Will Wheatley

Will Wheatley Location: Open to Relocation | Phone:- | Email:- LinkedIn: linkedin.com/in/bwheatley PROFESSIONAL SUMMARY I’m a hands-on executive engineering leader with a strong background in DevOps, cloud infrastructure, and e-commerce, having built and scaled high-performing teams at both billion-dollar enterprises and fast-growing startups. My experience includes leading product and engineering teams at Chewy, GoDaddy, and BEX Realty, where I’ve overseen multi-million-dollar revenue streams, steered technical due diligence during acquisitions, and championed data-driven SEO strategies to boost online visibility. Throughout my career, I’ve successfully prioritized team culture and mentorship across multiple disciplines, consistently retaining top talent for 6+ years by fostering an inclusive, collaborative environment. I thrive at the intersection of technical execution and strategic vision, implementing CI/CD pipelines, monitoring, and automation to optimize performance while aligning technology initiatives with overarching business goals. Whether it’s modernizing cloud architectures, improving user engagement, or supporting M&A integrations, I’m passionate about driving innovation and delivering measurable results. CORE COMPETENCIES Leadership & Strategy: Agile transformations, executive stakeholder management, organizational development Cloud & DevOps Expertise: AWS, GCP, Kubernetes, container orchestration, CI/CD pipelines SRE & Observability: Incident management frameworks, error budgets, monitoring/alerting (Prometheus, Grafana, Splunk, DataDog) Security & Compliance: PCI, SOX, CCPA; audits, risk mitigation, vendor due diligence Cost Optimization: Spot instances, vendor contract negotiation, resource-rightsizing, cost governance Team Building & Culture: Talent acquisition, mentorship, high retention, performance management Technical Roadmapping: Aligning engineering initiatives with revenue growth, cross-functional collaboration Agile & Scrum Methodologies: Certified ScrumMaster, continuous delivery, iterative development PROFESSIONAL EXPERIENCE Vice President of Engineering & IT Operations BEX Realty | April 2018 - Feb 2025 Lift-and-Shift Migration: Led on-prem to cloud migration within a 90-day deadline, ensuring zero unplanned downtime and staying on budget. Infrastructure Modernization: Containerized and migrated legacy systems to Kubernetes, saving $1M+ annually; renegotiated vendor pricing for 30–50% cost reductions. Data Platform & Analytics: Drove real-time data platform integration for a nationwide real estate brokerage, serving 2M+ unique visitors monthly. High-Performance Culture: Implemented agile frameworks, built and mentored high-retention teams with an average tenure of 7+ years. Bulk Email & Reliability: Architected a scalable email system delivering hundreds of thousands of messages daily with minimal sender reputation issues. Senior Director of Engineering, DevOps & SRE Carewell.com | Sept 2024 - Jan 2025 Strategic Oversight & Leadership: Provided visionary leadership for DevOps and SRE teams, partnering with product, security, and QA to optimize CI/CD and monitoring strategies. Observability & Uptime: Spearheaded implementation of advanced observability tools, reducing MTTR from hours to minutes; established incident frameworks with on-call rotation and post-incident reviews. Cloud Infrastructure & Security: Oversaw high-availability infrastructure (AWS, GCP); ensured PCI/SOX compliance through robust monitoring and third-party integrations. Cost Governance: Developed cost-control models that identified and eliminated underused services, cutting cloud expenditures by 40% in certain areas; renegotiated vendor contracts for an additional 10–20% savings. Business Impact: Scaled infrastructure to support $60M+ annual revenue, established agile delivery pipelines, and streamlined cross-functional collaboration across multiple teams. Devops Lead - SRE Chewy.com | Jul 2016 – Apr 2018 Supported Agile Adoption & DevOps Vision: Instrumental in implementing continuous integration/continuous deployment (CI/CD) pipelines and Agile ceremonies, helping multiple software development teams frontend, backend, and warehouses systems to streamline their release cycles. Regulatory Compliance: Oversaw PCI and SOX compliance initiatives, establishing secure and auditable processes for payments and data handling across large-scale e-commerce platforms. Vendor Management & Negotiations: Negotiated vendor contracts for infrastructure, development tools, and services—optimizing costs while supporting the platform’s exponential growth. Infrastructure & Content Management: Built and maintained a content management system driving revenue and customer engagement; utilized Ansible, Terraform, VMware, and PostgreSQL for robust, scalable deployments. Leadership & Cultural Expansion: Relocated to Boston to mentor new hires and embed Chewy’s values in a second HQ, ensuring consistent team culture across locations and improving retention. M&A Support: Assisted during Chewy’s acquisition by PetSmart in 2017, providing technical insight and operational stability throughout the transition. Shared Services Director Media Temple (acquired by GoDaddy) | Oct 2008 - Feb 2015 Product & Revenue Growth: Partnered with product managers to drive agile product development for shared hosting and premium WordPress solutions, increasing customer base by 20%. Acquisition Due Diligence: Led technical reviews and post-acquisition integration during GoDaddy’s takeover, ensuring successful synergy between teams. Team Expansion & Retention: Filled eight engineering roles within 90 days (after a six-month hiring gap), achieving exceptional retention through structured onboarding, mentorship, and transparent performance reviews. High-Availability Platforms: Implemented containerized microservices, enforced strict SLAs, and achieved near five-nines uptime. Leadership & Culture: Instituted open-door policies, skip-level meetings, and frequent one-on-ones, contributing to a strong, enduring engineering culture. Led multiple cross-functional product teams at GoDaddy, driving $60M in annual recurring revenue through strategic product innovation, engineering execution, and stakeholder alignment. KEY LEADERSHIP & TECHNICAL HIGHLIGHTS Incident Command & SRE: Built war room protocols, designated incident commanders, and ensured rigorous root cause analyses—dramatically lowering MTTR. Microservices Architecture: Transitioned monolithic systems to containerized microservices using Strangler patterns, autoscaling (HPA), and cost-effective reliability practices. Strategic Roadmapping: Translated executive mandates (e.g., new mobile app, large-scale email campaigns) into actionable engineering roadmaps aligned with revenue targets. Engineering Culture: Emphasizes connection, trust, respect, continuous feedback, and professional development—resulting in sustained morale and low turnover. CERTIFICATIONS Certified ScrumMaster (CSM) SPEAKING ENGAGEMENTS & RECOGNITIONS GoDaddy Techfest: Delivered a lecture on successful post-acquisition integration, demonstrating how synergy and resource-sharing led to an outstanding product launch. TECH STACK & TOOLS Cloud & Infrastructure: AWS, GCP, VMware, CentOS, Ubuntu DevOps & CI/CD: Terraform, Ansible, Puppet, Jenkins, Atlassian Suite Languages: Python, Perl, Bash, JavaScript, PHP Databases: PostgreSQL, MySQL, SQL Server Monitoring & Observability: ELK Stack, Splunk, Grafana, DataDog, Prometheus, PagerDuty ADDITIONAL NOTES Actively mentors engineering professionals and advocates knowledge-sharing to foster next-generation DevOps and SRE leaders. Skilled at aligning technical initiatives with broader corporate strategies and financial goals. References Michael Karp | https://www.linkedin.com/in/michaelhkarp/ | - Samantha Rassner | https://www.linkedin.com/in/samantharassner/ | -