Job Description

SMB Sales Executive

This role is an exciting opportunity for a high-energy sales professional to join a fast-growing, AI-driven travel technology environment focused on transforming how hotels generate direct bookings. You will be responsible for building relationships with small and mid-sized hotel businesses across North America, helping them adopt data-powered tools that improve revenue and reduce reliance on third-party platforms. The position combines outbound prospecting, consultative selling, and full-cycle deal ownership in a highly dynamic, startup-style environment. You will leverage modern sales tools and AI-driven workflows to personalize outreach, accelerate pipeline growth, and close deals effectively. This is a performance-driven role where autonomy, experimentation, and ownership are highly encouraged. You will play a key part in expanding market presence while contributing directly to revenue growth and product adoption.

Accountabilities:

• Develop and manage a pipeline of SMB hotel clients through outbound prospecting, outreach campaigns, and relationship-building activities.
• Conduct engaging product demos and presentations tailored to the specific needs and challenges of hotel partners.
• Own the full sales cycle, including qualification, negotiation, proposal creation, and closing deals.
• Build and execute territory strategies to maximize engagement and conversion across assigned accounts.
• Leverage CRM and sales engagement tools to track activity, manage pipeline, and optimize outreach performance.
• Use data insights and customer pain points to craft compelling, value-driven proposals and solutions.
• Collaborate with internal teams to align messaging, improve conversion strategies, and support revenue goals.

Requirements:

• 13 years of outbound sales experience, ideally in SaaS, ad-tech, travel tech, or similar B2B environments.
• Proven ability to generate pipeline, manage prospects, and close deals independently.
• Strong communication and relationship-building skills with a consultative sales approach.
• Comfortable working in fast-paced, target-driven environments with a strong sense of ownership and resilience.
• Familiarity with or interest in modern sales tools such as Salesforce, Outreach, Apollo, or similar platforms.
• Interest in AI-driven sales workflows, automation tools, and data-enhanced selling strategies.
• Ability to work autonomously while contributing effectively within a collaborative, high-performance team.
• Bonus: experience in hotel tech, travel tech, eCommerce, or knowledge of sales methodologies (SPIN, Challenger, Sandler).

Benefits:

• Base salary up to $65,000 with uncapped commission and OTE of $25,000$30,000.
• Equity/stock options as part of the compensation package.
• 21 days of paid time off, increasing with tenure.
• Fully remote work within 3 hours of Eastern Time, plus 4 weeks of annual work-from-abroad flexibility.
• Comprehensive health and dental insurance coverage.
• 401(k) retirement plan with 3% employer match.
• Monthly wellness allowance to support health and wellbeing.
• Annual learning and development budget for professional growth.
• Paid maternity and paternity leave with additional family flexibility benefits.
• Paid volunteering day, discovery days, and social team retreats.
• Opportunity to join a high-growth, global team shaping the future of travel technology.

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