Head of Product, Invoice Simple

EverCommerce CAN Inc.; Toronto; Remote; CAD 240,000 - 270,000; Full time

Benefits offered by this job

Flexible remote working arrangements

Health and wellness benefits

Professional development support

Retirement savings program withcompany

Generous paid time off

Employee Stock Purchase Program, with

Job summary

EverCommerce in Canada seeks a Head of Product for Invoice Simple to own the product vision, organization and measurable outcomes. Reporting to the GM, you will prototype with AI, shape strategy, and build fast, customer‑centric experiences that scale across mobile and web.

You’ll lead a PM team, raise quality standards, and drive activation, conversion and retention while partnering with engineering, design and data to accelerate growth.

Qualifications

• 10+ years in product management or development, incl. 5+ years leading PMs and owning a product portfolio.
• Hands-on use of AI-assisted prototyping or coding tools; must demonstrate a project you built.
• Track record shipping consumer, SMB or self-serve SaaS products at scale with measurable gains.
• Experience building and scaling payments/fintech/financial services products is preferred.
• Strong mobile product judgment across iOS/Android, subscriptions, app-store distribution & experimentation.
• Proven ability to hire and coach PMs, and deliver with engineering and design.

Responsibilities

• Define a clear strategy and roadmap with measurable outcomes.
• Turn one of the world’s most popular invoicing apps into an indispensable product.
• Lead AI-powered experiences that automate real work for customers.
• Build and empower smaller, faster AI-native product teams.
• Improve activation, conversion, retention, and revenue across mobile and web.
• Collaborate across functions to accelerate growth and streamline the customer journey.

Skills

Product management leadership

AI prototyping tools

SaaS product shipping

Payments/fintech domain

Mobile product judgment

Hiring and coaching PMs

Tools

AI tools

Job description

Company Overview

At EverCommerce [Nasdaq: EVCM], we digitally transform the service economy with SaaS solutions that simplify the lives of small businesses. Across our portfolio, we help service professionals run and grow their businesses through intuitive software and payments. Learn more at careers.evercommerce.com.

Business / Vertical

Within EverPro, Invoice Simple serves one-person businesses and microbusinesses across industries and countries. Its highly rated, mobile-first product helps customers create estimates, send invoices and get paid without becoming software experts.

Our ambition is to become the financial operating system for one-person businesses, helping them get paid, manage their money and grow while staying radically simple. Invoice Simple has global reach, hundreds of thousands of customers and a meaningful payments business. We are investing in customer growth, financial workflows and AI that completes useful work, not just answers questions.

Position Summary

Our customers don’t want more software. They want the admin to disappear. AI now makes that possible, and we’re looking for the product leader who will make it real. Reporting to the General Manager of Invoice Simple, the Head of Product owns the product vision, the product organization and measurable customer and business outcomes. You’ll partner with a GM who brings deep PLG, pricing and growth expertise. Your complementary strength is building exceptional products: turning vision into intuitive, trusted experiences that ship quickly. This is a builder’s role with a leader’s scope, not roadmap administration. We want a hands‑on, AI-native builder who prototypes ideas, makes hard product choices, raises the quality bar and redesigns how a modern product team works. You’ll say “no” more often than “yes,” and deliver on your commitments.

What You’ll Own in Your First Year

A clear strategy and roadmap, with outcomes and dates the business can plan around. More customers accepting payments through Invoice Simple, with less friction and faster payment. New bookkeeping and financial management experiences that customers adopt and value. AI-powered workflows that complete real work for customers, measurably saving time and earning trust. Measurable improvements in activation, paid conversion and retention across mobile and web. A product team where every PM prototypes with AI, runs their own analysis and ships faster.

