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Octopus Trainer

Private corporate batches, live online cohorts and 1-on-1 mentoring in evaluating Octopus Deploy and getting a first real deployment, runbook and pilot into production — 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 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 runs Octopus engagements as evaluation and onboarding rather than product demonstration: what the tool replaces, what it does not replace, and where it is the wrong answer. Sessions build a first deployment and a first operations runbook live against a real target, then model one of the client's own applications — its environments, its artifacts, its configuration differences and its approval requirements — so the decision is made against evidence rather than a vendor deck. Deeper work on lifecycles, variable scoping, multi-tenancy and server operations is covered in the full Octopus Deploy programme.

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 engagements

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

How your Octopus trainer is chosen

Engagements are matched on the tool, not the calendar. For Octopus that means a trainer who has run it in production — evaluating Octopus Deploy and getting a first real deployment, runbook and pilot into production — 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.

Kapil Gupta

IndiaInstructorCoach

Kunal Jain

IndiaInstructorCoach

Nikhil Gupta

IndiaInstructorCoach

Pranab Kumar

IndiaInstructorCoach

Rohit Ghatol

IndiaInstructorCoach

Amit Agarwal

IndiaInstructorCoach

Anil Kumar

IndiaInstructorCoach

Balachandran Anbalagan

IndiaInstructorCoach

Durga Prasad

IndiaInstructorCoach

Gaurav Aggarwal

IndiaInstructorCoach

Harsh Mehta

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 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 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?

Octopus — the product is formally Octopus Deploy, and most teams shorten it — is deployment automation and release management for software you have already built. It is not a build server and it does not compile anything. It takes an artifact your CI system produced, records it as a Release together with the deployment steps and variable values in force at that moment, and then promotes that same artifact through Development, Test, Staging and Production in a defined order. Building once and deploying the identical package everywhere is not a convention you have to police; it is how the product works.

That positioning is the first thing to understand when evaluating it. Octopus is bought by teams who are broadly happy with their build system and unhappy with everything that happens afterwards: an artifact rebuilt per environment, configuration edited by hand on the target, a promotion process that lives in one person's head, and no reliable answer to what version is in production and who approved it. It deploys to Windows and Linux servers through its Tentacle agent or over SSH, and has first-class targets for Kubernetes, Azure and cloud platforms. It also runs operations tasks — restarts, certificate rotation, database restores — through the same engine, which is the feature teams tend to underestimate at evaluation time.

This page covers the front end of that journey: deciding whether Octopus is the right answer, getting a first deployment and a first runbook working, and modelling one real application as a pilot. The full curriculum — lifecycles and channels, variable scoping in depth, multi-tenancy, workers, config-as-code and running the server in high availability — is on the Octopus Deploy trainer page.

Why this skill matters now

Most organisations solved continuous integration years ago and left deployment as the manual step at the end. That gap is now the visible constraint: builds finish in minutes and releases still take days, because the remaining work is people coordinating environments, editing configuration files and signing off in email.

Evaluation is where teams waste the most time. A trial gets installed, someone deploys a sample application, and then the project stalls because nobody has modelled a real application against real environments with real variables — which is the only exercise that tells you whether the tool fits. A short, structured evaluation with a working pilot produces a defensible decision in days rather than a proof of concept that drifts for a quarter.

The second driver is evidence. Regulated environments increasingly need to show that the binary in production is the one that passed testing, that a named person approved the promotion, and that the configuration used was the configuration recorded. Tools built around an immutable release object produce that trail as a by-product. Deciding whether you need that, and what it would cost to adopt, is a leadership question as much as an engineering one — which is why this page is framed around evaluation and pilot rather than around feature coverage.

Octopus training
# outcomes

What your team can do afterwards

Explain precisely what Octopus does, what your build server keeps doing, and where the boundary sits
Install or provision Octopus and complete a working deployment to a real target within the first session
Register deployment targets — Tentacle agents, SSH targets and a Kubernetes cluster — and understand the differences
Model one of your own applications: environments, packaging, variables and a deployment process
Build and run an operations runbook, and see why runbooks often justify the tool on their own
Compare Octopus honestly against your CI system's native deployment features and against alternatives
Choose between Octopus Cloud and self-hosted on evidence — data residency, network access, operational load and cost
Produce a pilot plan with scope, success criteria, rollout sequence and named ownership
# curriculum

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

01What Octopus is, and where it sits next to your build serverLive & Interactive5 hrs · 2 assignments · 1 capstone

The positioning question first, because getting it wrong wastes the whole evaluation. What the product does and deliberately does not do, the vocabulary you will meet in the interface, and an honest comparison against deploying straight from Jenkins, GitHub Actions, Azure Pipelines or GitLab CI.

