Winthrop (Win) Gutmann

Senior Engineering Manager · Cloud Operations & Platform Engineering

I've spent 10+ years building data and cloud systems, and the last two leading the Cloud Ops team. My focus is removing blockers so teams ship faster without sacrificing reliability—whether that's standing up self-service infrastructure, modernizing legacy databases, or renegotiating vendor contracts. Highlights: ~$650k annual savings through smarter commitments and consolidation, 60% legacy server reduction by migrating to managed services, and a DR overhaul that cut recovery time from half a day to under four hours.

~$650kAnnual Cloud Savings
60%Legacy Footprint Reduced
3x FasterRTO Improvement
4Global Time Zones

Professional Experience

Manager of Cloud OperationsEF Education First
Oct 2023 – Nov 2025
Staff Database Engineer - Team LeadEF Education First
Mar 2022 – Oct 2023
Senior Database AdministratorEF Education First
Aug 2020 – Mar 2022
Database AdministratorEF Education First
Sep 2019 – Aug 2020
Data EngineerEF Education First
Sep 2017 – Sep 2019
Data Warehouse EngineerArcadia Healthcare Solutions
Jan 2015 – Sep 2017
Earlier Experience (2011 – 2015)
Software Developer at Lever Corps (2014 – 2015) · IT Analyst at Crane & Co. (2012 – 2014) · Co-founder at Keeping You Sane (2011 – 2014)

Technical Skills

Cloud & Platform

AWS (VPC, EC2, S3, Lambda, ECR/ECS, Control Tower), Azure, GCP, Internal Developer Platforms

Infrastructure as Code

Terraform, HCL, CloudFormation, CDK

Governance & Security

Cloud Governance, Wiz (CSPM), IAM Policy as Code, GDPR & PCI Compliance, Scalr

Data & Databases

MS SQL Server (Expert), PostgreSQL, MongoDB Atlas, Amazon RDS/Aurora, DocumentDB

Operations & Tooling

Jira Service Management, AWS Billing & Cost Mgmt, GitHub Actions, AWS SSM, Clumio, Site24x7, CloudWatch

Leadership

Agile & Waterfall Delivery, Platform Strategy, Vendor Negotiation, Cross-Functional Partnerships, Remote Team Management

Education

Bachelor of Science
Massachusetts College of Liberal Arts
Double Major: Computer Science & Business Administration | Minor: Information Systems · 2015
Information Technology
McCann Technical High School
2 Years Specialized Vocational Training · 2009

Awards & Recognition

Techie Award: Cloud Spending2025
Techie Award: Coach of the Year2022
Cost Conscious Nominee (6x)2018–2025
Rookie of the Year2016