Senior Account Executive – Managed Services

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

Accountabilities:

- Own the managed services new‑business quota from target‑market definition through 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.

Requirements:

- 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.

- Proven track record of meeting or exceeding sales quotas through complex, multi‑stakeholder deals with meaningful annual contract values.

- Experience opening new territories, developing new markets, or acquiring initial customers for a new service line.

- Experience building commercial functions or sales processes from the ground up, including pricing discipline, qualification frameworks, and sales playbooks.

- Strong executive presence and credibility when engaging senior technical and business stakeholders, including CISOs, CIOs, and board‑level audiences.

- Strong understanding of managed services economics, including recurring revenue models, service tiers, margins, pricing, and multi‑year agreements.

- Demonstrated expertise in discovery, solution positioning, value‑based selling, proposal development, procurement processes, and commercial negotiation.

- Strong CRM discipline and forecasting capabilities, with a structured and data‑informed approach to pipeline management.

- Exceptional written and verbal communication skills, with the ability to adapt messaging to technical, executive, and commercial audiences.

- Post‑secondary education in a relevant field.

- Eligibility to obtain or maintain Government of Canada security clearance .

- Nice to have: experience selling MDR, SOC, endpoint, identity, cloud security, or related managed security services.

- Nice to have: familiarity with MSP platforms and tools such as ConnectWise, Microsoft Azure, or equivalent technologies.

- Nice to have: experience selling to defence, government, or regulated critical infrastructure organizations.

- Nice to have: knowledge of compliance frameworks such as CMMC, CPCSC, SOC 2, ISO 27001, or ITSG-33 and their impact on managed services requirements.

Benefits:

- Fully remote position within Canada.

- Competitive base salary with performance‑based incentives tied to business growth.

- Opportunity to build and influence a new managed services revenue function from an early stage.

- High level of autonomy and direct influence over go‑to‑market strategy, pricing, sales processes, and commercial operations.

- Opportunity to work with clients operating in high‑trust, cybersecurity‑sensitive environments.

- Exposure to complex managed services, cybersecurity, compliance, and recurring‑revenue business models.

- Flat organizational structure with short decision‑making paths and close collaboration with leadership.

- Continuous learning budget to support professional development.

- Opportunity to mentor and help shape a growing commercial team.

- Workplace accommodation available throughout the selection process.