Chris Leicester

Director of Engineering

Portland, Oregon, United States14 yrs 8 mos experience

Key Highlights

  • Proven track record in engineering management.
  • Expert in Agile methodologies and team leadership.
  • Significant improvements in team performance and delivery.
Stackforce AI infers this person is a SaaS Engineering Leader with expertise in team management and Agile practices.

Contact

Skills

Core Skills

Engineering ManagementAgile MethodologiesSoftware Development

Other Skills

React.jsRuby on RailsNode.jsGrafanaAWSLaunch DarklySlackJavaScriptJavaTypeScriptCustomer ServiceMac OSUnixC++OpenMPI

About

As an Engineering Leader, I have the unique opportunity to build exciting new technologies AND help my team members grow professionally. I pride myself on delivering value to my company while giving my people work that is actually exciting to them! I value a culture where feedback is open and honest, where people are treated like people, and everyone is given the tools they need to succeed.

Experience

14 yrs 8 mos
Total Experience
2 yrs 3 mos
Average Tenure
9 mos
Current Experience

Github

Staff Engineering Manager

Aug 2025Present · 9 mos · Portland, Oregon, United States · Remote

Engineering Management

Nowsta

2 roles

VP of Technology

May 2025Aug 2025 · 3 mos · Portland, Oregon, United States · Remote

  • Managed the Engineering, Product, Data, DevOps, and Support teams.
  • Introduced modern toolset for Support, improving CSAT and NPS scores, and drastically reducing Time to First Response.
  • Oversaw the design, build, and release of the Nowsta Marketplace.
Engineering Management

Software Engineering Manager

May 2023May 2025 · 2 yrs · Portland, Oregon, United States · Remote

  • Manage team rituals, performance, and career progressions of 2 teams of 6 engineers each (12 total) ranging from Junior to Staf. We maintain 2 web apps (React.js, Ruby on Rails, Node.js), and 2 mobile apps (iOS + Android w/ React native).
  • Partner closely with Product and Design to ensure adequate resourcing and on-time delivery of new features.
  • Manage application monitoring and alerting at scale using Grafana, AWS, Launch Darkly, and Slack.
  • Developed and rolled out in-house incident management system. Integrated with OpsGenie to provide internal.
  • stakeholders with reliable tools to remediate high-severity issues outside of working hours.
  • Championed internal tooling initiative to automate manual dev tasks, improving developer Cycle Time by 3x.
  • Manage and report on team project status using Jira Plans.
Engineering ManagementReact.jsRuby on RailsNode.jsGrafanaAWS+2

Leafly

Software Engineering Manager

Jun 2022May 2023 · 11 mos · Portland, Oregon, United States

  • Managed team rituals, performance, and career progression of 3 teams of 3-4 engineers each (11 total) ranging from Junior to Principal.
  • Partnered closely with Product and Design to ensure adequate resourcing and on-time delivery of new features.
  • Helped Develop a strategy to restructure teams and introduce new agile practices, resulting in an increase in accountability, predictability, and velocity across the engineering department. Since implementation, Cycle Time decreased by 50%, Pull Request pickup time decreased by 75%, and Deploy Frequency increased 3x.
  • Rolled out eNPS survey to Engineering, Product, and Design orgs to measure employee happiness during transition. Since implementation, eNPS score increased 25 points.
  • Led the on-time delivery of Leafly’s top revenue-generating feature of 2022. Cut scope to deliver the project on-time without sacrificing code quality or customer experience.
Agile MethodologiesEngineering Management

Puppet

2 roles

Software Engineering Team Lead

Apr 2021Jun 2022 · 1 yr 2 mos · Portland, Oregon, United States

  • Manage Puppet’s highest revenue-generating team to deliver best-in-class CI solutions for our
  • enterprise customers. Our team set the company standard for quality and continuous delivery, releasing
  • more frequently and with less patches than any other team at the company.
  • Mentor junior engineers to become more effective in the overall software development process, especially in the areas of time-management, code-quality/standards, and Git best-practices.
  • Led my team's Agile rituals, utilize Agile methodologies to estimate our workload, and deliver work in line with that estimate.
  • Continuously improve team processes, both in development, and in the execution of our team rituals.
  • Break down and spec out those features for members of my team to work on (and enable more senior
  • members of the team to contribute to this process).
Agile MethodologiesEngineering Management

