Head of Sales

Job Description

What You’ll Do

Hands-on Leadership & Revenue Operations

• Own the day-to-day revenue operations, working in close and direct alignment with the CEO to drive macro sales forecasting, territory optimization, and business unit economics.
• Lead a lean sales organization, ensure daily pipeline excellence, proper division of labor, and consistent target achievement.
• Get your hands dirty in the data to proactively surface pipeline insights, metrics, and bottlenecks to the CEO, implementing workforce planning and data-driven operational adjustments.
• Play a pivotal role in our strategic planning process, designing sales incentives and defining high-velocity go-to-market strategies.
  

Startup Sales Execution & Channel Effectiveness

• Design, test, and rapidly iterate on multi-channel outbound sequences, cold calling/email scripts, and inbound playbooks for both Customize Now and Source Anything.
• Formulate targeted sales campaigns in direct partnership with Marketing (structuring channel strategies, trade discounts, and strategic buyer incentives).
• Stay obsessed with our core front-end velocity metrics: sub-5-minute speed-to-lead windows, mockup delivery rates, and quote conversion.
• Jump into the trenches yourself when needed to handle complex objections, manage high-value accounts, and help the team close critical deals.
  

People, Culture & Team Management

• Cultivate a transparent, high-energy, and zero-ego startup culture focused on rapid execution, empowering reps, and absolute accountability.
• Identify critical talent gaps within our lines of business (LOBs) and ensure key roles are staffed by high-performers.
• Develop practical individual growth plans for your team, reviewing progress periodically to cultivate the next generation of sales leaders.
  

What We’re Looking For

• The Startup Master: 7+ years of relevant experience in Sales and Business Development with at least 4+ years specifically managing closing or outbound teams within a fast-paced startup, SMB, or e-commerce environment.
• Direct Executive Experience: Proven track record of working directly with a CEO or executive founders to scale operations and convert high-level strategic visions into concrete pipeline performance.
• Grit Over Title: Proven experience building process-heavy operations in flat organizations. You are customer-centric, laser-focused on metrics, and prefer execution over corporate delegation.
• Master of the Sales Stack: Deep tactical comfort with setting up CRM workflows (Salesforce, HubSpot, Pipedrive), automated sequencing, data analytics, and customer relationship management programs.
• Charismatic & Collaborative: An exceptionally charismatic leader with a natural ability to inspire teams, who also collaborates fluidly cross-functionally to bring different departments together toward a common goal.
• Objection Handling Expert: You know how to command a room, interrupt patterns on a cold call, sell on value rather than price, and teach your team to do the same.
• Global & Timezone Alignment: Proven experience working with distributed remote teams. Full availability to work directly during US Eastern and Pacific Timezone hours to stay in lockstep with our team and customers.

Are you interested in this position?
Apply by clicking on the “Apply Now” button below!
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