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Open nowPosted 11 hours ago

Head of Direct Sales (North America & EMEA- remote work)

Workable (global search)107,801 open roles

Where
Toronto, ON, Canada
Work mode
Remote
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Your applicationOpen nowHead of Direct Sales (North America & EMEA- remote work)Workable (global search) · Toronto, ON, Canada

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Early applications get read.

8.0% of postings close within 7 days. Measured by our own scanner across the market. Workable (global search) postings stay open a median of 2 days.

Share of postings closed within
  1. 1.6%1 day
  2. 3.5%3 days
  3. 8.0%7 days
  4. 14.9%14 days
  5. 34.0%30 days
This job: posted 11 hours ago

Workable (global search) median: 2 days open

The posting

TuxCare offers a portfolio of security solutions for Linux and open-source software aimed at enterprise organizations. With TuxCare, enterprises can automate live vulnerability patching, minimize downtime, keep their applications secure and compliant, and get support from a team that knows Linux security best – covering the most popular Linux distributions, end-of-life systems, programming languages, and much more.

We’re looking for a Head of Direct Sales to lead TuxCare’s direct sales organization across North America and EMEA. Reporting to the Chief Revenue Officer, you will lead a distributed team responsible for new customer acquisition, growth within existing accounts, and renewals.

This is a hands-on sales leadership role. Our solutions, including SecureChain and Extended Lifecycle Support for RHEL-based Linux alternatives (ELS for RLA), call for thoughtful discovery, tailored proposals, and flexible deal structures. You’ll coach the team through live opportunities, help shape complex deals, and build a sales approach grounded in each customer’s security and business needs.

Responsabilties:

  • Set and execute the direct sales strategy across North America and EMEA, turning revenue goals and territory plans into clear priorities for the team.
  • Lead, coach, and develop Enterprise Account Executives, Account Executives, account management, renewals, and sales development team members.
  • Work closely with sales representatives on active deals, helping them uncover customer needs, communicate business value, and develop effective proposals.
  • Support complex and strategic opportunities, including customer conversations, negotiations, and requests for tailored packaging or terms.
  • Drive performance across new business, account growth, and renewals while maintaining a healthy pipeline and accurate forecasts.
  • Review sales results and win/loss trends to identify coaching opportunities and improve the team’s approach.
  • Build strong relationships with strategic customers and identify opportunities to grow TuxCare’s presence in both regions.
  • Partner with Marketing, Revenue Operations, Product, and Finance to improve go-to-market execution and resolve customer needs.
  • Hire, onboard, and develop sales talent across North America and EMEA.
  • Represent TuxCare at relevant industry events and provide regular performance and forecast updates to the CRO and executive team.

Requirements

  • Proven experience leading direct sales teams across North America and EMEA, with a strong record of achieving revenue targets.
  • Required: Direct sales or sales leadership experience in software supply chain security, software composition analysis (SCA), application security, or DevSecOps. Candidates must have sold enterprise solutions in this sector; experience selling general IT or infrastructure software alone does not meet this requirement.
  • Hands-on experience selling solutions to buyers concerned with software vulnerabilities, end-of-life systems, compliance, or open-source security.
  • Strong deal-coaching and value-selling skills, including experience with tailored product packaging and dynamic pricing.
  • The ability to turn technical challenges into a clear business case for both technical and executive stakeholders.
  • Experience managing new customer acquisition, account growth, and renewal motions.
  • Strong forecasting, pipeline management, negotiation, and presentation skills.
  • A coaching style that combines support, clear expectations, and accountability.
  • Familiarity with MEDDPICC or a comparable enterprise sales qualification methodology.
  • Willingness to travel as needed.

Benefits

What's in it for you?

  • A strong focus on professional development with opportunities for learning and growth:
  • Interesting and challenging projects,
  • Mentor and other knowledge-exchange programs;
  • Fully remote work with flexible working hours, that allows you to schedule your day and work from any location worldwide;
  • Paid 24 days of vacation per year, 10 days of national holidays, and unlimited sick leaves to ensure you maintain a healthy work-life balance;
  • Compensation for private medical insurance;
  • Co-working and gym/sports reimbursement;
  • The opportunity to receive a reward for the most innovative idea that the company can patent, fostering a culture of creativity and innovation.
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