Director of Product Development

Position Summary: 

With team members and customers in 39 countries around the globe, HostPapa is currently one of the fastest-growing web hosting companies with a wide range of products available. At its core, we provide individuals and small and medium-sized businesses with access to valuable tools and services critical to their online success, including a Website Builder service for making website creation an ultra-easy task for anyone. Tailored to meet every user's unique needs, our award-winning customer support, email, and cloud-based solutions keep HostPapa at the cutting edge of the web hosting industry and innovation by putting our customers first.

As the Director of Product Development, you will provide hands-on technical leadership across the engineering organization, with a focus on industrializing software delivery through agentic workflows and AI-assisted engineering. 

This role is fully dedicated to software development, with clear accountability for code delivery, system reliability, and team performance. You will lead engineering managers, set technical direction, and continuously improve how teams design, deploy, and operate scalable solutions in a remote-first, fast-growing environment.

What you’ll do

• Lead and support Engineering Managers and technical leads, setting clear expectations around delivery, quality, and ownership while helping teams perform at their best
• Implement agentic workflows by redesigning the SDLC and integrating AI agents into everyday development, replacing repetitive, low-value coding work with automated generation and validation
• Own and evolve the technical architecture across products, making practical decisions that balance scalability, maintainability, and speed
• Improve how teams build and ship software by strengthening coding standards, reviews, testing, and development workflows, with a focus on frequent and reliable releases
• Track and use engineering metrics (including delivery and reliability indicators) to spot issues early, guide decisions, and drive continuous improvement
• Shape team structures and ways of working to improve clarity, accountability, and system stability, adjusting as the organization grows
• Lead and design the transition to agentic engineering, ensuring teams use AI agents for code generation, automated testing, and fast prototyping of new marketplace apps
• Work closely with Product, Operations, and other partners from planning through delivery, ensuring alignment while keeping engineering execution independent
• Step in hands-on when needed for architecture reviews, complex technical issues, platform evolution like cloud and containers, or technical assessments during acquisitions
• Support other tasks or projects as assigned to meet team and business needs

About you 

• Senior engineering leader experienced in managing other managers and scaling teams in fully remote environments
• Strong software development background with deep experience in agentic orchestration and LLM integration, with a proven track record of using AI to significantly increase developer productivity and accelerate time to market for new features.
• Proven experience leading remote-first teams through growth, change, and post-acquisition transitions
• Experience guiding teams through technical debt cleanups and modernizing legacy systems into AI-enabled platforms
• Practical leader who values clear documentation, continuous improvement, and data-informed decision making
• Able to balance long-term technical direction with day-to-day leadership and hands-on involvement when needed
• Clear communicator who can align with product and business partners while keeping engineering focused on delivery and quality
• Committed to building healthy, high-performing engineering teams that can scale over time

What we offer:

• Work from anywhere - this is a remote opportunity
• A competitive salary that values you and your unique skill sets
• Career advancement & professional development opportunities to help you reach your full potential
• Flexible work arrangements to support work/life balance

About us:

At HostPapa, we’ve been committed to providing a complete array of enterprise-grade cloud services solutions to every business owner since 2006. These services, traditionally out of reach to smaller businesses, are offered in a one-stop shop, making it quick and easy for customers to select the services they need to grow. We back these offerings with 24/7 award‑winning customer support in four languages.

Our HostPapa team values diversity and inclusion. We have a friendly company culture built on trust and respect. With the acquisition of several companies into our product portfolio, we’re growing at an incredible rate and have ample opportunities for career growth. 

Come join our talented team of enthusiastic, hard-working, passionate, driven people engaged in meaningful, innovative work. We can’t wait to meet you!

HostPapa is an equal-opportunity employer committed to diversity and inclusion. As a multicultural organization, we encourage individual achievement and recognize the strength of our diverse team. 

HostPapa is committed to providing accommodations for people with disabilities. If you require accommodation, please let us know, and we will work with you to meet your needs. Accommodation may be provided in all parts of the hiring process.

It is anticipated that this position will be performed outside of Ontario.