Matt Calhoun
Co-Founder at to11
New York City Metropolitan Area United States
Summary
🤩
Rockstar🎓
Top SchoolMatt Calhoun is a founder and seasoned engineering leader with 11+ years building reliable, production-grade infrastructure and developer platforms for DevOps, SRE, and AI systems. Currently co-founding to11, he focuses on the engineering loop for LLM and agentic applications—observability, tracing, prompt provenance, eval frameworks, and inline guardrails—to turn non-deterministic models into dependable products. His background spans hands-on full-stack and platform engineering in Go, TypeScript, Rust, Python and Terraform, with prior principal roles at Terramate and Cloud Posse and founding engineering at Gruntwork where he helped drive widely adopted tools like Terragrunt and Terratest. He’s shipped SaaS control planes (Atmos Pro), led large-scale IaC modernization for regulated enterprises, and built HIPAA-compliant telemedicine platforms as a former CTO—bringing rare cross-domain experience from healthcare to finance. Active in open source, his contributions to Terragrunt, Terratest and Atmos reflect a pragmatic focus on reliability, testing, and developer ergonomics. Colocated in the NYC area, he pairs founder-level product judgement with hands-on execution and an obsession for measurable, observable engineering feedback loops.
11 years of coding experience
15 years of employment as a software developer
BA, Management Information Systems and Accounting, BA, Management Information Systems and Accounting at Babson College
Stackoverflow
120reputation
5kreached
8answers
1question
Github Skills (24)
cloud-computing10
testing10
terraform10
terraformer10
testing-library10
automation10
infrastructure10
go10
aws10
helm10
automations10
orchestration10
orchestra10
devops10
cli10
Programming languages (14)
Github contributions (5)
cloudposse/atmos
Feb 2021 - Nov 2022
👽 Terraform Orchestration Tool for DevOps. Keep environment configuration DRY with hierarchical imports of configurations, inheritance, and WAY more. Native support for Terraform and Helmfile.
Role in this project:
DevOps Engineer & Automation Engineer
DevOps Engineer & Automation EngineerContributions:70 reviews, 7 commits, 78 PRs in 1 year 9 months
Contributions summary:Matt primarily focused on improving the codebase's reliability and maintainability by updating error strings. They also addressed code quality by removing comparisons to boolean constants, and fixed formatting issues to enhance readability. Furthermore, they contributed to automation by adding shell completions to the project, providing a better user experience. Their work demonstrates a strong understanding of the project's configuration management and orchestration principles.
hierarchicalinfrastructure-managementcliworkflow-automationhcl2
gruntwork-io/terratest
Jun 2017 - Sep 2020
Terratest is a Go library that makes it easier to write automated tests for your infrastructure code.
Role in this project:DevOps Engineer
DevOps EngineerContributions:1 release, 6 reviews, 37 commits in 3 years 3 months
Contributions summary:Matt's contributions primarily focused on developing and integrating infrastructure testing tools and helpers within the Terratest framework. They added functionality for interacting with AWS services like SQS, S3, IAM, and EC2, including methods to create, manage, and verify resources. Furthermore, the user implemented utilities and helper methods to facilitate automated testing of Terraform configurations.
golangdevopstestinggo-libraryinfrastructure
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