Sr Program Mgr, Product

RedSail Technologies; Oak Brook (IL); Hybrid; USD 130,000 - 140,000; Full time

Benefits offered by this job

Paid time off

Medical, dental, and vision insurance

401(k) with 5% match

Fitness bonus

Professional development

Well-being programs

Job summary

RedSail Technologies in Oak Brook, IL, seeks a Senior Program Manager to lead enterprise initiatives at the intersection of product strategy, software development, and business transformation. You will own end-to-end programs, align roadmaps, manage dependencies, and drive measurable value across Product, Engineering, Operations, and Customer Success.

This role requires 6+ years in program management or software delivery, with Scrum experience and PM certifications preferred.

Qualifications

• Bachelor’s Degree in a relevant field.
• Scrum (Preferred)
• Project Management Certifications (Preferred)
• Certification in Six Sigma with real-world project experience.
• Proven experience leading large, complex Product/Engineering initiatives.
• Experience in SaaS/platform environments preferred.

Responsibilities

• Own and deliver large cross-functional programs tied to product strategy and company priorities.
• Translate objectives into structured program plans with clear success metrics.
• Collaborate with Product leadership to manage lifecycle from concept to launch and optimization.
• Serve as primary partner to Product Managers and Engineering leaders across planning, delivery, and release stages.
• Leverage AI tools and process improvements to streamline workflows and collaboration.
• Drive readiness for major releases and ensure alignment between technical delivery and business outcomes.

Skills

Product lifecycle

Agile delivery

Stakeholder mgmt

Executive reporting

AI tools usage

Communication

SaaS product

Education

Bachelor’s Degree

Scrum Certification

PM Certifications

Six Sigma Certification

Tools

AI tools: Claude, ChatGPT, Copilot

Job description

Senior Program Manager, Product Strategic Initiatives

Job Summary

The Senior Program Manager leads complex, enterprise-level initiatives that sit at the intersection of product strategy, software development, and business transformation. This role is responsible for driving high-visibility programs from concept through delivery, ensuring alignment between product vision, engineering execution, and organizational priorities. Unlike traditional project management roles, this position focuses on end-to-end ownership of strategic programs, including roadmap alignment, dependency management across teams, and measurable business outcomes. The role acts as a key connector across Product, Engineering, Operations, and Customer-facing teams to ensure initiatives deliver both technical success and business value.

Key Duties

• Own and deliver large, cross-functional programs tied to product innovation, platform enhancements, and company-wide strategic priorities.
• Translate high-level business objectives into structured, executable program plans with clear success metrics
• Partner with Product leadership to manage product lifecycle efforts from concept through launch, adoption, and ongoing optimization, ensuring initiatives align with roadmaps, release cycles, long-term strategy, and measurable business value
• Serve as the primary program partner to Product Managers and Engineering leaders, supporting portfolio trade-off and prioritization decisions across planning, delivery, and release stages by bringing clarity to scope, value, dependencies, risks, and resource constraints
• Leverage AI, process improvements, tooling, and scalable program management practices to streamline workflows, improve visibility, strengthen collaboration, and support consistent execution across teams
• Drive readiness for major releases, launches, and platform changes through the commercialization process to ensure alignment between technical delivery and customer/business outcomes, not just milestone completion
• Support Agile execution by aligning program-level milestones with team-level delivery frameworks (Scrum, SAFe, etc.)
• Lead simultaneous initiatives with varying complexity, ensuring consistent execution standards and visibility across programs
• Establish and maintain program structures including timelines, milestones, risks, and dependencies
• Proactively identify delivery risks and implement mitigation strategies before impact occurs
• Manage program governance, including status reporting, executive updates, escalation management, and clear stakeholder communication around program goals, progress, risks, and decisions
• Act as a central point of coordination across Product, Engineering, Customer Success, Sales, and Operations
• Track and communicate program success using defined KPIs and outcome-based metrics
• Incorporate feedback from internal teams and customers to refine future initiatives

Education/Training

• Bachelor’s Degree
• 6+ years of experience in program management, product development, or software delivery environments
• Scrum (Preferred)
• Project Management Certifications (Preferred)
• Certification in Six Sigma with documented execution of at least one Six Sigma project in a real business/production environment
• Proven experience managing large, complex initiatives involving Product and Engineering teams
• Experience in SaaS, platform, or technology-driven organizations strongly preferred

Required Work Experience/Skills

• Deep understanding of product development lifecycle and Agile delivery models
• Ability to operate at both strategic and execution levels, connecting vision to delivery
• Strong stakeholder management skills with the ability to influence across all levels
• Excellent communication skills, including experience delivering executive presentations and program reporting
• Advanced organizational and prioritization skills in fast-paced environments
• Strong analytical and problem-solving capabilities.
• Demonstrates proficiency using AI tools ("e.g., Claude, ChatGPT, Copilot") to accelerate delivery, with hands-on experience applying them to program management work

Discretionary Judgment

• Uses independent judgment and discretion based upon the employee’s experience in the position and knowledge of the products, equipment, and services.
• Uses good judgment and possesses ethical work values.

Physical Demands, Working Conditions, and General Employment Guidelines

• Moderate stress levels may be experienced in job performance.
• Position is performed in a general office environment, home office, or approved remote workspace where physical work includes lifting and carrying equipment and various other items weighing up to 50 lbs. at customer sites and trade shows.
• Ability to travel 25%

Equipment

• Daily use of the Microsoft Teams (phone), computer, printer, and other routine office equipment
• Must have high-speed internet access

Safety To Self And Others

• Little responsibility for the safety of others. The job is performed in an office setting where there are no hazardous materials or equipment.

Working Conditions/Hazards

• Position is performed in an open office environment or approved remote work location.

Compensation & Total Rewards

• The anticipated base salary range for this position is $130,000 - $140,000 annually. This position is also eligible for an annual target bonus of 4%. Actual compensation will be determined based on factors including relevant experience, skills, qualifications, and geographic location.
• Benefits include paid time off, medical, dental, and vision insurance, a 401(k) with a 5% company match, a fitness bonus, professional development opportunities, and programs that support overall well-being.

Work Location

• Hybrid at a RedSail Office