Head of Sales (Remote from Massachusetts)

Jobgether

8d • Remote

About The Position

In this role, you will lead the commercial growth strategy for the U.S. market, driving revenue and expanding brand presence in the fast-evolving eCommerce and SaaS landscape. You will manage and mentor a team of Account Executives while collaborating closely with global leadership to shape go-to-market strategy and build strong relationships with enterprise and mid-market clients. This position requires a strategic, hands-on leader who thrives in high-growth environments, balancing pipeline development, deal closure, and team development. You will work cross-functionally with marketing and product teams to ensure alignment on lead generation, product positioning, and client engagement. This role offers the autonomy to make a significant impact, shape sales processes, and drive measurable growth.

Requirements

• 7+ years of B2B SaaS sales experience, with at least 3 years in a leadership or director role.
• Proven track record closing deals with mid-market and enterprise clients.
• Strong knowledge of the U.S. eCommerce and customer support ecosystem.
• Excellent communication, negotiation, and presentation skills.
• Experience in startup or high-growth environments preferred.
• Familiarity with CRM systems and sales tools (e.g., Hubspot).
• Ability to work remotely, independently, and across multiple time zones.

Nice To Haves

• Experience in startup or high-growth environments preferred.

Responsibilities

• Develop and execute a strategic sales plan to achieve and exceed U.S. revenue targets.
• Identify key growth sectors within the U.S. eCommerce market and tailor outreach strategies accordingly.
• Build and maintain strong relationships with C-level executives and key stakeholders.
• Collaborate with marketing and product teams to align on lead generation, product positioning, and campaign execution.
• Maintain accurate sales forecasts, pipeline reporting, and CRM data hygiene.
• Represent the company at industry events, conferences, and client meetings.
• Build, mentor, and scale the U.S. sales team, establishing consistent processes and SOPs for repeatable success.

Benefits

• Fully remote role with flexible work arrangements.
• Competitive salary and annual performance incentives.
• Generous vacation policy (20 days) plus an annual company week off.
• Monthly fitness stipend.
• Comprehensive medical, dental, and vision insurance for U.S.-based employees.
• 401(k) plan with employer contributions.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 11-50 employees