Job Description
Job Description
Job Title: Head of Sales- B2B
Location: St Thomas or St Croix USVI
Reports To: Chief of Sales
$140k-$160k with 20% bonus
OTE $168k to $192k
Role Overview:
The Head of Sales is responsible for leading the B2B sales organization to deliver sustainable revenue growth, stronger customer retention, and increased market share through disciplined execution and strategic solutions-based selling. This role provides leadership across sales strategy, team performance, pipeline health, and commercial execution, while ensuring the business is well positioned to capture opportunities across connectivity, ICT, managed services, and other value-added solutions. The successful candidate will be an accomplished people leader who can build capability, drive accountability, and partner cross-functionally to deliver customer-centric solutions that create long-term value for both clients and the business.
Head of Sales – Key Objectives
- Provide strategic and operational leadership for the B2B sales organization, setting clear direction, performance standards, and priorities aligned to business objectives.
- Lead, coach, and develop a high-performing sales team, building a culture of accountability, customer focus, collaboration, and continuous improvement.
- Drive a solutions-based selling model that strengthens the team’s ability to identify customer needs, shape value propositions, and position connectivity, ICT, managed, and digital solutions effectively.
- Own the development and execution of sales strategies, segment plans, and commercial initiatives that deliver revenue growth, customer acquisition, retention, and market expansion.
- Partner with product, technical, service delivery, and marketing teams to ensure solutions are commercially sound, operationally deliverable, and competitive in the market.
- Strengthen capability in consultative selling, opportunity qualification, proposal development, negotiation, and executive-level customer engagement.
- Maintain rigorous oversight of pipeline health, forecasting accuracy, quota attainment, and sales productivity through disciplined use of Salesforce CRM and data-driven decision-making.
- Apply strong commercial judgment to pricing, discounting, contracting, and profitability to secure high-quality, sustainable business outcomes.
- Lead the preparation and review of proposals, bids, and complex commercial opportunities, ensuring solutions are aligned to customer requirements and company standards.
- Monitor market dynamics, competitive activity, and emerging technologies, using these insights to refine go-to-market strategies and identify new avenues for growth.
- Champion customer experience and support improvements in NPS by leading a sales organization that is responsive, informed, and solution oriented.
- Oversee sales incentives, performance measures, and capability-building initiatives that reinforce strategic selling behaviours and strong business performance.
Qualifications:
- Bachelor’s degree in business administration, marketing, management, information technology, or a related discipline; equivalent experience and relevant professional qualifications will also be considered.
- 7+ years of progressive sales leadership experience within a B2B, telecommunications, technology, or related commercial environment.
- Demonstrated success leading teams, achieving revenue targets, and driving disciplined execution across the sales cycle.
- Strong people leadership capability with a track record of coaching, performance management, and building high-performing teams.
- Strong commercial acumen, including experience in pricing, negotiation, forecasting, pipeline management, and profitability oversight.
- Excellent communication, presentation, and stakeholder management skills, including the ability to engage credibly at senior levels internally and externally.
- Proficiency in Microsoft Office and CRM platforms, preferably Salesforce, with the ability to use reporting and pipeline data to guide action.
- Strong analytical, problem-solving, and organizational skills, with the ability to manage competing priorities in a fast-paced environment.
- Preferred: experience leading strategic solutions selling in telecommunications, ICT, cloud, managed services, or related technology environments.
- Preferred: familiarity with technical solution areas such as cloud services, Microsoft solutions, networking, cybersecurity, unified communications, managed IT services, or business connectivity solutions.
- Preferred: relevant technical or industry certifications in areas such as Microsoft, AWS, Cisco, Fortinet, CompTIA, or similar ICT disciplines.
What We’re Looking For:
- An accomplished people leader with the ability to inspire performance, build capability, and lead through change.
- A strategic sales leader who can translate market opportunity and customer need into clear commercial action.
- A solutions-oriented operator who understands how to position complex offerings in a commercially compelling and customer-relevant way.
- A collaborative partner who works effectively across functions and contributes to broader business performance and transformation.
Why Join Us?
At ONE Communications VI, we’re redefining what it means to connect. You’ll be part of a purpose-driven team that values voice, vision, and velocity — and you’ll play a key role in shaping experiences that matter.