Role: Head of Professional Services (DevOps & AI Tools/Platforms)
Company: iTmethods, https://www.itmethods.com
Location: GTA (hybrid - approx. 1 day per week)
Reports to: Chief Revenue Officer (CRO)
Type: Full-time / Permanent
Travel: Up to 30%
About iTmethods
iTmethods is a profitable, founder-led company, helping large enterprises run DevOps toolchains and AI workspaces securely in their own clouds. Our iTmethodsONE platform standardizes tools on AWS/Azure with a focus on security, compliance, and AI-native delivery. We partner with leading ISVs and hyperscalers to accelerate time to value.
iTmethods enables enterprises to excel in their digital transformation journeys through expert professional services and cutting-edge managed platforms. Our offerings include strategic consultation, expert implementation, toolchain integration, and extensive ongoing support options. Our solutions address key challenges in DevOps and AI/ML deployments and ongoing operations, security, and compliance, ensuring maximum return on technology investments.
Opportunity
We are hiring a hands-on Professional Services leader to scale the services department, deliver high-quality engagements, and tie services to client retention and growth. This position will be the the head of the professional services department. Success in the role will include on-time/on-budget delivery, strong utilization and gross margin, and development of new offerings. If you are interested in owning the professional services practice, leading and growing a client delivery team, building out services offerings and playbooks, and working on pre-sales initiatives with the CRO, then this opportunity is for you.
Responsibilities
Deliver engagements predictably: ensure scope, acceptance criteria, and change-order discipline; target on-time/on-budget at 90% or better.
Productize services: keep custom work to at most 15%; harvest deliverables into reusable products, playbooks, and adapters.
Lead the Professional Services business: forecast accurately; manage utilization and billable realization; improve gross margin; reduce bench and revenue leakage.
Lead, manage and grow the team: build an on/offshore staffing model; coach p/s consultants and managers; set quality bars and delivery standards.
Drive sales and expansion: co-sell with the CRO; align with Customer Success on client QBRs and renewals; translate business outcomes into follow-on work.
Partner alignment: shape offers with AWS/Azure and key ISVs; co-present on pursuits; support joint wins and accelerators.
AI-native efficiency: use AI-assisted proposals and SOWs; codify delivery templates
First 90-day Outcomes
Development of a services catalog (v1) with clear pricing/estimation guardrails
Forecasting hygiene in place (weekly cadence); utilization and realization dashboards live
SOW templates and change-order process standardized; proposal turnaround time reduced
Customer activations delivered on time and on budget; referenceable outcomes documented
A minimum of 10+ years of experience working in enterprise professional services or consulting services
Experience working for a software/platform company or a 3rd party integrator/consulting company
A minimum of 5+ years of prior experience in a leadership role
Proven ownership of resource planning, utilization, forecasting, gross margin, and delivery quality
Executive presence with c-level / enterprise customers; stakeholder management skills and strong negotiation and escalation management skills
Proven success managing technical delivery teams, implementation consultants and client facing engagements
Strong leadership and people management capabilities with prior experience growing teams
Prior experience developing proposals and SOWs during the pre-sales stage
Track record of productizing services and reducing custom work while improving outcomes is an asset
Clear, concise written communication skills; strong cross-functional alignment with Sales, Product, and Engineering departments
Nice to have
DevOps toolchains and platform engineering exposure
Familiarity with regulated enterprise environments
Experience with Professional Services automation: proposal tooling, SOW hygiene, delivery playbooks, accelerators
Comfort with AI-assisted workflows for proposals and delivery documentation
Background in single-tenant or air-gapped deployments
The company offers team members multiple benefits, including the following:
Competitive annual base salary plus an annual performance bonus
Extended health/dental benefits plan
Learning budget for professional development
Flexible/Hybrid work model
