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> Release Management · DevOpsSchool Trainer

Octopus Deploy Trainer

Private corporate batches, live online cohorts and 1-on-1 mentoring in release management and deployment automation — environments, lifecycles, scoped variables, multi-tenancy and operations runbooks — taught by a practitioner who runs it in production.

20 years across DevOps, SRE and Security · 10,000+ engineers trained · Trained teams at JPMorgan Chase, Verizon, Nokia and the World Bank

DeliveryOnline · Onsite · Hybrid
FormatsCorporate · 1-on-1 · Cohort
AgendaCustomisable
Batch size8–30 engineers
Engineers we've trained work at
JPMorgan ChaseBank of AmericaWells FargoVerizonNokiaWorld BankGE HealthcareVMwareOracleQualcommMercedes-BenzAirbusDatadogSplunkDeloitteInfosysWiproCapgemini
# who teaches it

Your Octopus Deploy trainer

Rajesh Kumar

Principal DevOps Engineer & Architect

Build & release engineeringPipeline designMulti-org CI estates20 years in productionPrincipal / architect roles10,000+ engineers trainedM.Tech BITS Pilani25+ certifications

Rajesh teaches Octopus Deploy around the release object rather than the user interface — why a Release snapshots process and variables, how Lifecycles and Channels make promotion enforceable, and where variable scoping resolves when environment, role, channel and tenant scopes all apply at once. Sessions cover Tentacle listening and polling targets, SSH and Kubernetes targets, workers and worker pools, packaging and build server integration, custom and community step templates, tenant modelling for multi-customer deployments, operations runbooks, and the operational side: SQL Server backing store, high availability, retention policies, config-as-code and a full backup and restore drill.

Twenty years across DevOps, SRE and Security, in principal and architect roles at PayPay, SoftwareAG, ServiceNow, JDA Software, Intuit, Adobe and others. He has trained engineers at JPMorgan Chase, Verizon, Nokia, the World Bank, VMware, Oracle, Mercedes-Benz and Airbus — more than 10,000 people personally. He teaches what he runs, not what he reads.

One practitioner, not a bench

You are booked with a named engineer, and that is who turns up. Marketplaces and larger providers rotate whoever is free, so the person who sold you the agenda is rarely the person teaching it.

The same trainer is available for the next engagement, which matters when a team builds on what it learned last time.

18,000+certified learners
500+corporate batches delivered
50+countries served
100+certification programmes
# faculty

Who delivers Octopus Deploy engagements

Your batch is assigned a named trainer before it starts, and that is who teaches it. See the full faculty.

How your Octopus Deploy trainer is chosen

Engagements are matched on the tool, not the calendar. For Octopus Deploy that means a trainer who has run it in production — release management and deployment automation — environments, lifecycles, scoped variables, multi-tenancy and operations runbooks — rather than whoever is free that week. You are told who is teaching before you commit, and that person is on the discovery call that shapes the agenda.

Where a batch is large enough to need a second trainer, the pairing is declared up front. The lead trainer stays accountable for the syllabus and the assessment either way.

Rajesh Kumar

Principal DevOps Engineer & Architect

India20 yrsLead trainer

Twenty years across DevOps, SRE and Security in principal and architect roles at PayPay, SoftwareAG, ServiceNow, JDA Software, Intuit, Adobe, IBM/Emptoris, Ness, MindTree and Accenture. He has trained more than 10,000 engineers personally, at organisations including JPMorgan Chase, Verizon, Nokia, the World Bank, VMware, Oracle, Mercedes-Benz and Airbus. He teaches what he runs, not what he reads.

Anil Kumar

IndiaInstructorCoach

Balachandran Anbalagan

IndiaInstructorCoach

Durga Prasad

IndiaInstructorCoach

Gaurav Aggarwal

IndiaInstructorCoach

Harsh Mehta

IndiaInstructorCoach

Kapil Gupta

IndiaInstructorCoach

Kunal Jain

IndiaInstructorCoach

Nikhil Gupta

IndiaInstructorCoach

Pranab Kumar

IndiaInstructorCoach

Rohit Ghatol

IndiaInstructorCoach

Amit Agarwal

IndiaInstructorCoach

# how to engage

Four ways to work with this trainer

Private corporate batch

Teams of 8–30

Custom agenda, your timezone, onsite or online, NDA-friendly.

