Full-Time

Director of Service

Managed Services Provider, Service Delivery

Lyra Technology Group

Lyra Technology Group

51-200 employees

Decentralized MSP portfolio and acquisition platform

Compensation Overview

CA$130k - CA$150k/yr

Calgary, AB, Canada

Hybrid

Hybrid role based in Calgary office; details on in-office days not specified.

Category
IT & Security
Required Skills
Forecasting

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Requirements
  • Proven leadership experience in a service delivery organization; MSP/Managed IT Services leadership experience strongly preferred.
  • Demonstrated ability to build and run a metrics-driven operation (scorecards, forecasting, performance management).
  • Strong people leadership: coaching managers, developing teams, handling conflict, and driving accountability.
  • Working knowledge of MSP service delivery (ticketing/SLA systems, escalations, documentation, and project delivery).
  • Technical credibility sufficient to set standards, review architecture, and engage in escalations when needed (without being the day-to-day engineer).
  • Strong written and verbal communication; client-focused decision-making.
  • Proven strategic planning skills and experience
Responsibilities
  • Lead and coach the Service leadership team (including the Services Manager and Projects & Improvements Manager, or their successors).
  • Create clarity across priorities, roles, and decision rights—reducing friction over shared resources.
  • Build a culture of accountability, continuous improvement, and "Help First" client service.
  • Drive consistent service delivery that improves CSAT, reduces escalations, and resolves issues with high-quality solutions.
  • Establish a system for ticket trending and recurring-issue prevention (problem management mindset).
  • Serve as an escalation resource as needed—primarily by ensuring the right people and processes engage quickly.
  • Own Service measurables and present Service performance in weekly Leadership Team (L10) meetings.
  • Implement/maintain a service operating rhythm: scorecard cadence, weekly priorities, issue-solving, and accountability.
  • Identify what additional KPIs The ITeam should track and implement them with discipline.
  • Own SLA compliance and the underlying data integrity required to measure and improve it.
  • Improve ticketing workflows and standards in ConnectWise so performance is reportable, accurate, and actionable.
  • Ensure responsiveness standards are consistently met: Current Business hours: respond/pick up tickets within 4 hours (Mon–Fri) – live phone pick up with 15 minute to return a voicemail.
  • After-hours: best-effort on-call responsiveness for calls.
  • Ensure project delivery is predictable and well-managed: scope, schedule, resourcing, execution, QA/closeout.
  • Improve project management cadence and reduce "project starvation" caused by reactive demands.
  • Resolve the structural question of "dedicated projects vs. shared resources" using data and capacity planning.
  • Build a capacity model that links ticket volume, SLA targets, and project demand to staffing needs.
  • Reduce voicemail/call abandonment through improved triage, scheduling/dispatch, and resource allocation.
  • Make hiring recommendations with clear ROI and workload justification.
  • Own the Service budget and be accountable for service and project gross margin.
  • Improve labor efficiency, utilization/throughput, realization, overtime control, and forecasting.
  • Lead vendor management and tool cost optimization across service delivery.
  • Partner with Sales/Account Management (relationship owners) to ensure smooth onboarding, delivery expectations, and feedback loops.
  • Coordinate with the President/Integrator on priorities that affect the whole business (major investments, strategic changes, significant hiring).
  • The Director of Service will own and mature the Service Scorecard. Initial weekly measurable ownership includes: SLA compliance; Number of calls to voicemail (and/or abandonment rate as available); Number of escalations (with trend by tier/client); Projects over budget (and progression to on-time/on-budget/on-scope); Service team capacity (forecast vs. actual; coverage; workload vs. staffing)
Desired Qualifications
  • Proven leadership experience in MSP/Managed IT Services preferred
  • ITIL
  • PMP
  • HDI
  • CISSP
  • EOS experience
Lyra Technology Group

Lyra Technology Group

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Lyra Technology Group is a portfolio-based parent that builds a network of managed IT service providers (MSPs) across North America. It acquires MSPs and provides them with permanent capital, shared resources, and a community of peers, while allowing each acquired company to keep its brand, leadership, and culture and operate independently under its existing management. The group also operates Lyra Recovery, a division focused on ransomware and data breach remediation. Its approach centers on decentralized decision-making by local leaders, continuous growth through acquisitions, and ensuring that the independent MSPs retain their identity while benefiting from the backing and infrastructure of Lyra and Evergreen Services Group. The ultimate goal is to expand a large, coast-to-coast MSP network serving more than 10,000 organizations, by adding leading MSPs and supporting their growth without divestment, using permanent capital from its backers.

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Chicago, Illinois

Founded

2017

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Simplify Jobs

Simplify's Take

What believers are saying

  • June 2026 OSIT became Evergreen's largest ANZ acquisition, expanding Lyra internationally.
  • Lyra Cloud Services partnered with Anthropic in June 2026, adding enterprise AI distribution.
  • Lyra's July 2026 careers pages show 11-26 open roles, signaling continued hiring.

What critics are saying

  • Evergreen disclosed 47 acquisitions in 2025; integration and capital discipline remain stretched.
  • Lyra depends on perpetual deal flow; slowing founder exits breaks the acquisition engine.
  • A major security failure at one MSP can damage trust across 71 subsidiaries.

What makes Lyra Technology Group unique

  • Lyra hit $1 billion ARR in June 2025 across a decentralized MSP portfolio.
  • Evergreen says Lyra passed 100 cumulative MSP acquisitions in June 2025.
  • Lyra kept acquired brands and management teams, preserving local customer relationships.

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Benefits

Health Insurance

Unlimited Paid Time Off

Flexible Work Hours

Remote Work Options

Paid Vacation

401(k) Retirement Plan

401(k) Company Match

Wellness Program

Mental Health Support

Conference Attendance Budget

Professional Development Budget

Stock Options

Company Equity

Phone/Internet Stipend

Home Office Stipend