Speaker

Annie Hedgpeth

Annie Hedgpeth

Co-Founder of People Work - software that empowers folks with the people side of their jobs

Boulder, Colorado, United States

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From film to engineering, Annie's career has seen many iterations. She is a keen observer of what works and what doesn't, striving always to make the right thing to do the easy thing to do. Annie and her husband, Michael, are raising their three teenagers in Boulder, CO. She's currently working on software that empowers folks with the people side of their jobs. Find out more at people-work.io.

Area of Expertise

  • Business & Management
  • Information & Communications Technology

Topics

  • Corporate Performance Management
  • Personal Growth
  • 🙋 Soft skills for developers
  • Developer Culture
  • Team Management
  • Professional Networking
  • Career Changers
  • Interpersonal Communications for Remote Professionals
  • Human Resources
  • Human Resource Management
  • human skills
  • Human side of Technology
  • Human Connection
  • Power of Human Connection
  • Digital transformation in human resources
  • Human Resources Information System

Firewalls and Friendships: Building a Balanced Professional Network

### **Talk Description and Outline:**

Many DevOps professionals excel at designing technical systems but struggle with intentionally designing their professional networks. Some find networking overwhelming or inauthentic. Others maintain relationships only with their immediate circle. Some become "takers" rather than "givers," while others fear asking for anything. When AI can write your Terraform configs, what makes you invaluable is your ability to influence, collaborate, and navigate complex human systems.

I'll demonstrate how to apply systems networking concepts to professional relationship-building through three key phases:

**1. Define & Segment:**

* System architecture goals => career objectives
* Subnetting by function => relationship categories (Stakeholders, First Team, Direct Reports, Base)
* Principle of least privilege => intentional relationship investment
* Case studies of "The Builder," "The Anchor," "The Advocate," and other common patterns

**2. Firewall & Automate:**

* Setting inbound/outbound rules => establishing interaction patterns
* Creating automated checks => systematic relationship maintenance
* Building CI/CD pipelines => scheduling regular check-ins
* Avoiding the boundary deficit (saying "no") and just-in-time networking traps
* Communication fidelity: when Slack isn't enough

**3. Monitor & Adjust:**

* Tracking system health => relationship health metrics
* Monitoring threats => identifying reciprocity imbalances
* Analyzing performance patterns => energy and influence flows
* Creating a simple non-weird system for relationship data collection
* Internal vs. external network balance

### **Audience Takeaways:**

With examples from my own experiences and using systems networking metaphors, the audience will take away answers to the following questions:

* If you’re intentional and genuine and the other person is not, what do you do? Are they worth keeping in your network?
* What do I do if I’m just shy and awkward? Networking feels impossible.
* How do you spot takers who never give?
* What do you do when you need to ask for something from your network? How do you actually ask for a favor without them thinking that you’re a taker?

### **Who is this talk for?**

DevOps professionals who want to apply their systems thinking skills to improve their career outcomes and find greater satisfaction in their work relationships.

### **What makes me qualified to give this talk?**

I changed my career into DevOps engineering in my late thirties, and career networking played a significant role in my job search, but I also just really love it. I was a DevOpsDays organizer for a few years when I lived in Dallas, led the Boulder Cloud Community Meetup for a couple of years, and enjoy connecting with people through my blog. I think networking can be a gamechanger for underrepresented folks, so I write a lot about it and use it as a teaching opportunity for all those I mentor.

The Trust Era: Creating Conditions for Authentic Professional Development

As we look at the history of work, all the way from pre-industrialization to the AI-era, the way that we have built skills has evolved greatly. In the age of AI, we have information on demand like never before, so much so that L&D budgets will begin to look like AI subscriptions. But why do organizations still struggle? What’s missing from our toolbelts from ages past?

Connection and our ability to navigate complex human systems. This talk will explore why I struggled with using current tooling to strengthen my professional relationships, and what I learned about creating conditions for authentic growth that leads to greater professional advantage and business outcomes.

**The Evolution of Work**

* History of skill-building
* Pre-industrial age - apprenticeships
* Industrialization - concrete skills
* Technology era - knowledge building
* AI era - on-demand information
* L&D budgets will look like AI subscriptions

Q: Why do organizations still struggle? What’s missing from this era that we had in our toolbelts in ages past?

A: Connection and our ability to navigate complex human systems

**Employees Relationship with HR**

* **The Problem:** People don’t trust current tools to use them honestly.
* **The Fear:** That what you track in HR tools can be read without their knowledge and used against them
* **The Workaround: **People create their own systems of docs and spreadsheets, but they are usually unorganized and ineffective.
* **The Irony: **If you really want people to engage in the people-side of their jobs, you need to enable an environment of honesty and vulnerability, and to do this they need privacy.