Request a quote

1-on-1 mentoring

Individual engineers

A private instructor and a curriculum built around your goal.

₹99,999

Live & Interactive cohort

Individuals who want peers

Scheduled batch, max 8 to 10 hours of live instruction.

₹34,999

Self-paced video

Self-starters

Full LMS access — 20+ courses and 50+ tools included.

₹833/mo
# private batches

Private Octopus Deploy training for your team

A private batch starts with a discovery call. We look at the stack you actually run — the CI system, the cloud, the constraints — and map the agenda onto it, so examples use your topology rather than a generic one.

Delivery is onsite at your premises, live online, or hybrid, scheduled around your release calendar rather than ours. Batches run 8 to 30 engineers.

Every attendee leaves with recordings, slides, lab repositories and a completion certificate. You receive an attendance and assessment report. Invoicing supports PO and GST.

Talk to us about a private Octopus Deploy batch

What you provide vs what we bring

  • You: the room or the call, and the engineers
  • Us: trainer, agenda, labs, assessment, certificates
  • Labs: we guide your team through provisioning their own free-tier cloud environment — the skill goes with them
# the technology

What is Octopus Deploy?

Octopus Deploy is a release management and deployment automation platform. It deliberately does not build your software. It takes the package your build server produced, wraps it in a Release together with the deployment process and the variable values as they existed at that moment, and then deploys that immutable Release to Development, Test, Staging and Production in an order you define. Building once and promoting the same package everywhere is not a convention you have to enforce by discipline in Octopus Deploy; it is the shape of the product.

The concepts that carry the weight are Environments, Lifecycles, Channels and Variables. A Lifecycle defines the phases a Release must pass through and which of them require sign-off, so a package cannot reach production without having succeeded in test. Channels let a hotfix or a prerelease follow a different route through those phases. Variables are the part teams underestimate: values are scoped by environment, role, machine, channel, step or tenant, snapshotted into the Release, and substituted into configuration files at deployment time — which is how one package can be genuinely environment-agnostic.

Deployment targets are equally broad. Tentacle agents run in listening or polling mode for Windows and Linux servers, SSH targets cover anything else, and there are first-class targets for Kubernetes clusters, Azure web apps and cloud regions, with Workers running steps that should not execute on the target itself. Steps come from a large built-in and community template library, and can be extended with your own. Runbooks apply the same engine to operations work — restarting services, rotating certificates, restoring databases — and multi-tenancy lets one project deploy to hundreds of customers or regions with per-tenant variables.

Why this skill matters now

Most organisations have solved continuous integration and left deployment as the manual step at the end. The symptoms are consistent: a different artifact built per environment, configuration edited by hand on the target server, a release process that lives in someone's head, and no reliable way to answer what version is in production and who approved it. Octopus Deploy is bought specifically to close that gap, and it is bought most often by teams that already have a build system they are happy with.

The second driver is auditability. Regulated environments need to show that the binary in production is the one that passed testing, that a named person approved the promotion, and that the variables used were the ones recorded against the release. Because Octopus Deploy snapshots the process and variables into an immutable Release and logs every deployment, that evidence is a by-product rather than a project.

Multi-tenancy is the third, and it is where teams most often need help. Deploying one product to two hundred customers, each with their own database, domain and licence key, is a modelling problem before it is a tooling problem. Getting tenants, tenant tags, tenant variables and tenant-connected environments right is the difference between a clean promotion and two hundred hand-edited project variables.

Octopus Deploy training
# outcomes

What your team can do afterwards

Model environments, lifecycles and channels so a package cannot reach production without passing the earlier phases
Build one package and promote it through every environment instead of rebuilding per environment
Design variable scoping — environment, role, machine, channel, step and tenant — and predict which value wins
Register and manage every target type: listening and polling Tentacles, SSH targets, Kubernetes clusters and cloud targets
Package applications correctly and integrate Octopus Deploy with your existing build server
Author custom step templates and manage community template versions across projects
Model multi-tenant deployments with tenant variables, tags and tenant-connected environments
Operate the server itself — SQL Server backing store, high availability, retention, upgrade, backup and restore
# curriculum

11 modules. Live demos in a real lab, not slides.

