Head Of Outbound Sales

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

Job summary

Event Temple is seeking a Head of Outbound Sales to lead and scale our global sales efforts. This role combines strategic leadership with hands-on selling, focusing on sourcing and closing hotel group business in a dynamic SaaS environment. Join a remote-friendly company that values impact and autonomy.

Benefits

Competitive compensation and commission structure

Remote-friendly, flexible work environment

Ambitious and purpose-driven team culture

Qualifications

• 5+ years of B2B SaaS experience, preferably in hospitality tech.
• 2+ years in leading outbound sales teams at Director+ level.
• Hands-on experience closing complex deals in the $5K–$100K range.

Responsibilities

• Hire, train, and manage an outbound sales team.
• Prospect and close deals with hotels, particularly in the 10–100 property range.
• Create playbooks and reporting systems for outbound success.

Skills

B2B SaaS experience

Hospitality tech

Sales leadership

Complex deal closing

Hotel group sales

Metrics-oriented

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

Next Steps

• 1-hour tactical interview (presentation format).
• 1-hour culture interview.
• In-person interview (optional).
• 3 Reference checks.

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

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

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