The Engagement Director will lead strategic IT service client engagements, manage executive relationships, and oversee delivery outcomes while ensuring measurable value for clients.
About Valiantys
Here at Valiantys, we are one of the world’s largest Atlassian partners, helping organizations work better through scalable, people-centered solutions. As an Atlassian Platinum Solution Partner with a global footprint, we support customers across industries as they adopt ITSM, Agile at Scale, and modern work management practices.
Our teams work at the intersection of strategy and delivery, partnering closely with customers to translate complex business challenges into clear, actionable solutions built on best practices and leading platforms.
Join Valiantys and be part of something extraordinary!
Job summary
Valiantys is looking for an Engagement Director to lead strategic, IT services-led client engagements. This role owns the executive relationship, business outcomes, and long-term value strategy for a portfolio of accounts. You will work with clients to understand their goals, frame business problems, shape solution roadmaps, and ensure engagements deliver measurable value over time.
This is not a day-to-day project management role. Delivery leaders and project managers run execution cadence, delivery planning, and operational controls. Account Executives own commercials and closing. The Engagement Director brings the strategic layer: executive alignment, advisory leadership, outcome governance, escalation ownership, and growth-oriented partnership.
What you’ll be working on
- Own executive stakeholder relationships and act as a trusted advisor to senior client leaders.
- Build and maintain account strategies tied to measurable business outcomes.
- Lead discovery and advisory workshops, including problem framing, value stream mapping, OKR definition, DevEx, SDLC, ITSM modernization, and operating model discussions.
- Translate client needs into clear narratives covering current state, target outcomes, roadmap, solution approach, risks, adoption needs, and value hypotheses.
- Partner with Account Executives on opportunity shaping, account planning, growth strategy, renewal, expansion, and executive positioning.
- Orchestrate the right delivery squads and subject matter experts, including solution architects, enterprise architects, change/adoption specialists, and reporting or data experts.
- Govern delivery outcomes through steering committees, executive check-ins, strategic risk management, escalation leadership, and outcome tracking.
- Stay engaged through key moments in the client lifecycle, including pre-sales, kickoff, discovery, solution design, delivery quality checkpoints, escalations, close-out, and renewal or expansion discussions.
- Track engagement outcomes, benefits, and success metrics with clients and internal teams.
- Maintain strategic visibility into engagement margin, cost, and consumption risks, and work with delivery and commercial teams to address issues early.
- Identify and shape change-order or expansion opportunities in partnership with delivery and commercial teams.
- Ensure knowledge is captured from engagements, including lessons learned, reusable assets, case studies, reference architectures, and value proof points.
- Co-create repeatable IT services offers and playbooks that strengthen Valiantys' advisory and delivery capabilities.
What success looks like
- Clients align around clear business outcomes, roadmap milestones, and measurable success criteria.
- Executive relationships deepen across business and technology stakeholders.
- Delivery teams stay aligned to client outcomes and are unblocked when strategic risks or escalations arise.
- Advisory workshops and strategic engagement activities influence opportunity quality, expansion, and long-term client value.
- Engagements produce reusable IP, playbooks, case studies, and proof points that improve future delivery.
- Clients leave each engagement with a clear understanding of value delivered, next steps, and opportunities for continued partnership.
- 5+ years of experience leading strategic client engagements in IT services, consulting, enterprise software, digital transformation, or a related field.
- Strong executive presence and the ability to build trust with senior business and technology stakeholders.
- A consultative approach to problem framing, discovery, roadmap creation, and value realization.
- Ability to connect business outcomes with technical delivery, operating model change, adoption, and measurable impact.
- Experience partnering with sales, delivery, project management, solution architecture, and technical teams.
- Strong facilitation skills, including the ability to run discovery sessions, executive workshops, steering committees, and outcome reviews.
- Comfort operating across the full engagement lifecycle, from pre-sales and opportunity shaping through delivery governance, escalation, close-out, and expansion.
- Strong judgment around delivery risk, client expectations, scope boundaries, and executive communication.
- Ability to turn client work into repeatable assets, offers, playbooks, and reference stories.
- Experience in Atlassian, ITSM, DevEx, SDLC modernization, enterprise service management, cloud, data/reporting, or digital workplace transformation.
- Experience building business cases, adoption strategies, value measurement plans, or multi-year transformation roadmaps.
- Experience working in a services organization where delivery, sales, and advisory teams collaborate closely.
Do you have what it takes to be our new Engagement Director?
Preferred experience
How this role works with others
- Account Executives own pricing, commercials, SOW finalization, and closing. The Engagement Director partners with them on the solution storyline, value hypothesis, account strategy, and executive pitch.
- Delivery leadership owns staffing and day-to-day execution quality. The Engagement Director governs outcomes, senior alignment, and strategic risk.
- Project Managers own the engagement plan, cadence, timeline, budget, RAID log, and day-to-day client communication. The Engagement Director participates at key points where executive alignment, strategic decisions, escalations, or value realization are required.
Why you should apply ?
Our team members are our greatest asset and we work hard to ensure that Valiantys is not only a great place to work, but also a platform for you to grow.
Sense. We're committed to giving you the level of information you need to make sense of your assignments. You will witness the impact of your actions.
Training. We will provide you with the necessary time and budget to help you develop your skills and continue to build your career.
Flexibility. We understand that life is all about balance and we offer you the flexibility and support to help you maintain balance across the different pillars of your life.
What we offer - Employee Perks & Benefits
- Competitive compensation with an annual performance-based bonus
- Comprehensive Health Insurance401(k) with Company Match
- Generous Paid Time Off (PTO) - 4 weeks per year, plus public holidays
- A flexible remote work policy
- A multicultural and international team environment
Location: This role can be located in Canada or in the United States. We offer flexible remote working policy.
To qualify, applicants must be legally authorized to work in Canada or the United States and should not require, now or in the future, sponsorship for employment visa status.
Valiantys is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, religion, gender, sexual orientation, gender identity, age, national origin, disability status, protected veteran status or any other characteristic protected by law. Valiantys provides a barrier-free workplace and embraces all qualified applicants with varied perspectives and backgrounds.
Similar Jobs
Artificial Intelligence • Cloud • HR Tech • Information Technology • Productivity • Software • Automation
Lead and build a cybersecurity sales team in the region, define and execute go-to-market and territory strategy, recruit and coach sales executives, drive pipeline generation and accurate forecasting, engage C-level stakeholders, collaborate across functions and partners, retain and grow customers, and achieve quarterly and annual revenue targets.
Top Skills:
AIArmisCRMServicenowVeza
Artificial Intelligence • Cloud • HR Tech • Information Technology • Productivity • Software • Automation
Design and build the agent execution harness and orchestration runtime to run LLM agents reliably at enterprise scale. Improve fault tolerance, latency, and throughput; add observability, prompt/versioning infrastructure, evaluation suites; integrate frontier LLMs and manage model routing/cost tradeoffs. Provide technical leadership, architecture decisions, and define system boundaries for agent behavior.
Top Skills:
Agent FrameworksAi Observability (TracingApi DesignCloud-Native InfrastructureCost Tracking)Distributed SystemsEvaluation FrameworksLangchainLlamaindexLlmsMulti-Agent CoordinationPrompt Engineering
Artificial Intelligence • Cloud • HR Tech • Information Technology • Productivity • Software • Automation
Sell ServiceNow cybersecurity SaaS to federal enterprise customers by developing C-suite relationships, orchestrating cross-functional account strategies, generating new business, negotiating deals, and aligning ServiceNow AI/security solutions to customers' IT roadmaps.
Top Skills:
AIArmisSaaSServicenowVeza
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
