Sales Director

Canada Job Posts; Canada; Remote; CAD 120,000 - 190,000; Full time

Benefits offered by this job

Remote work

Open PTO

Retirement matching

Health coverage

Life insurance

Maternity leave

Home office stipend

WiFi stipend

Volunteer day

Professional development

Job summary

Cloudbeds in Canada is seeking a Sales Director to drive growth across mid-market and Enterprise hotel clients. You will build relationships, fuel partnerships, and position Cloudbeds as the go-to platform for revenue, reservations, distribution, and marketing.

This hunter role focuses on acquiring new clients, delivering forecasts, and expanding brand presence at industry events. You’ll collaborate with Marketing, Product, and Partnerships, leveraging a global remote team to scale ARR.

Qualifications

• 5+ years of experience as a top-performing sales professional.
• Deep understanding of the mid-market hotel ecosystem and tech sales to independents.
• Excellent communication and negotiation abilities.
• Proven ability to build pipelines independently without SDR support.
• Experience with long-term pipeline management in Salesforce.

Responsibilities

• Build relationships, fuel partnerships, and position Cloudbeds as the go-to solution for independents.
• Deliver high-value ARR and expand brand through hunter-led sales.
• Consult with hotels and industry leaders at conferences and events.
• Collaborate across Marketing, Support, Product, and Partnerships.
• Provide field feedback to sales, product, and marketing teams.
• Drive annual revenue growth and achieve sales forecasts.

Skills

Sales leadership

Mid-market & Enterprise sales

Hospitality technology expertise

Forecasting & pipeline management

Negotiation skills

Strategic relationship building

Tools

Salesforce CRM

Job description

At Cloudbeds , we're not just building software, we're transforming hospitality. Our platform powers hotels across 150 countries, processing billions in bookings annually. From boutique properties to large hotel groups, we help hoteliers transform operations and uplevel their commercial strategy through a unified platform that integrates with hundreds of partners. And we do it with a completely remote team. Imagine working alongside global innovators to build AI-powered solutions that solve hoteliers' biggest challenges. Since our founding in 2012, we've continually been recognized for excellence, most recently earning top honors at the 2026 HotelTechAwards for Best Hotel Management Software and landing on Deloitte's Technology Fast 500 again, but we're just getting started.

How You'll Make an Impact

As a Sales Director, you will play a pivotal role in Cloudbeds' growth, leveraging your extensive network and deep understanding of both the mid-market and Enterprise hotel landscape to drive high-value ARR and expand our brand. Your expertise in hospitality technology will be essential as you build relationships, fuel partnerships, and position Cloudbeds as the go-to solution for independents. This is a hunter role focusing on acquiring new clients and delivering sales forecasts to sales leadership.

We partner with the world's most ambitious hospitality businesses. One day, you'll be consulting with a large independent property to help them stand out against global brands; the next, you'll be at a tech conference exchanging insights with industry leaders. Another day, you might find yourself advising founders of an emerging alternative accommodation brand on how to scale globally. Along the way, hopefully, you'll deepen your network of hotel groups, management companies, and consultants, while evangelizing for our unified platform for revenue, reservations, distribution, and marketing.

As a fast-growing player in the mid-market, we need entrepreneurial thinkers who are comfortable challenging the status quo. You'll collaborate across Marketing, Support, Product, and Partnerships to deliver the best solutions, balancing client advocacy with business viability.

And, of course, we want you to enjoy the journey—because transforming hotel tech should be just as exciting as the industry itself.

What You Bring to the Team

Build and execute a strategy to serve independent hotels and groups, identifying opportunities to drive revenue and expand Cloudbeds' presence.

Deliver on your sales forecasts to ensure that we hit our ambitious goals.

Conduct exceptional virtual client presentations.

Represent Cloudbeds at major industry events, serving as a brand ambassador and building relationships with potential clients and influencers.

Provide valuable feedback from the field to sales leadership, product, and marketing teams.