01Getting started — first deployment and first runbookLive & Interactive5 hrs · 2 assignments · 1 capstone

Hands on the product before the theory. A working deployment from package to running application in the first session, then a first runbook run, so every later concept attaches to something the attendee has already seen execute.

Topics: Introduction to Octopus Deploy · Terminology and glossary · Your first Octopus deployment · Your first runbook run · The dashboard and project view · Deployment logs and what they tell you · Best practices overview

  • Assignments: (1) Deploy a sample application to a single environment end to end; (2) Run a runbook that restarts a service on a target
  • Capstone: Deliver a first working deployment and explain every object it created
02Architecture and how Octopus Deploy worksLive & Interactive5 hrs · 2 assignments · 1 capstone

What is actually happening when you click deploy. The server, the SQL Server backing store, the task queue, Tentacle communication in both directions, and the Release as an immutable snapshot of process, variables and packages.

Topics: Octopus Deploy architecture · How a deployment executes end to end · Server, database and task queue · Tentacle communication: listening vs polling · Releases as immutable snapshots · Deployments versus releases · Spaces and how they isolate everything · Where deployments fail and how to read the log

  • Assignments: (1) Trace one deployment from release creation to target execution; (2) Diagnose three seeded deployment failures from the logs alone
  • Capstone: Produce an architecture note explaining the release model to your own team
03Installation, Octopus Cloud and configurationLive & Interactive5 hrs · 2 assignments · 1 capstone

Both hosting models, honestly compared. Self-hosted installation requirements, SQL Server, service accounts and troubleshooting; then Octopus Cloud, its data and network characteristics, and what migrating between the two actually involves.

Topics: Installation requirements and sizing · SQL Server database configuration · Permissions for the Octopus Windows Service · Using a Managed Service Account · Troubleshooting the Octopus installation · Automating installation · Running Octopus as a container · Isolated Octopus servers · Octopus Cloud overview, data and static IP addresses · Cloud permissions and dynamic workers · Migrating between self-hosted and Octopus Cloud

  • Assignments: (1) Automate a self-hosted installation end to end; (2) Compare a self-hosted and a cloud instance against your own constraints
  • Capstone: Deliver a documented, scripted installation and a hosting recommendation
04Infrastructure — environments, targets, accounts and workersLive & Interactive5 hrs · 2 assignments · 1 capstone

The estate Octopus Deploy deploys to. Environments and their ordering, every target type and when to use each, machine roles and target tags, cloud accounts, and workers for steps that must not run on the target.

Topics: Environments and environment ordering · Listening and polling Tentacles · SSH targets and Linux deployment · Kubernetes cluster targets · Azure and cloud region targets · Machine roles and target tags · Accounts: AWS, Azure, Google Cloud, SSH keys and tokens · Workers and worker pools · Health checks and machine policies

  • Assignments: (1) Register a listening Tentacle, a polling Tentacle and an SSH target; (2) Move a step off a deployment target onto a worker pool and explain why
  • Capstone: Design an infrastructure layout with roles and worker pools for a multi-environment estate
05Packaging applications and build server integrationLive & Interactive5 hrs · 2 assignments · 1 capstone

How code becomes something Octopus Deploy can promote. Package formats and versioning, creating packages from your build, pushing them to a feed, and wiring the build server so a successful build produces a release automatically.

Topics: Creating packages: zip, NuGet and tar.gz · Package versioning conventions · The built-in package repository · External feeds: Artifactory, Nexus, Maven, Docker registries · Build server integration and plugins · Push package, create release, deploy release · Container images as deployable packages · Package retention

  • Assignments: (1) Package an application and push it to the built-in feed; (2) Wire a build so a green build automatically creates a release
  • Capstone: Deliver an automated path from commit to a created release with no manual step
06Projects, the deployment process and stepsLive & Interactive5 hrs · 2 assignments · 1 capstone

Where the deployment is actually defined. Project structure, ordering and parallelism in the deployment process, the built-in step template library, community templates, writing custom templates and — the part teams get wrong — updating template versions across projects.