**The Business Case for Trust**

* **The Data: **High-trust organizations outperform their peers, usually retain talent longer
* **The Rationale: **When AI can mimic your technical skills, what makes you valuable is your ability to influence, collaborate, and navigate complex human systems.
* **The Competitive Advantage: **Being able to build a community of trust, helpfulness, and mutual support drives business success
* **HR’s New Role: **Less about managing, more about creating an environment where relationship building and collaboration can thrive

**The Metrics Temptation**

HR is very good at measuring everything, but beware of measuring employee connections in favor of creating an environment where connections can flourish.

Connections flourish when:

* You provide privacy-first solutions
* People feel supported and trusted to do their jobs
* They feel a sense of agency and autonomy in their work

Connections are blocked when people don’t feel trusted. Resist the urge to:

* Not allow privacy
* Measure network activity
* Track relationship building participation
* Enforce connections

**Conclusion - **Create conditions for authentic relationships, then trust people to build them.

**Audience Takeaways:**

* Learn why employees aren’t using your tools for their professional growth
* Discover which metrics enable authentic growth without stifling it
* Understand your role in this new era - creating conditions for growth rather than monitoring outcomes

https://www.youtube.com/watch?v=UvNeiILKHF0&list=PLPECrO0ROcqroVyQsdQpbVMUBLvbzXbI

Systematizing Empathy: Applying DevOps Rigor to the People Side of Our Jobs

In DevOps we've systematized delivery, but we've been very nebulous about defining how to do empathy and culture, so it has turned into being nice to each other but we're left to our own devices as to what that means. I want to take an honest look at the history of DevOps. I’ll share with you about what I’ve seen work when systematizing empathy and what fails miserably.

You'll leave with a specific system you can implement Monday morning, not another corporate development class, but permission to be intentional about creating a good company culture of mutual support and empathy.

## Overview:

* The platform team compromise
* Fear of systematizing empathy
* Stories of what intentional support looks like
* Practical Monday morning advice

We’ve all half-laughed at the fact that years of DevOps cultural initiatives to break down siloes have turned into the creation of the platform team. We’re pretty good at systematizing delivery, but we would balk at the idea of systematizing empathy, a core DevOps principle…to our detriment.

Company culture is created by what people are doing, not saying.

Everyone gets visions of Jira-madness when we say to systematize anything. They get overwhelmed and stop listening. In addition, systematizing your relationships conjures up feelings of fear of being seen as manipulative or using your friends. We can agree that both of those things are bad.

But I want to stress that a system is anything that helps you to be intentional and consistent. It works best when it’s a personal decision, not an enforced, top-down system.

I’ll share personal experiences showing why intentional support of your colleagues works better than random acts of kindness. It creates a community of support which has real business value as well as creates an environment conducive to creativity, productivity, and contentment.

You’ll walk away with a practical guide for how to implement this on Monday morning, putting words into action.

## The audience will take away answers to the following questions:

1. What keeps us from helping people, and how do we create an intention of support with our colleagues when we’re overwhelmed with our own jobs or lives?
2. How can we map our skills and privilege against other people's constraints?
3. How do I systematize empathy with authenticity, without appearing manipulative or cold?

Playlist of past speaking engagements: https://www.youtube.com/watch?v=UvNeiILKHF0&list=PLPECrO0ROcqroVyQsdQpbVMUBLvbzXbIM

Southern California Linux Expo

https://devopsdays.org/events/2025-los-angeles/program/annie-hedgpeth

In DevOps, we often interact with networks via ingress/egress, routers, subnets/IP addresses, and firewalls, but can we learn anything from our experience with these while improving our professional network? In this age of layoffs and AI, ensuring we are authentically connected to our communities is more important than ever. Let’s take what we’ve learned from systems networks and apply it to our professional network.

March 2025 Pasadena, California, United States

We Hack Purple Podcast

Host Tanya Janca Learns what it's like to be a Senior Cloud Automation Engineer, with Annie Hedgpeth! Through configuration management, provisioning infrastructure as code, integration testing and compliance automation through InSpec, and CI/CD, Annie’s aim is always to make the right thing to do the easy thing to do.

April 2021 Boulder, Colorado, United States

ChefConf Online 2020

Moving Security and Sanity Left by Testing Terraform with Chef InSpec
Annie Hedgpeth, Senior Cloud Automation Engineer
10th Magnitude

For those that have longed for a simpler test-driven approach to Terraform development, come and see how I've made my team's lives easier by using Test Kitchen for Terraform and how I can validate my deployments with InSpec. This will be a beginner's guide, but all skillsets are welcome to contribute to the conversation!

We'll discuss the different use cases for Terraform testing, such as:
Test Driven Development (TDD)
Integration Testing and CI/CD
Compliance, shifting security left
Production provisioning validation

As we know, good testing doesn't just solve CI/CD problems; it solves culture problems. I will seek to convince you of why you need to invest in a good Terraform testing strategy early and how you might have bought into a myth that makes you think you have velocity when you don't (are you running in wet cement).