Key Responsibilities

Build the next generation of Invoice Simple. Take one of the world’s most popular invoicing apps and make it indispensable to the people who run their businesses on it. Go beyond invoices to help customers get paid faster, manage their finances and make better decisions. Turn an ambitious vision into a focused strategy, clear priorities and experiences customers love. Make AI do the work, not just talk about it. Lead intelligent experiences that understand customers, anticipate their needs and complete meaningful work on their behalf, from creating invoices and following up on payments to organizing expenses and spotting opportunities. Move quickly, experiment boldly, and set the quality, transparency and safeguards required when customers trust us with their money. Reinvent how great products get built. Challenge the traditional product playbook. Build smaller, faster, AI-native teams where product managers prototype, analyze, experiment and ship, not just write requirements. Lead by example, turning ideas into working experiences in days, not months. Raise the bar for product craft, decision‑making and delivery speed. Turn product excellence into measurable growth. Partner with the General Manager and functional leaders to accelerate acquisition, activation, conversion, retention and revenue. Improve every step of the customer journey, from app‑store discovery and onboarding to subscriptions, payments and long‑term engagement. Build a culture where ideas are tested quickly, results are measured rigorously and investment follows impact. Make the complex feel effortless. Our customers are busy business owners, not software experts. As Invoice Simple expands into payments, bookkeeping and automation, your greatest challenge will be making it even simpler. Bring exceptional judgment to what we build, what we leave out and how it all fits together, with consumer‑grade experiences across mobile, web, languages and markets. Build an exceptional team that delivers. Attract, develop and inspire outstanding product talent. Set a high bar for ownership, curiosity, customer empathy and execution. Be a true partner to Engineering, Design, Data, Marketing, Payments and Customer Experience. Make difficult trade‑offs, remove obstacles and deliver on time.

Qualifications

10+ years in product management or development, including 5+ years leading product managers and owning a meaningful product portfolio. Recent, hands‑on use of AI‑assisted prototyping or coding tools. Be ready to demonstrate something you personally built. A track record of shipping consumer, SMB or self-serve SaaS products at scale, with measurable gains in activation, conversion, retention or revenue. Experience building and scaling complex, trusted products in payments, fintech, accounting or financial services, strongly preferred. You know how to make sophisticated capabilities simple and reliable for everyday users. Strong mobile product judgment, including iOS or Android UX, subscriptions, app‑store distribution and experimentation. Proven ability to hire and coach PMs, make difficult trade‑offs and consistently deliver with Engineering and Design.

Personal Characteristics

A builder at heart: curious, technically fluent and happiest when an idea becomes something customers can use. Unusually high standards for simplicity, product quality, speed and follow‑through. Comfortable challenging assumptions, deciding with imperfect information and owning results. Low ego, high ownership; direct, kind and effective across functions. Excited to help one‑person businesses succeed, without adding complexity.

Compensation

Expected base salary range: $240-$270k CAD. Bonus and long‑term incentives, where applicable, are in addition to base salary. Final compensation depends on experience, location, skills and internal equity.

Where

This role is based in Canada and may be performed remotely, with occasional travel for team and leadership meetings. Applicants must be legally eligible to work in Canada.

Benefits & Perks

• Flexible remote working arrangements
• Health and wellness benefits
• Professional development support
• Retirement savings program with company match, subject to plan terms
• Generous paid time off
• Employee Stock Purchase Program, subject to eligibility

Equal Opportunity

EverCommerce is an equal opportunity employer committed to an inclusive workplace. We welcome applicants from diverse backgrounds and experiences.

EverCommerce is an equal opportunity employer and we value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender identity, sexual orientation, age, marital status, veteran status, or disability status.

AI Policy

EverCommerce uses approved artificial intelligence (“AI”) tools to support its business operations. Employees are encouraged to use authorized AI tools, when appropriate for their roles, to improve efficiency, quality, and innovation. All AI use must comply with company policies, including requirements concerning confidentiality, data security, intellectual property, accuracy, and human review. Employees remain responsible for reviewing and validating AI‑assisted work.

About Us

EverCommerce is bringing together best‑of‑breed commerce solutions in the service sector, forming one service commerce platform that improves go‑to‑market strategy for technology companies and simplifies the software‑buying process for business owners. Our team has extensive expertise in business operations, management, legal, finance, accounting, technology human resources, marketing and sales that, via the EverCommerce platform, we provide as a service to drive continued growth and success for service commerce companies. Our ecosystem enables companies to thrive in an environment of shared knowledge and resources with significant cost saving.

This posting is for an existing vacancy.