Head Of Outbound Sales

Flippa.com; Vancouver; Remote; CAD 100,000 - 140,000; Full time

Job summary

A high-growth SaaS company in Vancouver seeks a Head of Outbound Sales. This senior role involves sourcing and closing hotel group business while building a global outbound sales engine. The ideal candidate will blend hands-on deal-making with strategic leadership, focusing on creating repeatable systems for success. Join a dynamic team committed to revolutionizing the hospitality industry.

Benefits

Remote-friendly, flexible work environment

Health & dental benefits

Competitive compensation and commission structure

Fun, ambitious, friendly team

Qualifications

• 5+ years of B2B SaaS experience, preferably in hospitality tech.
• 2+ years leading outbound sales teams at Director+ level.

Responsibilities

• Hire, train, and manage a high-performing outbound sales team.
• Actively prospect and close single hotels and hotel groups.
• Create repeatable outbound processes focusing on relationships.

Skills

B2B SaaS

Sales Leadership

Hospitality Expertise

Deal Closing

Metrics Orientation

Education

Bachelor's Degree

Tools

HubSpot CRM

Job description

Event Temple | World’s Leading Hotel Sales & Catering Software
Reports to: CEO
Travel Required: Yes
Location: Remote, based in Canada.

About Us
Event Temple is a high-growth SaaS company based in Vancouver, Canada. We’re revolutionizing the hospitality industry with modern, flexible sales and catering software—voted the #1 solution in the Hotel Tech Awards ten years in a row. We help make travel and events happen—and we’re building the future of group sales and events for hotels around the globe.

The Role
We’re hiring a Head of Outbound Sales—a senior, player-coach leader responsible for sourcing, hunting, and closing hotel group business. You’ll be tasked with building and scaling our global outbound sales engine, starting with North America, and eventually hiring reps in key markets worldwide. This is a quota-carrying position for someone who blends hands-on dealmaking with strategic leadership. We’re looking for someone who can build repeatable systems for outbound success.

What You’ll Be Doing

• Hire, train, and manage a high-performing outbound sales team with deep hospitality expertise.
• Actively prospect and close single hotels and hotel groups, particularly in the 10–100 property range.
• Help team members meet their quotas through mentorship and strategic support.
• Create repeatable outbound processes and focus on relationships and results.
• Work with inbound sales, marketing, customer success, and product teams to improve targeting, messaging, and outcomes.
• Deliver predictable pipeline growth from outbound that complements inbound efforts.
• Create playbooks, sequences, training content, and reporting systems for outbound success.

Who We’re Looking For

• Based in Canada and able to travel regularly.
• 5+ years of B2B SaaS experience (hospitality tech strongly preferred).
• 2+ years leading outbound sales teams at a Director+ level.
• Hands-on experience closing complex deals ($5K–$100K range).
• Strong understanding of hotel group sales and/or sales & catering software.
• Experience managing remote sales teams (6+ direct reports).
• Process-driven and metrics-oriented with a people-first sales philosophy.

Bonus:

• Previous experience working in hospitality software.
• HubSpot CRM experience.
• Familiar with outbound methodologies like Predictable Revenue, social selling, ABM, and consultative sales.
• Experience with enterprise or chain-level hotel sales.

Who Thrives Here
We’re a team of ambitious builders who value freedom, accountability, and a bigger purpose. You’ll thrive at Event Temple if you:

• Want to make a big impact without corporate red tape.
• Prefer action over perfection and learning over ego.
• Want to build something great with people who care.

Benefits

• Remote-friendly, flexible work environment.
• Health & dental benefits
• Competitive compensation and commission structure
• Be part of a fun, ambitious, friendly, and purpose-driven team

Next Steps

1. 15-minute screening call.
2. 1-hour tactical interview (presentation format).
3. 1-hour culture interview.
4. In-person interview (optional).
5. 3 Reference checks.

Salary range:$100-140k annual (based on experience) plus variable commission.

We don't offer relocation support for this job posting.