Strategic Managed Services Exec – Remote Canada

Jobgether SRL; United States; Remote; USD 84,000 - 126,000; Full time

Benefits offered by this job

Fully remote

Performance incentives

Build new revenue function

Autonomy in GTM

High-trust environments

Recurring revenue models

Flat structure

Learning budget

Mentor team

Workplace accommodation

Job summary

Jobgether SRL in Canada is seeking a senior managed services sales executive to own the new-business quota from target-market definition through multi-year agreements.

You will generate pipeline via outbound prospecting, referrals, partner channels, and existing relationships, lead multi-stakeholder discussions with CISOs, CIOs, and IT leaders, and shape pricing, packaging, and go-to-market strategies.

Qualifications

• 8+ years of B2B sales experience, including at least 4 years selling managed services, recurring IT services, cybersecurity services, or related solutions end to end.

Responsibilities

• Own the managed services new-business quota from target-market definition to signed multi-year agreements.
• Generate and develop pipeline through outbound prospecting, referrals, partner channels, and existing customer relationships.
• Lead in-depth discovery conversations with CIOs, CISOs, IT directors, business owners, and other senior stakeholders, connecting service offerings to security posture, regulatory obligations, and budget requirements.
• Develop and present tailored managed services solutions spanning security operations, endpoint, identity, cloud, and infrastructure, supported by clear commercial models and service roadmaps.
• Lead complex, multi-stakeholder sales cycles, including needs discovery, solution positioning, proposal development, procurement engagement, commercial negotiation, and contract closure.
• Partner with delivery and finance teams to establish pricing, service commitments, and commercial structures that support profitable and sustainable delivery.
• Help define the go-to-market strategy, including ideal customer profiles, target segments, service packaging, and pricing.
• Build the commercial operating model by establishing qualification criteria, proposal resources, pricing guardrails, and repeatable sales playbooks.
• Collaborate with technical delivery, security operations, and customer success teams to ensure effective handoffs and realistic commitments after contract signature.
• Maintain disciplined CRM practices, manage pipeline accurately, and provide reliable forecasts to leadership.
• Identify opportunities to expand existing customer relationships across advisory, offensive security, governance, risk, and compliance services.
• Monitor competitors, market developments, and emerging cybersecurity threats to inform service packaging, positioning, and pricing.
• Support the development of junior commercial talent through mentoring and knowledge sharing.

Skills

B2B sales

Managed services

Complex deals

Sales forecasting

Executive communication

CRM discipline

Territory development

Value-based selling

Education

Post-secondary education

Tools

ConnectWise

Microsoft Azure

Job description

Jobgether SRL in Canada is seeking a senior managed services sales executive to own the new-business quota from target-market definition through multi-year agreements.

You will generate pipeline via outbound prospecting, referrals, partner channels, and existing relationships, lead multi-stakeholder discussions with CISOs, CIOs, and IT leaders, and shape pricing, packaging, and go-to-market strategies.