Sherweb · 17 hours ago
Head of Sales - Security & Continuity
United States
Full-time
Remote
Director/Executive
10+ years expSherweb is seeking a dynamic and results-driven Head of Sales to lead their Security and Continuity business across North America. This role is responsible for driving strategic growth, managing partner and vendor relationships, and leading a high-performing sales team focused on cybersecurity, compliance, and business continuity solutions.
Cloud ComputingInformation TechnologyWeb Hosting
Responsibilities
Develop and execute regional sales strategies aligned with North American market trends and regulatory requirements (e.g., CMMC, CIS, NIST)
Lead a team of SMEs (Business Development Managers, Solution Specialists & Pre-Sales Techs, etc) across Canada and the U.S., fostering a culture of performance, accountability, and collaboration
Build and maintain relationships with key channel partners, MSPs and Vendors
Collaborate with Product and Marketing teams to tailor GTM for regional needs and verticals (e.g., healthcare, finance, public sector)
Monitor pipeline health, forecast revenue, and report on KPIs using CRM tools like Microsoft Dynamics
Represent the company at industry events, partner summits, and customer briefings across North America
Stay current on competitive landscape, emerging threats, and evolving compliance standards
Qualification
Required
Bachelor's degree in Business, Information Technology, or related field; MBA preferred
10+ years of experience in IT Channel sales, with 5+ years in a leadership role focused on cybersecurity or continuity
Strong understanding of the North American MSP Channel
Proven success in managing distributed sales teams and partner ecosystems across North America
Strong understanding of cloud platforms, backup and recovery solutions, and endpoint protection
Preference for understanding of Microsoft, Sentinel 1, Checkpoint, Huntress, Proofpoint, Bitdefender and other existing product on Sherweb's cloud marketplace
Familiarity with North American security landscape and threats
Excellent communication, negotiation, and leadership skills
Preferred
Microsoft Certified: Security, Compliance, and Identity Fundamentals
Certified Information Privacy Professional (CIPP/US or CIPP/C)
Certified Business Continuity Professional (CBCP)
Benefits
A fast-paced work environment that adapts to you
A friendly and diverse work culture with inclusion and equality at the heart of our actions
State-of-the art technology and tools
A results-oriented culture where talent, action, and thinking outside the box are given due recognition
Annual salary review based on performance
Generous and caring colleagues of various professional and cultural backgrounds
Vacation time that considers your previous experience
Advanced paid hours to recharge your batteries (holidays and mobile days)
Flexible benefits plan that adapts to your needs
A monthly home internet allowance
A career path with opportunities to learn and grow
Proximity to your direct manager and open, honest communication to support your development
Multiple initial and on-the-job training opportunities and tools to track your progress and help you scale up in your career
Last but not least: “Sherweblife” - a rich calendar of activities that allow us to gather virtually and face-to-face throughout the year
Company
Sherweb
SherWeb provides email and collaboration solutions for businesses.
1001-5000 employees
Funding
Current Stage
Late StageLeadership Team
Matthew Cassar
Co-Founder & Co-CEO
Peter Cassar
CEO
Recent News
2025-11-13
Company data provided by crunchbase