And if you're late to the game and have existing infrastructure with no tests, that's okay, too. Let's talk about how you can reduce stress by adding in some testing now. It's not too late.

It takes an IT village to do DevOps, so let's talk about moving security and sanity left with InSpec and Terraform. So many use cases, and so little time. You'll leave this talk ready to implement at least one of them.

September 2020 Boulder, Colorado, United States

HashiTalks 2020

For those that have longed for a simpler test-driven approach to Terraform development, come and see how 10th Magnitude uses Test Kitchen for Terraform and how to validate deployments with InSpec. This will be a beginner's guide, but all skillsets are welcome to contribute to the conversation!

This talk was part of HashiTalks, an online event—A 24-hour continuous series of presentations from the worldwide HashiCorp User Group (HUG) community and from HashiCorp engineers as well.

March 2020 Boulder, Colorado, United States

ChefConf 2018

Annie Hedgpeth - Cloud Automation Engineer, 10th Magnitude
Nick Hudacin - Senior Systems Engineer, Relativity

We know that the right thing to do during cookbook development is to use cookstyle and foodcritic for linting, InSpec for integration tests, and Test Kitchen to test cookbook data across any combination of platforms and test suites. But how do we enforce this?

Part of the answer is to make the right thing to do the easy thing to do. The other part of the answer is to make the right thing to do the necessary thing.

This talk is meant to be an introduction to creating a continuous integration strategy for your cookbook development by using a cookbook build in Jenkins and integrating it with Git. Sprinkled throughout this talk will also be tips and tricks to using this simple build as a culture-change agent on your team and within your organization, slowly turning people's disdain for testing into a love affair with it.

June 2018 Chicago, Illinois, United States

The New Stack Podcast

InSpec: Who’s Adopting It, Why, and How it Fits with Today’s DevOps Practices

On this livestream, we’re exploring the latest news on Inspec: Specifically, who are the organizations and developers adopting it, and how Inspec fits in with modern DevOps practices. We also ask our guests -- Dominik Richter, senior product manager at Chef, and Annie Hedgpeth, cloud automation engineer at 10th Magnitude -- what’s next for automated policy pipelines in declarative infrastructure environments?

May 2018 Chicago, Illinois, United States

Arrested DevOps Podcast

Career Change Into DevOps With Michael Hedgpeth, Annie Hedgpeth, and Megan Bohl

What is it like to change careers and get into tech later in life? Annie Hedgpeth and Megan Bohl tell their stories. This episode also features special guest Sonia Gupta!

February 2018 Grapevine, Texas, United States

ChefConft 2017

Annie Hedgpeth, Cloud Automation Engineer at 10th Magnitude - ChefConf 2017

With the growing demand for developers, the IT industry is tasked with bringing more workers into the field. Stereotypes and ignorance are a major blocker to this initiative. With the shortage of security and compliance professionals combined with the industry's desire to move security left, it is dire that we think outside of the box to find a solution. My journey into technology (from a background in film and art) begins by learning the InSpec framework and creating a website and using version control for the first time to blog about my journey. I attained the skills necessary to become a cloud automation engineer in 4 months, and I am continuing the narrative into my consulting career by leveraging InSpec and moving security left.

June 2017 Austin, Texas, United States

DockerCon17

Lowering the Barrier to Entry with Docker

May 2017 Austin, Texas, United States

Docker in Education Panel

A panelist of community members affiliated with Higher Education programs discuss how they first heard about Docker, what problems Docker has solved for them, tips for learning and teaching Docker, and more.

May 2017 Austin, Texas, United States

Config Management Camp

Config Management Camp, Gent-2017, My Journey Into Technology Through InSpec.

February 2017 Gent, Belgium

Women Who Code DFW

Transitioning to Tech (Women Who Code DFW event hosted by Research Now) https://

December 2016 Dallas, Texas, United States

DFW DevOps Meetup

Automating Security and Quality with InSpec

November 2016 Dallas, Texas, United States

Arrested DevOps Podcast

Supershow with Food Fight, and Software Defined Talk recorded live at the DevOpsDays Dallas / Fort Worth 2016! Trevor, Nathan and Coté were joined by Michael Hedgpeth, Annie Hedgpeth and Dillon Culpepper to discuss the first ever DevOpsDays DFW!

September 2016 Dallas, Texas, United States

Arrested DevOps Podcast

ChefConf 2016 With Jon Cowie, Fletcher Nichol, and Annie Hedgpeth

Recorded at ChefConf 2016 in Austin, Texas, with delightful guests Annie Hedgpeth, Fletcher Nichol, and Jon Cowie. We talk about all the new hotness of Habitat and Chef Automate, as well as cover the experiences of five years span of ChefConf attendee experience. Plus, Trevor throws shade at ‘DevOps 2.0’.

July 2016 Austin, Texas, United States

Annie Hedgpeth

Co-Founder of People Work - software that empowers folks with the people side of their jobs

Boulder, Colorado, United States

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