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 Head of Sales, you will define and execute the commercial strategy for our portfolio of brands, driving revenue growth through both customer expansion and new customer acquisition. You will lead a distributed sales organization while developing scalable approaches to prospecting, pipeline generation, customer engagement, and long-term account growth.

Partnering closely with Marketing and Leadership, you'll transform ideas into repeatable growth initiatives and build the frameworks needed to scale revenue across regions, teams, and customer segments.

What you'll do

• Lead, coach, and develop Sales Team Leads and their distributed teams across multiple locations and time zones
• Define and execute the commercial strategy across multiple brands, driving both customer expansion and new customer acquisition
• Identify, evaluate, and pursue new market opportunities, customer segments, partnerships, and revenue channels
• Develop and test scalable go-to-market motions, prospecting strategies, and sales initiatives that drive sustainable growth
• Partner closely with Marketing to align demand generation, content, campaigns, lead nurturing, and pipeline development efforts
• Build and optimize sales processes, playbooks, documentation, scripts, and enablement programs that improve consistency and scalability
• Establish KPIs, forecasting processes, and performance metrics to drive accountability and informed decision-making
• Collaborate with Customer Success and Account Management teams to maximize customer lifetime value and product adoption
• Delegate ownership and execution responsibilities to Team Leads while maintaining visibility into performance, priorities, and outcomes
• Drive alignment across teams through regular business reviews, performance discussions, and follow-up on key initiatives
• Analyze market trends, customer insights, and sales performance to continuously refine strategy and execution
• Serve as a hands-on leader who can contribute to strategic initiatives while empowering teams to execute independently
• Support other tasks or projects as assigned to meet team and business needs

About you

• 8+ years of sales experience, including leadership responsibilities within technology, SaaS, hosting, cloud, digital services, or related industries
• Proven track record of developing and executing sales strategies that generate net-new business while growing revenue within existing customer accounts
• Experience leading distributed sales teams across multiple geographies and time zones
• Strong understanding of outbound sales, prospecting, pipeline development, lead generation, customer acquisition, and account growth strategies
• Experience identifying and developing new market opportunities, customer segments, partner channels, or go-to-market motions
• Demonstrated ability to build scalable sales processes, playbooks, frameworks, and performance management systems
• Experience partnering closely with Marketing on demand generation, content strategy, lead nurturing, campaign execution, and revenue growth initiatives
• Strong commercial acumen with the ability to identify opportunities, prioritize initiatives, and execute effectively
• Comfortable balancing strategic leadership with hands-on execution
• Experience with CRM platforms such as Zoho CRM, Salesforce, HubSpot, or similar tools
• Strong analytical skills with the ability to leverage data to drive decisions, improve performance, and forecast results
• Excellent communication, coaching, and stakeholder management skills
• Self-motivated, entrepreneurial, and highly driven, with a passion for building and scaling successful sales organizations
• Experience in the web hosting, cloud services, digital infrastructure, or related technology sectors is strongly preferred

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.