Topics: Projects and project groups · The deployment process and step ordering · Built-in step templates · Deploy a package, run a script and manual intervention steps · Kubernetes, Helm and Terraform steps · Community step templates · Custom step templates and parameters · Updating step templates across projects · Exporting and importing projects · Project recommendations and structure

  • Assignments: (1) Build a deployment process with a manual intervention gate; (2) Author a custom step template and roll a new version to two projects
  • Capstone: Deliver a deployment process for a real application using templates rather than inline scripts
07Variables and configurationLive & Interactive5 hrs · 2 assignments · 1 capstone

The most powerful and most misunderstood part of the product. Variable scoping across environment, role, machine, channel, step and tenant; library variable sets; sensitive variables; configuration file substitution; output variables; and how to debug which value actually won.

Topics: Variable scoping rules and precedence · Library variable sets · Sensitive variables and secret handling · Variable substitution syntax and configuration transforms · Structured configuration variables in JSON and YAML files · Output variables between steps · Variable snapshots on the release · Variable preview and debugging · Prompted variables at deployment time

  • Assignments: (1) Make one package deploy correctly to three environments by variables alone; (2) Debug a deployment where the wrong scoped value is winning
  • Capstone: Deliver an environment-agnostic package whose behaviour is entirely variable-driven
08Lifecycles, channels and controlled promotionLive & Interactive5 hrs · 2 assignments · 1 capstone

Making promotion a rule rather than a habit. Lifecycle phases and optional or required environments, retention per phase, channels for hotfix and prerelease routes, version rules, and the triggers that automate promotion.

Topics: Lifecycles and phases · Optional and mandatory phase environments · Retention policies per phase · Channels and channel rules · Version rules and prerelease tags · Hotfix channels and emergency paths · Project triggers: scheduled, deployment target and release · Coordinating multiple projects · Deploy release step and orchestrating dependent projects

  • Assignments: (1) Build a lifecycle that makes skipping test impossible; (2) Add a hotfix channel that bypasses one phase legitimately
  • Capstone: Deliver a promotion model with normal, hotfix and prerelease routes that survives audit
09Multi-tenancyLive & Interactive5 hrs · 2 assignments · 1 capstone

One project, many customers or regions. Tenant modelling before tooling — tenant types, tenant-connected environments, project and common variable templates, tag sets for grouping, tenant lifecycles, and the deployment patterns that keep two hundred tenants manageable.

Topics: When multi-tenancy is the right model · Tenant types and tenant creation · Connecting tenants to projects and environments · Tenant variables: project templates and common templates · Tenant tags and tag sets · Tenant infrastructure and dedicated targets · Tenant lifecycles · Tenant roles and security · Multi-tenant deployment patterns and guides

  • Assignments: (1) Model five tenants with per-tenant databases and domains; (2) Deploy one release to a tag-selected subset of tenants
  • Capstone: Deliver a multi-tenant project that onboards a new customer with no project changes
10Runbooks and operations automationLive & Interactive5 hrs · 2 assignments · 1 capstone

The same engine applied to operations rather than releases. Runbooks for restarts, certificate rotation, database restores and disaster recovery; runbook snapshots and publishing; scheduled triggers; and running operations work against production with the same audit trail as a deployment.

Topics: Runbooks versus deployment processes · Runbook snapshots and publishing · Scheduled runbook triggers · Runbooks against production targets · Common runbooks: restart, rotate, restore, scale · Permissions for runbook execution · Runbook parameters and prompted variables · Auditing operations work

  • Assignments: (1) Build a runbook that rotates a certificate across a role; (2) Schedule a runbook and prove its audit trail
  • Capstone: Deliver an operations runbook library that replaces three manual production procedures
11Security, config as code and running the serverLive & Interactive5 hrs · 2 assignments · 1 capstone

Operating Octopus Deploy for an organisation. Spaces, teams and user roles; external authentication; API keys and service accounts; version-controlled deployment processes; then high availability, retention, backup, restore and upgrade.

Topics: Spaces and isolation between business units · Teams, user roles and scoped permissions · External authentication: Active Directory, Entra ID, LDAP, Okta · API keys, service accounts and the REST API · The audit log and change traceability · Config as code and version-controlled projects · High availability and multiple nodes · Retention policies for releases, packages and tasks · Backup, restore and upgrade procedure

  • Assignments: (1) Configure roles so a team can deploy to test but not production; (2) Back up server and database, destroy the instance, and restore it
  • Capstone: Deliver a secured, highly available installation proven by a restore drill

Need this mapped to your stack?