Topics: Build versus deploy, and why separating them matters · Core vocabulary: project, release, deployment, environment, target, variable · What a Release actually captures · Deploying from your CI system versus deploying from Octopus · Where Octopus is the wrong answer · How the pieces fit: server, targets, packages, projects

  • Assignments: (1) Draw your current path from build artifact to production and mark every manual step; (2) List three things your CI system does today that Octopus would take over, and three it would not
  • Capstone: Write a one-page positioning note stating what Octopus would and would not replace in your toolchain
02Getting started — first deployment in the first sessionLive & Interactive5 hrs · 2 assignments · 1 capstone

Hands on the tool immediately. Provisioning a trial instance or installing the server, registering a first deployment target, pushing a package, defining a minimal deployment process and running it end to end — then reading the deployment log properly when something fails, which it will.

Topics: Provisioning Octopus Cloud or installing the server · The built-in package repository and pushing a package · Registering a first deployment target · Creating a project and a minimal deployment process · Creating and deploying a release · Reading deployment logs and diagnosing a failure · The dashboard: what is where, in which environment

  • Assignments: (1) Deploy a sample application to a single target from an empty instance; (2) Break the deployment deliberately and diagnose it from the log alone
  • Capstone: Complete a first successful deployment and be able to explain every object it created
03Targets, packaging and build server integrationLive & Interactive5 hrs · 2 assignments · 1 capstone

Connecting Octopus to the systems you already run. Target types and when each applies, packaging an application so it is genuinely environment-agnostic, and wiring your existing build server to push packages and trigger releases so nobody creates them by hand.

Topics: Tentacle agents in listening and polling mode · SSH targets for Linux estates · Kubernetes and cloud targets · Accounts, credentials and machine roles · Packaging applications: what belongs in the artifact and what does not · External package repositories versus the built-in one · Build server integration: pushing packages and creating releases from CI · Triggering deployments automatically on a successful build

  • Assignments: (1) Register one Windows or Linux target and one Kubernetes target and deploy to both; (2) Make your existing pipeline push a package and create a release without human involvement
  • Capstone: Get a real commit to produce a package that lands in a deployed environment with no manual step
04Modelling one real applicationLive & Interactive5 hrs · 2 assignments · 1 capstone

The exercise that actually settles the evaluation. Take one of your own applications and model it: environments, the deployment process step by step, the configuration that differs per environment, and the approval that has to happen before production. This is where fit or misfit becomes obvious.

Topics: Environments and the promotion path · Deployment process steps and the built-in step template library · Variables and scoping them to environments · Configuration file substitution and transforms · Sensitive variables and where secrets should live · Manual intervention and approval steps · Promoting the same release through environments · Rollback options and what they cost · A first look at lifecycles and channels — enough to plan for them

  • Assignments: (1) Model one real application end to end with environment-scoped variables; (2) Add an approval gate before production and promote a release through it
  • Capstone: Deploy one of your own applications to at least two environments from a single package
05Runbooks — operations without a remote sessionLive & Interactive5 hrs · 2 assignments · 1 capstone

The capability that most evaluations discover late and most teams end up valuing first. Using the same engine to automate operational work — restarts, log collection, certificate rotation, database restores, scheduled housekeeping — with permissions and an audit trail instead of a shared administrator login.

Topics: Runbooks versus deployment processes · Converting a manual procedure into a runbook · Scheduled and triggered runbook runs · Parameterising runbooks with prompted variables · Delegating operations to support teams safely · Audit trail and who ran what, when · Runbooks against Kubernetes and cloud accounts · Runbooks as a low-risk way to introduce the tool

  • Assignments: (1) Convert one manual operational procedure your team performs into a runbook; (2) Delegate that runbook to a user who has no server access and watch them run it
  • Capstone: Replace two manual procedures with runbooks and measure the time and access risk removed
06Decision and pilot planLive & Interactive5 hrs · 2 assignments · 1 capstone

Turning a week of hands-on work into a decision someone can sign. Hosting choice, licensing and cost at your team size, security and access model, the rollout sequence that avoids a big-bang migration, and the success criteria that would make the pilot a yes or a no.

Topics: Octopus Cloud versus self-hosted: residency, network access, operational load · Licensing model and cost at your projected scale · Users, teams, roles and Spaces for separating environments or business units · Authentication integration and access control · Which application to migrate first and which to migrate last · Rollout sequence and coexistence with existing deployment scripts · Ownership: who runs the server and who owns the projects · Defining success criteria and a stop condition · What to learn next, and where the deeper curriculum goes

  • Assignments: (1) Cost Octopus Cloud and self-hosted for your team size over three years; (2) Write the success criteria that would make this pilot a yes
  • Capstone: Present a pilot plan with scope, hosting choice, sequence, owners, success criteria and a defined stop condition

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 · START

Empty instance to first deployment

Provision an instance, register a target, push a package and deploy it — then break it deliberately and diagnose the failure from the deployment log.

