Principal Program Manager managing Estimating training program at PG&E and leading strategic initiatives. Collaborating with stakeholders and guiding training towards compliance and effectiveness.
About the role
- Director of Technical Program Management leading cross-functional technical programs impacting business outcomes at Jiffy. Owns program strategy, execution, and communication for measurable results.
Responsibilities
- Own and drive end-to-end technical programs across engineering and go-to-market teams, from strategy through execution and delivery.
- Serve as the single-threaded owner for complex, cross-functional initiatives with multiple stakeholders and dependencies.
- Break down ambiguous, complex program strategies into clear, executable roadmaps with defined milestones, risks, and success metrics.
- Ensure programs are delivered on time, on scope, and aligned to revenue and business impact.
- Partner closely with the GM and senior leadership to ensure program priorities align with company vision, quarterly OKRs, and key business results.
- Continuously assess and adjust program scope based on bottom-line impact, customer value, and operational efficiency.
- Help teams define what matters most, prioritizing work that drives revenue, margin, scalability, and speed to market.
- Act as the connective tissue between Engineering, Product, Marketing, Operations, and Business teams.
- Translate technical constraints and development nuances into language leadership can act on.
- Drive clarity and accountability across teams with different incentives, timelines, and perspectives.
- Be a Jira power user / guru owning workflows, dashboards, dependency tracking, and reporting.
- Implement and continuously improve program management processes, tooling, and operating rhythms that scale with the business.
- Proactively identify risks, blockers, and misalignment early and drive resolution.
- Deliver clear, concise, and compelling program updates to leadership, including progress, risks, tradeoffs, and recommendations.
- Synthesize complex technical and operational information into executive-ready narratives.
- Create transparency and trust through consistent, high-quality communication.
Requirements
- Bachelors Degree Required
- 8+ years of experience in Technical Program Management, Program Management, or similar roles in fast-paced environments.
- Proven experience leading large, cross-functional technical programs with measurable business impact.
- Deep hands-on experience with Jira (advanced workflows, reporting, dependency management).
- Strong understanding of software development lifecycles, agile methodologies, and technical tradeoffs.
- Demonstrated ability to align execution with business outcomes, especially revenue-driven initiatives.
- Exceptional communication skills, able to influence engineers, marketers, and executives alike.
- Track record of thriving in startup or high-growth environments where ambiguity is the norm.
- Experience in e-commerce, marketplace, or apparel/retail technology (preferred).
- Background working closely with engineering teams (former engineer, technical degree, or equivalent experience a plus).
- Experience partnering with marketing and go-to-market teams on launches and growth initiatives (preferred).
- Strong financial and business acumen—comfortable tying programs directly to revenue, margin, and KPIs (preferred).
- Experience scaling program management practices in a growing organization (preferred).
- PMP (Project Management Professional), Certified Scrum Professional (CSP) or CSM, SAFe Program Consultant (SPC) or SAFe Agilist, PMI-ACP (Agile Certified Practitioner) (certifications are a plus, but demonstrated real-world execution and leadership matter more).
Benefits
- Comprehensive Benefits: Full medical, dental, and vision coverage, with a portion of premiums paid by Jiffy.
- Retirement Planning: 401(k)
- Wellness Support: Annual wellness benefits to help you stay healthy and balanced.
- Tools for Success: Choice of MacBook or PC laptop, plus equipment for your home office setup.
- Perks & Extras: Annual credit of $200 to use on our website plus more team merch drops than you will know what to do with!
- Professional Development: Annual stipend to support your learning and career growth.
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