We rebuild the agenda around the tools you actually run.

Request a custom agenda
# hands-on

Labs and capstones your engineers actually build

LAB · INFRASTRUCTURE

Every target type

Register listening and polling Tentacles, an SSH target and a Kubernetes cluster, assign roles, and route steps to a worker pool instead of the targets themselves.

tentaclesshworkers
LAB · VARIABLES

One package, three environments

Make a single package deploy correctly to dev, test and production using scoping, library variable sets and configuration substitution — then debug a case where the wrong value wins.

variablesscopingsubstitution
LAB · PROMOTION

A lifecycle you cannot cheat

Build lifecycles and channels so a release cannot reach production without passing test, then add a legitimate hotfix route that bypasses exactly one phase.

lifecycleschannelshotfix
LAB · TENANTS

Onboard the two hundredth customer

Model tenants with per-customer databases and domains using tenant variable templates and tag sets, then onboard a new tenant without touching the project.

tenantstagsvariables
LAB · RUNBOOKS

Replace three manual procedures

Convert three production procedures currently done by hand into published, scheduled runbooks with parameters, permissions and an audit trail.

runbooksschedulingaudit
CAPSTONE · CONTINUITY

Destroy and restore the server

Configure high availability, retention and roles, then back up the server and SQL Server database, destroy the instance and restore every project, release and variable.

habackuprestore
# ecosystem

The tools Octopus Deploy sits next to

TeamCity
Jenkins
GitHub Actions
NuGet
Artifactory
Nexus
Docker
Kubernetes
Helm
Terraform
Azure
SQL Server

Who this is for

  • Release managers who own promotion, approvals and the production change record
  • Build and release engineers automating deployment after a working CI pipeline
  • DevOps engineers replacing hand-edited configuration on target servers
  • Application teams shipping one product to many customers or regions
  • SREs converting manual production procedures into audited runbooks
  • Platform engineers running the Octopus Deploy server itself, including upgrades and continuity

Pre-requisites

  • Familiarity with how your applications are built and what package they produce
  • Comfortable on Windows or Linux administration — services, IIS or systemd, file permissions
  • Basic scripting in PowerShell or Bash
  • Understanding of your environment topology and how configuration differs between environments
  • A Windows or Linux host for the server plus one or two targets, or an Octopus Cloud trial
# pricing

Straightforward pricing

Every plan includes 1 year of full LMS access — not just this course, the entire DevOpsSchool LMS: 20+ courses, 50+ tools, videos, quizzes, assignments and projects.

Self-paced video

₹833/mo

Billed yearly at ₹9,996

Enroll now

1-on-1 mentorship

₹99,999

Full program, private instructor

Enroll 1-on-1

Corporate / private batch

8–30 engineers · custom agenda · onsite or online · PO and GST invoicing

Get a custom quote

Refunds. If we cancel or postpone a cohort, you get a full refund within 15 days. There is no money-back guarantee otherwise.

Terms. Course material remains licensed to the attendee. Read the terms.

Your data. We don't share it with third parties. Privacy policy.

Every attendee gets a verifiable certificate

  • Issued per attendee on completion
  • Verifiable at devopsschool.com/certificates
  • Hard copy available on request
  • Corporate batches receive an attendance and assessment report
DevOpsSchool

Octopus Deploy Training

Certificate of completion

# feedback

What engineers say

4.4 / 5 from 26 reviews on Trustpilot.

