[Hiring] B2B SaaS Sales Director @HireBoost

Role Description

This is a remote position.

As their first Director of Sales, you will own the revenue engine. This is not a role for someone who manages from a distance. It's for someone who owns the number, gets involved in key deals when it matters, and builds the playbook and team around what works. You will report directly to the CEO and work closely with the founding team.

You will inherit a team of four Account Executives selling across enterprise and mid-market segments, with a strong track record against established competitors. They have a solid pipeline, a proven sales motion, and customers who buy. Your job is to drive the team's revenue goals, help AEs close larger deals, and build the systems and processes needed to scale from their current stage to $10M, $20M, and $30M+ ARR.

This is a rare opportunity to shape a high-growth sales organization with strong foundations already in place and a product that is winning in the market.

Main Responsibilities

• Own overall sales targets and be personally accountable for team ARR growth.
• Coach, enable, and actively support AEs to close more and bigger deals, including jumping into live deals when needed.
• Lead, develop, and grow a GTM 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.
• Proactively identify opportunities for improvement and bring forward thoughtful, actionable solutions.
• Hire and onboard future sales talent as the team scales.

Qualifications

• 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 both enterprise and mid-market sales motions: cold outreach, discovery, demos, negotiation, and complex deal cycles.
• Consultative mindset, comfortable asking thoughtful questions, uncovering areas of improvement, and proposing solutions.
• Highly autonomous. You don't need to be told what to do, you figure out what needs to happen and go do it.
• 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

• Salary: $160,000 - $200,000 USD/ per year + 20-30% OTE
• 100% Remote from Canada & United States