Cultivate strong post-sale relationships (NOT Account Management; that's another team) that lead to happy clients and fuel valuable referrals.

You’ll Succeed With

5+ years of experience as a top-performing sales professional, using a highly consultative approach.

A deep understanding of the mid-market hotel ecosystem with a proven track record of successfully selling tech to independent hotels, groups, and driving ARR growth.

Expertise in hospitality technology, with a passion for helping hotels thrive.

Exceptional business acumen and negotiation skills.

Proven success in building pipelines independently, without BDR/SDR support.

Expertise in Salesforce CRM and experience with long-term pipeline management.

Exceptional communication and listening skills.

Bonus Skills to Stand Out

Deep understanding of PMS technology.

Experience in the hospitality or lodging industry.

Multilingual skills are always a bonus at Cloudbeds!

Work Authorization

Please note that applicants must be currently authorized to work in the location where the position is located without requiring visa sponsorship. At this time, Cloudbeds is unable to provide sponsorship for work visas.

What to Expect – Your Journey with Us

Behind Cloudbeds' revolutionary technology is a team redefining what's possible in hospitality. We're 650+ team members across 40+ countries, bringing together elite engineers, AI architects, world‑class designers, hoteliers, and hospitality veterans to solve challenges others haven't dared to tackle. Our diverse team speaks 30+ languages, but we all share one language: a passion for innovation and travel. From pioneering breakthroughs in machine learning to revolutionizing how hotels operate, we're not just watching the future of hospitality unfold – we're coding it, designing it, writing it, and shipping it. If you're ready to work alongside some of the brightest minds in tech who are obsessed with using AI to transform a trillion‑dollar industry, this is your chance to be part of something extraordinary.

• Winner – Hotel Management Software | HotelTechAwards (2026)
• Overall 10 Best Places to Work | HotelTechAwards (2026)
• Overall Top 10 Hotelier's Choice | HotelTechAwards (2026)
• Finalist – Property Management Systems (PMS) & Channel Managers | HotelTechAwards (2026)

Discover Our Canada Benefits

At Cloudbeds, we believe great work deserves great benefits. Here's how we support your well‑being, growth, and life beyond work.

• #RemoteFirst: Work from home in eligible locations across Canada, with flexibility to work and travel in accordance with company policies.
• Time Off & Wellness: Open PTO beyond statutory minimums, paid Canadian holidays, and 5 paid sick days.
• Retirement Savings: Cloudbeds matches 100% of your contributions, up to 4% of eligible earnings.
• Health, Dental & Vision: Extended healthcare coverage, including prescription drugs, dental, vision, and paramedical services for you and your eligible dependents.
• Life & Disability Protection: Company‑paid Life & AD&D insurance (3x annual earnings, up to $500,000), with disability and critical illness coverage also available.
• Family & Mental Health: Paid maternity and partner leave, plus confidential 24/7 Employee Assistance Program (EAP) support.
• Home Office Support: A one‑time home office setup stipend and recurring WiFi and phone stipends.
• Growth & Community: Professional development through Cloudbeds University and 1 paid Volunteer Day per quarter through Cloudbeds Cares.

Benefits are subject to eligibility requirements and plan terms.

Everyone is Welcome – A Culture of Inclusion

Cloudbeds is proud to be an Equal Opportunity Employer that celebrates the diversity in our global team! We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

Cloudbeds is committed to the full inclusion of all qualified individuals. As part of this commitment, Cloudbeds will ensure that persons with disabilities are provided reasonable accommodations in the hiring process. We encourage deaf, hard‑of‑hearing, deaf‑blind, and deaf‑disabled individuals to apply. If reasonable accommodation is needed to participate in the job application or interview process or to perform essential job functions, please contact our HR team by phone at [phone] or via email at [e-mail]. Cloudbeds will provide an American Sign Language (ASL) interpreter where needed as a reasonable accommodation for the hiring process.