★★★★★
I was looking to improve my understanding of AIOps, and this training helped me achieve that goal. Rajesh Kumar explained the subject in a structured and practical manner. The sessions on different AIOps concepts were informative.
Sonali Tiwari · Trustpilot
★★★★★
I recently did a SRE Session with Rajesh Kumar from DevOps School and the session was great. Right from 1st day till day 15, we had a very interactive session. Rajesh clarified our doubts and the tool demos were excellent without any hiccups. He simplified the concepts while sticking to the content with a fine balance between theory and practice. Am convinced he is one of the best trainers for SRE & DevOps concepts.
chandrasekaran j · Trustpilot
★★★★★
The Rundeck developer session was excellent and highly engaging. I appreciated how well the session was structured, with the theoretical concepts explained clearly and in simple terms. What stood out most to me was the demo — it was both informative and enjoyable. I especially liked how Rajesh walked us through not only the happy path but also the sad path, showcasing common issues and sharing practical troubleshooting tips.
Raimy Roy · Trustpilot
★★★★★
Rajesh's experience and knowledge are exceptional and we learnt invaluable practical knowledge which we can apply in our production environment. Incredibly friendly and gave us a fantastic insight both in-depth and at a high level of the Rundeck product.
Fire Titan · Trustpilot
★★★★★
Great learning experience from a very knowledgeable instructor with well-prepared course notes. The lab exercises on AWS instance work well to learn the hands-on side of the course.
Ando Gg · Trustpilot
★★★★★
Rajesh is a very good trainer I have experienced in DevSecOps training. The number of contents in different topics he has posted on the DevOpsSchool public website are amazing and user friendly for beginners and experienced professionals.
Ashutosh Mishra · Trustpilot
# comparison

Why a named practitioner beats a marketplace listing

What mattersYouTube + blogsGeneric online courseFreelance marketplaceDevOpsSchool
Named practitionerNoRarelyVaries per bookingYes — same trainer each time
Production experienceUnknownUnknownUnverified20 years, named employers
Custom agendaNoNoSometimesBuilt from your stack
Onsite deliveryNoNoSometimesYes
Lab environmentNoneSandbox that expiresVariesYour own cloud — skill goes with you
AssessmentNoneQuizRarelyAssignments + capstone per module
Per-attendee certificatesNoSometimesRarelyYes
Corporate invoicingNoLimitedVariesPO and GST
Post-training supportNoneForum, time-limitedNoneLifetime forum access
# questions

Frequently asked

We already have a build server. Does Octopus Deploy replace it?
No, and it is not meant to. Octopus Deploy starts where the build ends. Module 5 covers packaging and build server integration so a green build pushes a package and creates a release automatically.
We deploy one product to hundreds of customers. Can you cover that properly?
Yes, module 9 is entirely multi-tenancy. Tenant types, tenant-connected environments, project and common variable templates, tag sets and tenant lifecycles, with a lab that onboards a new customer without touching the project.
Our variables are a mess and nobody knows which value wins. Can you fix it?
Module 7 is the answer and usually the highest-value part of the batch. We work through scoping precedence across environment, role, machine, channel, step and tenant, and debug a real case where the wrong value is winning.
Do you cover Linux and Kubernetes deployment or only Windows?
Both. SSH targets, Kubernetes cluster targets, Helm and container image steps are covered in modules 4 and 6 alongside Tentacle-based Windows deployment.
Should we use Octopus Cloud or self-hosted?
It depends on data residency, network access to your targets and who wants to run SQL Server. Module 3 covers both honestly, including static IP addresses, dynamic workers and what migrating between them involves.
Can you cover runbooks for operations rather than deployment?
Yes, module 10. Restarts, certificate rotation, database restores and scaling as published, scheduled runbooks with parameters, permissions and the same audit trail as a deployment.
How long does a private Octopus Deploy batch take?
Three to four days. Three covers infrastructure, packaging, projects, variables and lifecycles; the fourth adds multi-tenancy, runbooks, config as code and the continuity drill.
Can the agenda be customised for our stack?
Yes — the normal case for a private batch. We start with a discovery call and rebuild the agenda around your build server, target platforms, tenancy model and approval requirements.
What lab environment is needed?
A host for the server with SQL Server plus one or two deployment targets, or an Octopus Cloud trial. Free-tier cloud instances are sufficient and attendees keep what they build.
Do you deliver onsite?
Yes. Private batches run onsite at your premises, live online, or hybrid, scheduled around your release calendar.
What size are batches?
Private corporate batches run 8 to 30 engineers. Public Live & Interactive cohorts are capped at 10 so everyone gets time with the trainer.
What is your refund position?
If we cancel or postpone a cohort, you receive a full refund within 15 days. There is no general money-back guarantee, and GST and gateway fees are not refunded.

Still deciding?

Tell us the team, the stack and the timeline. You'll get a straight answer, not a sales sequence.

Talk to an advisor
# ready when you are

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  • Syllabus in 60 seconds
  • A human reply within one business day

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