Ever had your site go down because Jim accidentally copied over the web.config? Ever broken out into a cold sweat because forgot the where clause in a production update script? Well stop deploying like an idiot. Deploying applications has traditionally been one of the most dangerous parts of software development. It's often very hands-on, relying on the right people doing the right thing at the right time, and is therefore extremely prone to failure. In this talk, we'll briefly look at why it's important to automate your entire deployment process as soon as possible. We'll then look at some of the ways teams try to manage their deployments and reduce the danger. Finally, I'll show you why Octopus Deploy is the best way to do it. We'll look at some real-world Octopus implementations, including very complex environments, in-depth testing, and automated rollbacks. [Presentation from DDD Melbourne 2014 - http://www.dddmelbourne.com]

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With thanks to our sponsors

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Damian Brady – SSW #dddmelb | @SSW_TV
@damovisa
Octopus Deploy
and how to stop deploying
like an idiot

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Meet Frank

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Frank does
deployments

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Wow.
Such Document.

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Frank’s Checklist

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Frank is good

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Usually

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Not Frank’s fault

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Ugh. Brian.

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Good old Frank

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Frank’s an idiot.

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It’s just a script

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Frank is not
automated

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Meet Octopus
Deploy

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Octopus is Frank’s
replacement

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… do you know
PowerShell?

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What is Octopus?
Key concepts
How does it work?
Getting started
Where do I sign!?
Agenda

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MVP in VS ALM, MSTS, MCSD, MBA, OMGWTFBBQ
SSW Solution Architect and QLD State
Manager
Co-author of Professional TFS 2013
I love:
• TFS
• Scrum
• ASP.NET MVC
• HTML5/CSS/JS
Damian Brady

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Introduction to
Octopus

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 Repeatable
 Automated
 Deployment Tool
 For Windows and Azure
 Accessible by browser, a REST API, or command
line
What is Octopus?

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 Build Tool
 For Linux/OSX/mobile/tablet/walkman/whatever
 An 8-tentacled sea creature
A “quintopus”
What isn’t Octopus

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How does it work?

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Packaging
Versioning
Feeds
Under the covers

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Head (Octopus Server)
Tentacles (Services on clients)
PKI and X.509 to secure communication (SQUID)
Process steps are run on the tentacles
Parts of an Octopus

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Octopus Server
Web Server App Server Database Server

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Octopus Server
Web Server App Server Database Server

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Octopus Server
Web Server App Server Database Server

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Key Concepts

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Project
Environment
Role
Process
Steps
Variables
Library
Concepts

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Project = a thing you’re deploying

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Environment = a collection of servers

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Role = a defined purpose for a server

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Process = the steps required for deployment

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Same process for every environment*
Everything is built on PowerShell
Clever processes are possible
Facts.

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Getting Started

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1. Install Octopus Server
2. Install Tentacles
3. Configure Octopus (Environments, Projects, Steps)
4. Add OctoPack to your project
5. Add to your Build Process
Getting Started

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http://www.octopusdeploy.com/downloads
Octopus Server
Octopus Tentacles
Introduce them
Install Octopus

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Set up a Nuget Feed
Create an Environment
Add machines and give them roles
Create a Project
Add process steps
Configuration

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A Nuget package that makes Nuget packages
Those packages represent a version of your software
Add OctoPack

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TeamCity? – install the plugin
TFS? – use the build template
Something else? – there’s a solution:
http://docs.octopusdeploy.com/display/OD/API+and+Integration
Add to your build
msbuild MySolution.sln /t:Build /p:RunOctoPack=true

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Build and
create a
nuget
package
Publish the
package to a
feed
Trigger an
Octopus
release

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Set up CI into a dev/test environment
Run tests as part of your process
Promote automatically to a point
Manually promote for production
Use http://library.octopusdeploy.com
Massive enterprise with layers of bureaucracy and TFS?
Look at Release Manager for Visual Studio
Advice

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Where do I sign!?

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5 projects, 10 users, 5 tentacles = FREE
Pricing

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http://docs.octopusdeploy.com
http://www.octopusdeploy.com/support
http://www.octopusdeploy.com/partners
http://octopusdeploy.uservoice.com
Need help?

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Linux deployments
Passing variables between steps
More flexible per-environment steps
Parallel steps
Better rollback support
Coming soon…

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Thank you!
Damian Brady
www.damianbrady.com.au | @damovisa | info@damianbrady.com.au
www.ssw.com.au
Sydney | Melbourne | Brisbane | Adelaide

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