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Be a Part of our Team!
Join a working team that is dedicated to the mission of the work we do!
Teaching Strategies is an innovative edtech organization focused on connecting teachers, children, and families. As front runners in the early childhood education market, we build dynamic, top-quality digital products that integrate all of the essential elements of a high-quality solution: curriculum, assessment, professional development, and family engagement. We are building a team of results-oriented individuals who will thrive in a collaborative, work-hard/play-hard culture. We pride ourselves on the impact we have on the early childhood field through supporting teachers who are doing the most important work there is, teaching children to become creative, confident thinkers.
Position Overview
As a Senior Technical Program Manager (TPM), you will be responsible for driving execution across complex, cross-team software initiatives and ensuring alignment between product strategy and engineering delivery. You will operate as a technical delivery leader, partnering closely with Product, Engineering, QA, and cross-functional stakeholders to ensure predictable, high-quality outcomes.
This role requires strong technical credibility, the ability to navigate ambiguity, and a proven track record of leading large-scale programs across multiple teams. You will play a critical role in improving delivery effectiveness, managing dependencies, and ensuring that risks and tradeoffs are surfaced early and addressed decisively.
Specific Roles & Responsibilities:
- Drive Program Execution
- Own end-to-end delivery for large, cross-team initiatives, ensuring alignment from planning through releas
- Define program structure including milestones, critical path, and phased delivery approach
- Drive accountability across teams while enabling efficient and effective execution
- Ensure alignment between product intent and engineering execution
- Manage Dependencies and Risk
- Identify, map, and actively manage cross-team dependencies
- Surface risks early and drive mitigation strategies
- Maintain clear visibility into program health, blockers, and execution risk
- Leverage modern tools (including AI-assisted analysis, reporting, and workflow automation) to improve program visibility, decision-making, and execution efficiency
- Establish and maintain a single source of truth for program status and dependencies
Technical Partnership
- Engage with engineering teams to understand system architecture, constraints, and tradeoffs
- Validate assumptions and ensure technical feasibility of plans
- Translate technical complexity into clear insights for stakeholders and leadership
- Partner closely with Engineering Managers and Technical Leads to drive execution decisions
Driving Decision Clarity and Escalation
- Frame decisions with clear tradeoffs, risks, and recommended paths forward
- Escalate issues at the appropriate time with context and actionable recommendations
- Ensure disagreements are resolved quickly and do not stall delivery
- Maintain decision tracking and ensure follow-through on outcomes
Planning and Release Readiness
- Support planning processes including roadmap alignment and execution planning
- Ensure readiness for releases including QA coordination, rollout strategy, and operational preparedness
- Coordinate across teams to ensure successful delivery and launch execution
Improving Delivery Effectiveness
- Identify gaps in execution and drive improvements in delivery processes
- Enable better predictability through structured planning and tracking
- Support continuous improvement across teams without introducing unnecessary process overhead
Qualifications:
- 8+ years of experience in Technical Program Management, Engineering Program Management, or similar roles
- Demonstrated experience leading large-scale, cross-team technical programs (5+ teams)
- Strong technical background (engineering, architecture, or equivalent experience)
- Deep understanding of software development lifecycle, system design, and architecture concepts
- Proven ability to manage dependencies, risks, and complex delivery environments
- Strong communication skills with the ability to engage both technical and non-technical stakeholders
- Experience working closely with engineering leadership and cross-functional teams
Desired:
- 12+ years of experience in technical program or engineering leadership roles (Staff level)
- Experience leading platform-level or multi-product initiatives
- Ability to influence senior leadership and drive organization-wide alignment
- Experience defining and improving delivery frameworks, processes, and tooling
- Experience in SaaS or enterprise software environments
- Experience applying AI tools (e.g., code analysis, documentation generation, workflow automation) to improve delivery outcomes
Why Teaching Strategies
At Teaching Strategies, our solutions and services are only as strong as the teams that create them. By bringing passion, dedication, and creativity to your job every day, there's no telling what you can do and where you can go! We provide a competitive compensation and benefits package, flexible work schedules, opportunities to engage with co-workers, access to career advancement and professional development opportunities, and the chance to make a difference in the communities we serve.
Let's open the door to your career at Teaching Strategies!
Some additional benefits & perks while working with Teaching Strategies
Teaching Strategies offers our employees a robust suite of benefits and other perks which include:
- Competitive compensation package
- Employee Equity Appreciation Program
- Health and wellness insurance benefits
- 401k with employer match
- Flexible work environment
- Unlimited paid time off (which includes paid holidays and Winter Break)
- Paid parental leave
- Tuition assistance, professional development, and opportunities for career growth
- Best in class technology equipment for every employee
- Penthouse suite in downtown DC seconds away from Washington Nationals Stadium and Audi Field
Teaching Strategies is an equal opportunity employer and is committed to fostering a workplace where everyone can thrive.
Equal Employment Opportunity (EEO)
Family and Medical Leave Act (FMLA)
Employee Polygraph Protection Act (EPPA)
Family and Medical Leave Act (FMLA)
Employee Polygraph Protection Act (EPPA)
About
Teaching Strategies is the leading provider of curriculum, assessment, professional development, and family connection resources in the early childhood field. Offering ground-breaking solutions, including The Creative Curriculum®, GOLD®, tadpoles®, ReadyRosie™, ParentPal™, Al's Pals™, and professional development, Teaching Strategies believes that a child’s first 8 years form a critical foundation for school success. Teaching Strategies has been an advocate for the early childhood education community for more than 40 years.
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