Software Engineer

Jun 2018Apr 2021 · 2 yrs 10 mos · Portland, Oregon, United States

  • Led the conversion of our application to run within a Kubernetes environment.
  • Represented my team in planning discussions and managed expectations with leadership in order to cut scope and deliver a quality product on-schedule.
  • Developed a method to auto-generate a Typescript API client from our OpenAPI API spec to be used by any other application in the k8s cluster.
  • Created new Entitlement Filter system to allow access to various features within the application depending on a customer's license type.
  • Developed a Git repository caching mechanism for our application, alleviating a bottleneck in our CI/CD system and unblocking renewal contracts with our largest, most active customers.
  • Planned, scoped, and developed a fine-grained RBAC control system for our application. Work was divided into two major parts, and delegated to another team member. The new UI was developed as a micro-service to be easily extensible, and enabled another Puppet team to introduce customizable RBAC support for their application well ahead of schedule.
  • Created a new Puppet agent-based CI/CD job runner solution using multiple technologies (Java, Ruby, and Puppet Bolt) for e2e solution. Delegated the frontend portion of development to 2 other team members and completed the project on-time.
  • Implemented Google Analytics from the ground up, collecting vital information about customers' application usage, first-time-use experience, and other technologies they use in conjunction with our application.
  • Implemented OAUTH integration with Azure DevOps, and leveraged the Azure DevOps API to facilitate Git operations between our application and our customers' Azure DevOps git codebase.
React.jsJavaScriptJavaTypeScriptSoftware Development

M-six

4 roles

Software Engineer I / II

Jun 2017Jun 2018 · 1 yr

  • Primary Developer on my company’s .NET WPF Desktop Application.
  • Maintain a growing business logic layer, completely abstracted from the application’s respective view models.
  • Experienced using C# and XAML to build dynamic and reactive UIs.
  • Maintain a fully isolated data access layer, abstracting database queries from our general API.
  • Designed and Implemented my app’s Continuous Integration system using TeamCity to automatically build, test, and deploy.
  • Spearheaded major code base refactor to implement a true Data Access Layer in order to pull business logic out of the application’s view models.

QA Automation Engineer

Apr 2016Jun 2017 · 1 yr 2 mos

  • Designed and implemented multiple E2E testing frameworks for both Web and iOS.
  • Used Ruby/Calabash (iOS) and Javascript/Protractor (web) to drive a single set of Cucumber/Gherkin feature definitions to validate expected behavior identically between the two platforms.
  • Utilized Selenium’s Page Object Model for maintainability and reliability.
  • Test suites run automatically each night to facilitate our Continuous Integration system.

QA Engineer I

Jun 2014Apr 2016 · 1 yr 10 mos

  • Developed and executed extensive and maintainable regression test suites, ensuring the stability and frequent delivery of our software.
  • Incorporated UAT results into all testing strategies/automated tests.
  • Primarily tested our iOS application and developed a comprehensive knowledge of the platform.
  • Tested applications on a wide range of other platforms including Web, Windows, and Mac OSX.

Software Engineering Intern

May 2014Aug 2014 · 3 mos

  • Developed and implemented a new QA testing strategy still used at the company today.
  • Created the first reusable regression test suites at the company.
  • Massively reduced training time for new QA people during periods of rapid onboarding.
  • Assisting in Web Development for VEO Web utilizing AngularJS, Twitter Bootstrap, and Play Framework for testing on my local machine.
  • Provide QA support for our engineers in every aspect of our company's products across an extensive variety of system architectures. These include:
  • QA for M-Six's VEO: the industry's leading 3D-model aggregation platform on Windows 8, Mac OS X, and Linux. I tested the application throughout our implementation of AFS: VEO's cloud-based file sharing system.
  • QA for VEO Web: M-Six's platform for BIM field collaboration on all modern web browsers.
  • QA for VEO Mobile: M-Six's mobile application for BIM field collaboration on iOS.

Apple

Specialist

May 2012May 2014 · 2 yrs · San Francisco Bay Area

  • Independently and collaboratively solve complex problems in order to create a complete solution for each individual customer.
  • Maintain, distribute, and execute all key updates for demo systems.
  • Provide recommendations for better ways to maintain Demo systems and deliver updates to our technology.
  • Provide feedback to Retail Support to better our customer's experience.
  • Developed exhaustive knowledge of Apple’s B2B services by actively pursuing information, and achieved the title “Apple Product Professional.”

Venturebeat

Intern

Sep 2011May 2012 · 8 mos · San Francisco, CA

  • Assisted in marketing and promotion of the 2012 DEMO conference.
  • Organized and performed pitch sessions for startups, Venture Capitalists, and VentureBeat, worldwide.
  • Performed daily administrative tasks assisting the CEO.
  • Gained key B2B communication skills by contacting upcoming startups and established firms for inclusion in the 2012 DEMO conference.

Education

San Francisco State University

Bachelor of Business Administration (BBA)

Jan 2011Jan 2014

Pasadena City College

Marketing

Jan 2010Jan 2011

Las Positas College

Marketing

Jan 2009Jan 2010

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