Head of Product, Invoice Simple

Jobgether; United States; Remote; USD 170,000 - 191,000; Full time

Benefits offered by this job

Competitive compensation

Performance incentives

Flexible remote work (Canada)

Health and wellness benefits

Retirement savings with employer match

Generous PTO

Employee stock purchase program

Professional development

Collaborative environment

Leadership impact

Job summary

Jobgether seeks a senior product leader to define the product vision and strategy for a growing fintech platform tailored to independent businesses. You will guide the evolution of an invoicing system into a financial operating platform, leading AI-powered capabilities and rapid experimentation.

You will partner with executives and cross-functional teams to improve acquisition, activation, retention, and revenue, while ensuring high-quality, secure user experiences across mobile and web.

Qualifications

• Extensive product leadership: 10+ years in product management, 5+ years leading PMs.
• Hands-on AI experience with prototyping or coding tools.
• Proven SaaS product expertise with measurable activation/retention/revenue improvements.
• Strong fintech/financial technology domain experience.
• Mobile product expertise: iOS/Android, subscriptions, app-store distribution.
• Strategic and analytical: translate objectives into product strategies and decisions.
• Technical fluency with AI-assisted development tools and engineering collaboration.
• People management: recruit, coach, mentor PMs and drive ownership.
• Cross-functional leadership: influence stakeholders and manage trade-offs.
• Customer-centric mindset for small-business owners; simple, reliable financial experiences.
• Location & work authorization: eligible to work in Canada.

Responsibilities

• Define Product Vision and Strategy and translate business ambitions into a focused roadmap and measurable commitments.
• Drive product innovation by evolving invoicing platform into a financial operating system for SMBs.
• Lead AI-powered experiences for tasks like invoice creation, payments follow-ups, and financial insights.
• Champion AI-native development with rapid prototyping, experimentation, and delivery of working solutions.
• Improve customer outcomes by partnering with leadership to optimize acquisition, activation, retention, and revenue.
• Optimize the customer journey from discovery to long-term engagement across mobile and web.
• Ensure exceptional product quality with emphasis on security, usability, and reliability for financial tools.
• Build and lead a high-performing PM team focused on ownership and execution.
• Collaborate across Engineering, Design, Data, Marketing, Payments, and CX to align priorities and deliver on schedule.
• Drive experimentation and data-driven decisions for measurable business impact.
• Simplify complex financial experiences for diverse devices and locales.

Skills

Product leadership

Hands-on AI experience

SaaS product expertise

Financial technology

Mobile product

Strategic & analytical

Technical fluency

People management

Cross-functional leadership

Customer-centric mindset

High ownership & accountability

Work authorization Canada

Job description

Accountabilities:

- Define Product Vision and Strategy: Own and communicate the long-term product vision, translating business ambitions into a focused strategy, actionable roadmap, clear priorities, and measurable delivery commitments.

- Drive Product Innovation: Lead the evolution of an established invoicing platform into a comprehensive financial operating system that helps independent businesses manage invoices, payments, expenses, bookkeeping, and financial decisions.

- Lead AI-Powered Experiences: Develop intelligent product capabilities that go beyond answering questions to completing meaningful tasks, including invoice creation, payment follow-ups, expense organization, and financial insights.

- Accelerate Product Development: Champion AI-native product development practices, encouraging product managers to prototype, analyze, experiment, and deliver working solutions quickly rather than relying exclusively on traditional documentation and processes.

- Improve Customer and Business Outcomes: Partner with the General Manager and cross-functional leaders to improve customer acquisition, activation, paid conversion, retention, payment adoption, and overall revenue performance.

- Optimize the Customer Journey: Enhance the complete user experience, from app-store discovery and onboarding to subscriptions, payments, and long-term engagement across mobile and web platforms.

- Ensure Exceptional Product Quality: Establish high standards for simplicity, usability, reliability, transparency, and security, particularly when developing products involving financial information and transactions.

- Build and Lead a High-Performing Team: Recruit, develop, mentor, and inspire talented product managers while establishing a culture of accountability, curiosity, customer empathy, and continuous improvement.

- Collaborate Across Functions: Work closely with Engineering, Design, Data, Marketing, Payments, and Customer Experience teams to align priorities, remove obstacles, make informed trade-offs, and deliver products on schedule.

- Drive Experimentation and Continuous Improvement: Promote data-driven decision-making, rapid experimentation, rigorous performance measurement, and strategic investment based on customer value and measurable business impact.

- Simplify Complex Experiences: Ensure that increasingly sophisticated financial tools remain intuitive and accessible to everyday business owners across different devices, languages, and markets.

Requirements:

- Extensive Product Leadership Experience: At least 10 years of experience in product management or product development, including a minimum of 5 years leading product managers and managing a substantial product portfolio.

- Hands-On AI Experience: Recent, practical experience using AI-assisted prototyping or coding tools, with the ability to demonstrate a product, prototype, or solution personally developed using these technologies.

- Proven SaaS Product Expertise: Demonstrated success launching and scaling consumer, small-business (SMB), or self-service SaaS products, with measurable improvements in activation, conversion, retention, or revenue.

- Financial Technology Experience: Strongly preferred experience developing and scaling complex, trusted products in payments, fintech, accounting, or financial services.

- Mobile Product Expertise: Strong understanding of mobile product development and user experience, including iOS or Android design principles, subscriptions, app-store distribution, and product experimentation.

- Strategic and Analytical Capabilities: Ability to translate business objectives into effective product strategies, prioritize investments, interpret performance data, and make informed decisions in evolving environments.

- Technical Fluency: Comfortable working with AI-assisted development tools, understanding technical concepts, and collaborating closely with engineering and design teams to turn ideas into functional products.

- People Management and Team Development: Proven ability to recruit, coach, motivate, and develop product managers while establishing high standards for ownership and execution.

- Cross-Functional Leadership: Strong collaboration and communication skills, with the ability to influence stakeholders, challenge assumptions constructively, and manage complex trade-offs.

- Customer-Centric Mindset: Deep empathy for small-business owners and the ability to transform complex financial processes into simple, intuitive, and reliable experiences.

- Personal Attributes: A hands-on builder with high standards for product quality, simplicity, speed, and accountability. Demonstrates curiosity, adaptability, sound judgment, low ego, and a strong sense of ownership.

- Location and Work Authorization: Must be legally eligible to work in Canada and available for occasional travel for team and leadership meetings.

Benefits:

- Competitive Compensation: Expected annual base salary ranging from CAD $240,000 to $270,000 , depending on experience, location, skills, and internal equity.

- Performance Incentives: Additional bonus opportunities and long-term incentive compensation, where applicable.

- Flexible Remote Work: Remote working arrangements within Canada, with flexibility to support work-life balance.

- Health and Wellness Benefits: Access to health and wellness programs designed to support employees' overall well-being.

- Retirement Savings: Participation in a retirement savings program with employer matching contributions, subject to applicable plan terms.

- Paid Time Off: Generous paid leave to support personal commitments, rest, and work-life balance.

- Employee Stock Purchase Program: Opportunity to participate in an employee share purchase program, subject to eligibility.

- Professional Development: Support for ongoing learning, skill development, and career advancement.

- Collaborative Environment: Opportunity to work with talented professionals across multiple disciplines and contribute to innovative, AI-driven financial products.

- Leadership Impact: Significant ownership and influence over product strategy, team development, and the future direction of a growing global software platform.