design targeted experiments, and generate actionable insights—accelerating product cycles and enhancing quality.
• Design-Oriented Thinker: An eye for market-leading experiential design, with experience in creating journey maps or high-level wireframes.
• Industry Specialist: Expertise in the accounting or financial services industry, with a deep understanding of its challenges and opportunities.
• Startup Seasoned: Proven experience taking a team or company from 0-1, embracing the associated challenges and triumphs.

Benefits and Perks:

• The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.

Other benefits include:

• Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.
• Remote, work-from-anywhere culture
• Flexible PTO
• World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support.
• Stock options - every Full Time Employee has ownership in Aiwyn's future and success.
• 401(k) matching

Our Values:

• Trust - We champion transparency, welcome differing perspectives, uphold accountability, and trust that others have good intentions
• Courage - We have the courage to take calculated risks and embrace change, knowing what worked in the past won’t always work in the future
• Impact - Rooted in determination and innovation, we chase extraordinary outcomes and impactful results
• Relentlessness - We approach challenges with an unwavering resolve, never settling for mediocrity, and always striving to surpass expectations

Learn more about Aiwyn:

• About us
• Why Aiwyn
• YouTube page

Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.

Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: [https://www.aiwyn.ai/ccpa]