setupfirst deploymentlogs
LAB · TARGETS

Three kinds of target

Register a Tentacle agent, an SSH target and a Kubernetes cluster, deploy to each, and record what differs in the deployment process for each.

tentaclesshkubernetes
LAB · CI

Commit to deployed, no hands

Wire your existing build server to push a package and create a release, so a commit reaches a deployed environment without anyone opening the Octopus interface.

ci integrationpackagingautomation
LAB · MODEL

Your own application, two environments

Model one real application with environment-scoped variables, configuration substitution and an approval step, then promote the same package through both environments.

variablesenvironmentspromotion
LAB · RUNBOOK

Delete a manual procedure

Convert a real operational task into a runbook, parameterise it, and hand it to someone with no server access to run.

runbooksoperationsdelegation
CAPSTONE · DECISION

The pilot plan you present

Bring the week together into a costed, sequenced pilot plan with hosting choice, ownership, success criteria and the conditions under which you would stop.

evaluationpilotcost
# ecosystem

The tools Octopus sits next to

Jenkins
TeamCity
GitHub Actions
Azure Pipelines
Kubernetes
Docker
Terraform
Artifactory
NuGet
Azure
AWS
SQL Server

Who this is for

  • Release and build engineers evaluating a deployment automation tool
  • DevOps engineers asked to remove the manual step between build and production
  • Platform and infrastructure teams onboarding onto Octopus for the first time
  • Technical leads and architects making a build-versus-buy decision on release tooling
  • Operations teams looking to replace manual procedures with audited automation
  • Engineers joining a team that already runs Octopus and needs to become productive quickly

Pre-requisites

  • A working build system that already produces deployable artifacts
  • Comfortable with a Windows or Linux command line and basic networking
  • Access to two or three hosts, VMs or free-tier cloud instances to act as deployment targets
  • One real application you are willing to model during the course
  • Rights to install software or provision a cloud trial in your environment
# 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 Training

Certificate of completion

# feedback

What engineers say

4.4 / 5 from 26 reviews on Trustpilot.

★★★★★
My experience with the AIOps training was positive. The course covered important topics in a structured way, and Rajesh Kumar explained the concepts patiently. I found the practical aspects particularly helpful because they made the technical content easier to understand.
AARTI KUMARI · 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
# 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

How is this different from your Octopus Deploy trainer page?
This one is deliberately shorter and framed around evaluation and getting started — positioning, first deployment, runbooks and a pilot decision. The Octopus Deploy programme is the full curriculum: lifecycles and channels, variable scoping in depth, multi-tenancy, workers, config-as-code and running the server itself.
We have not bought it yet. Is this course still useful?
That is exactly who it is for. The whole point is producing a defensible decision, and the labs run on a trial instance. Teams regularly finish with a costed pilot plan and, occasionally, a well-argued decision not to adopt.
Does Octopus replace our build server?
No, and it is not designed to. Your CI system keeps compiling, testing and producing artifacts. Octopus takes the artifact and manages its promotion through environments. The first module works through exactly where that boundary sits in your toolchain.
Should we choose Octopus Cloud or self-hosted?
It depends on data residency, whether your targets are reachable from a hosted service, and whether you want to operate a SQL Server backing store. The final module costs both for your team size and works the decision through with your constraints.
Can we use our own application in the labs?
Yes, and you should. Modelling a real application — its environments, its configuration differences and its approval requirements — is the exercise that actually settles whether the tool fits.
Can you cover runbooks for operations rather than deployment?
Yes, there is a dedicated module. Runbooks are often the fastest way to introduce Octopus to a cautious organisation, because they remove manual procedures and shared administrator access without touching the release process at all.
How long does this engagement take?
Typically two days. Positioning, first deployment, targets and CI integration fit in one; modelling a real application, runbooks and the pilot decision take the second. Teams that want the full curriculum move to the five-day Octopus Deploy programme.
Can the agenda be customised for our stack?
Yes — that is the normal case for a private batch. We start with a discovery call, look at your build server, target platforms and approval requirements, and rebuild the module list around them.
Do you deliver onsite?
Yes. Private batches run onsite at your premises, live online, or hybrid. You provide the room and the engineers; we bring the trainer, agenda, labs, assessment and certificates.
What lab environment do we need?
Attendees provision their own environment — free-tier AWS, Azure or GCP, or local VMs, plus an Octopus trial instance — and we walk them through it. The environment they build is the one they keep.
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.
Do attendees get a certificate?
Yes — every attendee receives a completion certificate, verifiable at devopsschool.com/certificates. Corporate batches also receive an attendance and assessment report.
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

Book a Octopus trainer — or ask a question first.

  • No spam, no drip sequence
  • Syllabus in 60 seconds
  • A human reply within one business day

Prefer to call or email?

More ways to reach us on the contact page.

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