Delivery Lead – Programs
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Job Description
Delivery Lead coordinating complex software programs at DreamHost, a web hosting provider. Driving cross-functional execution from discovery through adoption.
Responsibilities:
- Lead delivery of complex initiatives from discovery through release and adoption
- Validate requirements, dependencies, technical considerations, operational impacts, and stakeholder alignment
- Define and adapt delivery strategies, including sequencing, phasing, incremental delivery, and risk mitigation
- Coordinate execution across Product, Engineering, Design, QA, Infrastructure, and business stakeholders
- Maintain visibility into delivery health and proactively address risks, dependencies, blockers, and changing priorities
- Coordinate organizational readiness for launches
- Communicate delivery status, risks, tradeoffs, and recommendations throughout the initiative lifecycle
- Partner with Product Owners, Engineering Leads, and business stakeholders to improve planning, execution, and organizational outcomes
- Facilitate alignment across teams while balancing scope, timeline, quality, dependencies, and business priorities
- Challenge assumptions through thoughtful questioning and constructive facilitation
- Drive timely decisions and appropriate escalation
- Coordinate post-launch reviews, usage metrics, and stakeholder feedback
- Leverage AI to improve documentation, reporting, workflow management, and delivery activities while validating AI-generated outputs
- Identify opportunities to improve delivery standards, governance, readiness practices, and team collaboration
- Partner with the Delivery Systems Administrator to implement approved improvements to delivery tooling, reporting, workflows, and automation
- Share lessons learned and contribute to the continuous evolution of delivery practices
- Continuously deepen technical fluency and understanding of DreamHost's systems and delivery ecosystem
Requirements:
- 5+ years of experience leading software delivery, project management, product operations, or similar cross-functional initiatives
- Strong understanding of Agile methodologies, software development lifecycles, and modern engineering practices
- Technical fluency with web technologies, APIs, cloud platforms, AI-assisted development, and modern software architecture
- Experience coordinating work across Product, Engineering, Design, QA, Infrastructure, and business stakeholders
- Proven ability to influence decisions, resolve conflict, and drive alignment without direct authority
- Strong analytical skills with the ability to identify risks, dependencies, and delivery constraints early
- Excellent communication, facilitation, negotiation, and stakeholder management skills
- Experience leveraging AI tools to improve planning, documentation, reporting, and delivery workflows
- Strong organizational skills with the ability to manage multiple concurrent initiatives
- Bachelor's degree in Business, Information Technology, Computer Science, Engineering, or a related field, or equivalent experience (preferred)
- Experience leading program-level initiatives spanning multiple teams or organizational domains (preferred)
- Experience improving delivery governance, standards, or operating practices (preferred)
Benefits:
- Full health/vision/dental for the entire family at zero cost to team member
- 3% Safe Harbor contributed to 401(k) plus up to 1% employer match
- Opportunities for profit sharing and bonuses
- Generous time-off (starting at 15 vacation days)
- 11 Paid holidays (Technical Support and Technical Operations use a floating holiday policy)
- Paid sick leave (80 hours accrued)
- Tuition reimbursement (50/50 up to a specific amount)
- Pet Insurance
- Thrive Pass wellness allowance of $30 per month
- Udemy online learning courses
- Disability Insurance
- Generous maternity/paternity leave
- Discounted personal travel through corporate booking program Egencia
- Laid-back atmosphere
- Fun monthly company events
- Complimentary daily Lunch
- Free web hosting
- Company-issued laptop
- Opportunities for growth
- Extensive training
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