Head of Sales

About the Role

We're looking for a hands-on, player-coach Head of Sales to lead, build, and optimize the company's inside sales, outbound sales, and revenue operations. This is not a traditional executive role—you'll work directly with executive leadership, analyze data, build sales playbooks, coach the team, jump into sales calls, and drive revenue growth.

Responsibilities

• Own day-to-day revenue operations, sales forecasting, territory optimization, and pipeline performance.
• Lead and coach a lean sales organization while maintaining strong accountability and execution.
• Design, test, and optimize outbound sequences, cold calling/email scripts, and inbound sales playbooks.
• Partner with Marketing to develop targeted sales campaigns and channel strategies.
• Monitor key sales velocity metrics, including speed-to-lead, mockup delivery, and quote conversion.
• Analyze sales data to identify bottlenecks, opportunities, and operational improvements.
• Step into complex sales conversations, handle objections, manage high-value accounts, and support deal closing.
• Develop sales incentives, processes, and high-velocity go-to-market strategies.
• Identify talent gaps and develop individual growth plans for sales team members.
• Work closely with the CEO to translate strategic goals into measurable sales performance.

Requirements

• 7+ years of Sales and Business Development experience.
• 4+ years managing closing or outbound sales teams in a startup, SMB, e-commerce, or high-growth environment.
• Proven experience working directly with CEOs or executive leadership to scale sales operations.
• Strong understanding of sales operations, forecasting, pipeline management, and revenue metrics.
• Deep experience with CRM and sales technology such as Salesforce, HubSpot, or Pipedrive.
• Strong experience with sales automation, sequencing, analytics, and CRM workflows.
• Excellent leadership, coaching, communication, and cross-functional collaboration skills.
• Strong cold calling, objection handling, value-based selling, and closing abilities.
• Experience managing distributed/remote sales teams.
• Highly entrepreneurial, customer-centric, data-driven, and execution-focused mindset.
• Availability to work during US Eastern and Pacific Time Zone hours.

Why Join Us

• Competitive base salary + uncapped commission and bonus potential.
• 100% remote work environment.
• Unlimited PTO.
• Opportunity to work directly with executive leadership.
• Significant autonomy to build and scale a sales and revenue engine.
• Global, fast-paced, entrepreneurial environment.
• Opportunity to make a direct impact on revenue growth and company strategy.