Hey! My name is John and I started here at Ashby as IT Manager around 6 months ago, excited to meet you! In that time Ashby has grown from ~250 to 320 folks and the scope of what we’re doing in IT has expanded.Currently the IT team here is just me; we want to grow that team to keep providing world‑class service and the most automated, delightful technology to work with during their time at Ashby.ResponsibilitiesOwn and fix customer issues from ingest through to resolution, whether that’s a one‑time fix or a deeply technical project affecting the whole orgOffer, advocate and then implement best practices for an IT function that is securely creating the most productive workforce in the worldOwn projects across device management (Kandji, Crowdstrike), identity management (Okta, Google Workspace), hardware logistics (laptop shipping, accessories lifecycle) and user lifecycle (onboarding, offboarding and user changes) to automate manual processes and reduce touchpoints to those where human interaction mattersContribute to creating a cohesive, performant and scalable event‑driven backend, making data shifting across the business effortless and easy to adopt everywhereRequirementsA solid belief that end user support is an equally important part of being a well‑rounded engineer as building world‑class automationsDeep experience – detailed, specific knowledge and broader architectural understanding – across relevant IT systems (device management, identity management)Demonstrated experience of automating the interplay between IT systems and other internal systems, handling APIs, MCP servers and glue‑code to make disparate systems talkComfort and interest in helping build a stateless internal backend composed of Typescript services,



pub/sub queues and APIs for downstream and upstream applicationsDesire to work in and help build a small team of experts with an open, engaged and radically efficient profileThe ambition to challenge norms and build for scale and flexibility outside the expectedThe humility to accept the thoughts and emotions of others as valuable before your own and be vulnerable in front of othersThe wisdom to know when it’s best to apply the aboveNon‑requirementsExperience in exactly our tech stack. While strong is expected, we’re looking for systems knowledge first; specific platformexperience is a distant secondA specific timezone. While US timezones are preferred to cover a gap in our current coverage, this is not a requirement; we’re remote‑friendly and can hire across Europe, the UK and US and other countries for the right candidate. Salaries outside the US would be location‑dependent. We will sponsor visas where possible for the right candidateSample Of What You Would Be Working OnHelping end users with their everyday issues, tracing those back to root causes and rolling out fixes that are structural and lastingLeading the initiative to build an internal backend that allows moving data and performing business logic between systems in a scalable, auditable, testable and production‑grade wayUsing Terraform and Git to make our critical systems (device management, IAM) transparent, self‑documenting,



audit‑ready and auto‑deployedDefining and implementing authentication rules for users that tie directly and elegantly to governing policies while providing industry‑leading securityBuilding out role‑based access control and birthright access as well as owning the people‑data challenges that stem from thisWhat You’ll Not Be Working OnBreak/fix cycles when root causes can be tackled instead – you will be empowered to fix problems, not delay symptomsNon‑stop tickets. Everyone in the team is expected to contribute equally to interrupt‑driven and systemic issues – no first or second line hereTraditional corporate IT. We use a relatively standard “startup stack” – cloud‑based, Macs, small Linux subset, and we have the agency to move fast and have outsized impactBenefitsCompetitive salary and equity10‑year exercise window for stock optionsTwelve weeks of fully paid family leave in the US (expandable to other countries as situations arise)Generous equipment, software and office furniture budget$100/month education budget, with more expensive items (e.G., conferences) covered by manager approvalIf you’re in the US, top‑notch health insurance for you and your dependents with all premiums covered by usAshby provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives and abilities.Compensation Range: $170K - $240K#J-18808-Ljbffr

📌 Staff It Engineer - $170,000 - $240,000 A Year - Remote (Winnipeg)
🏢 Ashby
📍 Winnipeg