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Salary
$64k – $127k per year (Estimated)
Location
In office (Miami)
Seniority
Middle · 3+ years exp
Overview
Company
Impact
Profile match
Kaseya is an American software company founded in 2000 that sells the tools managed service providers use to run their clients' technology, and it has grown through an aggressive acquisition programme into the dominant supplier in that market. Its IT Complete suite bundles remote monitoring, professional services automation, backup, security and compliance products acquired from Datto, ConnectWise competitors, IT Glue, Unitrends and others. Headquartered in Miami and owned by Insight Partners, it is known both for the breadth of that bundle and for the 2021 ransomware attack in which its VSA product was used to reach thousands of downstream businesses.

About Kaseya

Kaseya is the leading provider of AI-powered IT management and cybersecurity software, serving Managed Service Providers (MSPs) and internal IT organizations worldwide. Our comprehensive platform helps organizations efficiently manage, secure, and automate their IT environments, driving operational efficiency and long-term business success.

Backed by Insight Partners, a leading global software investor, Kaseya has experienced sustained double-digit growth and continues to expand its global footprint. Today, Kaseya supports customers in more than 20 countries and manages over 15 million endpoints worldwide.

Founded in 2000, Kaseya was built by builders - and we're still building. We look for people who create rather than wait, who see a hard problem and lean in, and who treat challenges as raw material. At Kaseya, everyone plays a role in shaping the future of IT: whether you're in engineering, product, sales, marketing, customer support, or operations, your work helps protect, defend, and optimize IT environments across the globe.

We're building teams that grow, perform, and make an impact. If you're driven by the itch to make things better - a product, a process, a career - you'll fit right in.

At Kaseya, we don't just raise the bar. We build it.

GREAT opportunity to grow with rapidly growing company, Kaseya. We are seeking a Release Train Engineer to join our Business Applications Team.  We are at a key point in our organization’s growth as we transform our legacy Lead-to-Cash platform to a best-in-vertical juggernaut to drive our success.   

This is a newly created role  - there is no playbook, no predecessor, and no existing ART structure to inherit. We have an agile practice, tools, teams, and a method of doing technical work.  We are looking for someone who has built an ART capability before: walked into an organization where the role didn't exist, earned trust across engineering and product, and systematically built the practices, ceremonies, and dependency infrastructure that made delivery predictable. If you need a defined structure to operate within, this isn't the right fit. If you thrive on building one, read on. 

Key Responsibilities

Establish the Role & Practice (Months 1-3)  

  • Conduct a rapid organizational assessment - map team topology, current ceremonies, tooling, and where value is getting stuck (two weeks) 
  • Define and socialize what the RTE function means in this organization; build buy-in with engineering leads, product managers, and senior leadership (< one month)
  • Stand up Program Increment (PI) Planning where it doesn't exist; retrofit or replace existing planning cadences where they do (by month 3) 

Hands-On Dependency Management  

  • Own the dependency board - not just facilitate it, but actively track, visualize, and resolve cross-team dependencies in tooling (Jira, Azure DevOps, or equivalent) 
  • Understand and manage upstream/downstream dependencies, surfacing risks before they become blockers  Premier Agile
  • Apply the ROAM technique (Resolved, Owned, Accepted, Mitigated) to risks identified during PI Planning and track them throughout each increment  
  • Work directly in the delivery toolchain - structure work item hierarchies, configure dashboards, and maintain ART-level transparency in reporting 

Sprint Process Consulting  

  • Embed with Scrum Masters and teams to diagnose ceremony health - not to audit, but to coach and improve 
  • Serve as facilitator, flow steward, dependency broker, improvement coach, and strategic connector across teams 
  • Design and facilitate retrospectives, I&A workshops, and team-of-teams syncs that produce real process change - not just documentation
  • Identify and close gaps between how teams think they're working and how value actually flows 

Ongoing ART Leadership  

  • Serve as the first point of contact for cross-team challenges, maintaining transparency across the release train so that progress, risks, and impediments are visible to all stakeholders  
  • Facilitate ART Sync (Scrum of Scrums + PO Sync) and System Demos on a regular cadence 
  • Partner with Product Management and Architecture to ensure backlog readiness and alignment before each PI
  • Track a small set of meaningful delivery metrics and use them to drive improvement - not reporting theater 

What We're Looking For  

  • Demonstrated experience entering an organization where the RTE or equivalent role did not exist and successfully building it - you must be able to speak to this specifically in your interview 
  • Strong technical literacy in software delivery systems, CI/CD realities, and engineering constraints - enough to facilitate credible planning conversations with engineers and remove technical blockers
  • Hands-on proficiency in Agile tooling (Jira and/or Azure DevOps): work item structuring, dependency mapping, dashboards, and metrics
  • Deep fluency in SAFe - PI Planning, ART events, roles, and lean-agile principles (SAFe RTE or SPC certification preferred)
  • 7+ years in Agile delivery leadership; 3+ years functioning as an RTE or equivalent ART-level facilitator 

Differentiators  

  • Experience with value stream mapping to identify systemic bottlenecks and handoffs across teams  
  • Comfort operating in environments with ambiguous or competing priorities - you define clarity, you don't wait for it
  • Coaching presence that works at multiple levels: an individual Scrum Master in a 1:1, a skeptical engineering director in a leadership meeting, and an ART of 80+ people during PI Planning
  • Exposure to Lean Portfolio Management and connecting portfolio flow (epics, funding, OKRs) to ART execution  

What Success Looks Like  

  • 90 days:  Org assessment complete, first PI Planning facilitated or scoped, dependency tracking live in tooling, key relationships established
  • 6 months:  PI cadence running, Scrum Master community actively engaged, cross-team dependency incidents measurably reduced
  • 12 months: The role is institutionalized - teams know what it is, why it matters, and the RTE function outlasts any individual in it 

We know great RTEs are rare. If you've built this from scratch somewhere before and you're ready to do it again, we want to talk.  

Skills and Competencies 

  • Proficient in Agile methodologies, tools, and techniques, such as Scrum, Kanban, XP, Jira 
  • Excellent communication, leadership, facilitation, and conflict resolution skills.
  • Strong organizational skills with proven attention to detail in a deadline-driven environment.
  • Ability to thrive in a dynamic, fast-paced environment and adapt to changing priorities.
  • Knowledge of software development life cycle, testing, and quality assurance processes.
  • Bachelor's degree in Computer Science, Engineering, Operations Management, Business
  • Certified Scrum Master (CSM) or equivalent certification, PMP,  SAFe® Release Train Engineer (RTE) certification
  • At least 3+ years of experience as a RTE in a software development environment, >9 years in an agile software development environment 

Additional information

Kaseya provides equal employment opportunity to all employees and applicants without regard to race, religion, age, ancestry, gender, sex, sexual orientation, national origin, citizenship status, physical or mental disability, veteran status, marital status, or any other characteristic protected by applicable law.

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