Cooper's Hawk Winery and Restaurants · 9 hours ago
Director of IT Program Management & Integration
Downers Grove, IL
Full-time
Hybrid
Director/Executive
$150K/yr - $175K/yr
10+ years expCooper's Hawk Winery and Restaurants is seeking a Director of IT Program Management & Integration to lead the planning and execution of IT initiatives. This role involves overseeing project governance, ensuring operational readiness, and fostering collaboration across various departments to deliver technology solutions that align with business priorities.
RetailFood and BeverageWine And SpiritsWinery
Responsibilities
Lead the definition, documentation, and continuous improvement of IT planning, intake, prioritization, and delivery processes
Translate enterprise and functional strategies into a clear, integrated IT roadmap with defined scope, sequencing, dependencies, and outcomes
Partner with Strategy and Finance to align initiatives to business priorities, funding models, and capacity constraints
Ensure plans are realistic, transparent, and operationally viable
Establish and manage IT project governance forums, stage-gates, and decision checkpoints from intake through delivery and sustainment
Ensure initiatives meet defined readiness criteria before progressing (e.g., funding approval, resourcing, architecture review, security, operational support)
Provide consistent visibility into status, risks, tradeoffs, and decisions for IT and executive leadership
Drive accountability for scope, timelines, benefits realization, and post-launch outcomes
Oversee the IT project and program portfolio from ideation through implementation and stabilization
Ensure consistent application of project and program management standards (Agile, Waterfall, hybrid as appropriate)
Identify interdependencies, risks, and capacity conflicts across initiatives; proactively drive resolution
Support prioritization decisions to maximize business value and minimize operational disruption
Serve as a bridge between IT and business partners (Operations, Finance, Marketing, HR, Supply Chain)
Translate business needs into clear, actionable technology initiatives—and translate technical implications back into business terms
Facilitate alignment across teams on timelines, responsibilities, and readiness expectations
Lead integrated planning and execution forums to ensure shared understanding and coordinated delivery
Define and track portfolio-level KPIs and metrics (delivery health, value realization, capacity, spend, risk)
Prepare executive- and board-level materials that clearly communicate progress, outcomes, and tradeoffs
Partner with Finance to ensure accurate forecasting, tracking, and reporting of IT investments
Ensure solutions are operationally ready before launch, including support models, documentation, training, and sustainment plans
Partner with IT operations, security, and vendors to ensure smooth transitions from project delivery to steady-state support
Monitor post-launch performance and drive continuous improvement
Lead and mentor IT program and project management resources
Establish clear standards, tools, and templates that improve consistency and efficiency
Foster a culture of collaboration, accountability, and continuous improvement
Qualification
Required
Must represent Cooper's Hawk values
10+ years of experience in IT project, program, or portfolio management, PMO, or technology consulting
5+ years leading complex, cross-functional initiatives with significant business impact
Proven ability to translate strategy into executable plans in high-ambiguity environments
Strong financial and business acumen; able to connect technology investments to enterprise value
Deep understanding of project and program management methodologies (Agile, Waterfall, hybrid)
Exceptional communication skills, including executive-level storytelling and decision framing
Bachelor's degree in Information Technology, Business Administration, or related field (or equivalent experience)
Preferred
Experience in multi-unit restaurant, retail, or hospitality environments strongly preferred
Benefits
Incredible Discounts:
+ Monthly Dining Allowance
+ 50% Dining and Carryout
+ 40% Retail Wine
+ 20% Retail and Private Events
+ Monthly Complimentary Wine Tasting for Two
Medical, Prescription, Dental, Vision Insurance plus Telemedicine and Wellness Program
Company Matching 401(k) Retirement Savings Plan
Flexible Savings Accounts- Health and Dependent Care
Health Savings Account
Long-Term Disability; Voluntary Short-Term Disability
Basic Life and AD&D Insurance (with option to purchase additional coverage)
Paid Parental Leave
Highly Competitive Pay plus Team Member Incentives & Rewards
Paid Time Off
Milestones Recognition Program
Complimentary Gym Membership in RSC Building
Hybrid Work Week (3 days in office, 2 days remote, depending on role)
Company
Cooper's Hawk Winery and Restaurants
Cooper’s Hawk Winery & Restaurants was created with the inspiration of bringing the Napa Valley experience to all of America, by combining an elegant tasting room with a polished casual restaurant and scratch kitchen.
5001-10000 employees
Funding
Current Stage
Late StageTotal Funding
unknown2019-07-24Private Equity
Leadership Team
Timothy McEnery
Founder and CEO
Recent News
Seattle TechFlash
2025-11-26
Company data provided by crunchbase