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Open nowFirst seen 5 days ago

Head of Sales

TalentCross224 open roles

Where
Remote
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Remote
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Your applicationOpen nowHead of SalesTalentCross · Remote
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The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market. TalentCross postings stay open a median of 1 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.3%14 days
  5. 35.6%30 days
  6. 58.1%60 days
This job: first seen 5 days ago

TalentCross median: 1 days open

The posting

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.
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