Head of Sales – Canada, US

🕒 June 23

🌐 United States, Canada – Remote

🇺🇸 United States – Remote 🇨🇦 Canada – Remote

💵 $160k - $200k / year

⏰ Full Time

🔴 Lead

🤑 Sales

👻 Ghost score 12%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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HireBoost

WebsiteLinkedInAll Job Openings

1 - 10 employees

Founded 2021

🎯 Recruiter

🤝 B2B

👥 HR Tech

Recruitment • B2B • HR Tech

HireBoost is a recruitment platform that helps companies enhance their remote teams by hiring top talent in Latin America. By leveraging a network of highly qualified professionals, HireBoost enables businesses to save on operational costs and improves the hiring experience for both candidates and clients. The platform focuses on facilitating smooth collaboration and communication, ensuring that companies can connect with professionals who meet their technical and cultural needs while also providing a great candidate experience.

📋 Description

• Own overall sales targets and be personally accountable for team ARR growth • Coach, enable, and actively support Account Executives to close more and bigger deals, including joining live deals when needed • Lead, develop, and grow a go-to-market team of Account Executives and SDRs across enterprise and mid-market segments • Build and refine a scalable, repeatable sales playbook from prospecting through close • Define sales processes, qualification frameworks, and pipeline management standards • Partner with the CEO on go-to-market strategy, pricing, and expansion initiatives • Maintain accurate pipeline visibility and forecasting in HubSpot • Identify opportunities for improvement and bring forward actionable solutions • Hire and onboard future sales talent as the team scales • Report directly to the CEO and work closely with the founding team

🎯 Requirements

• Proven experience in B2B SaaS sales leadership, ideally having helped take a company from around $5M ARR to $10M, $20M, $30M or beyond • A track record of owning a team number and coaching AEs to consistently exceed quota • Hands-on leadership style; comfortable jumping into a deal to unstick it, without needing to own a personal quota to stay sharp • Experience building or refining sales processes in an early-stage or high-growth environment • Strong command of enterprise and mid-market sales motions, including cold outreach, discovery, demos, negotiation, and complex deal cycles • Consultative mindset, comfortable asking thoughtful questions, uncovering areas of improvement, and proposing solutions • Highly autonomous; able to determine what needs to happen and execute independently • Proficiency in HubSpot or equivalent CRM • Self-starter, highly organized, and results-driven • Experience selling PRM, CRM, or partnership software • Familiarity with partner-led or channel sales models • Available to travel and assist with in-person sales events as needed

🏖️ Benefits

• 20–30% OTE • 100% Remote from Canada & United States • Available to travel and assist with in-person sales events as needed