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Unleash Your Inner CTO!

Rob Crowley
February 24, 2021

Unleash Your Inner CTO!

The role of a technology leader has never been more challenging. We are in the midst of unprecedented technology change fuelled by the commodification of Big Data, IoT and Machine Learning. Yet keeping abreast of such technological advances alone will not be enough to guide your organisation to success. A successful technology strategy does not exist in a vacuum. Rather it supports and amplifies the delivery of your organisation’s core vision.

Join Rob on a tour of how to build feedback loops into your organisation’s technology decisions and enable a low-risk empirical approach to change. We will take an in-depth look at what it takes to create an adaptive technology strategy and explore and ensure that your organisation’s architecture is an accelerator rather than an inhibitor of business agility:

* How to identify and measure key business-aligned metrics and use these data points to pivot your technology strategy
* How to enable effective distributed technology decisions across your organisation
* How to build organisational memory surrounding technology decisions that can act as inputs into new decisions

By the end of the session, you will not only understand what is involved in creating a data-informed technology strategy but also have the knowledge to put it into practice. If you want to take to your expertise in crafting effective technology strategies to the next level, then this is the session for you. See you there!

Rob Crowley

February 24, 2021
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  1. ME PREV: PRINCIPAL CONSULTANT @TELSTRA PURPLE NOW: HEAD OF ENGINEERING

    @VIX TECHNOLOGY @DDDPERTH CO-ORGANISER TIME-POOR BIBLIOPHILE + = ROBDCROWLEY ARCHITECTURE TRAGIC
  2. I ABSOLUTELY SHINY TECH WE WILL LEARN HOW TO GIVE

    THIS TECH PURPOSE @ROBDCROWLEY #DDDPERTH
  3. strategy noun a plan of action designed to achieve a

    long-term or overall aim. @ROBDCROWLEY #DDDPERTH
  4. PURPOSE VISION MISSION | | THE WHY THE WHAT THE

    HOW A STRATEGY USES THE MISSION TO ACHIEVE THE VISION @ROBDCROWLEY #DDDPERTH
  5. If we do not communicate with the outside world —

    to gain information for knowledge and understanding — we die out to become a non-discerning and uninteresting part of that world. JOHN BOYD @ROBDCROWLEY #DDDPERTH
  6. Situational awareness is table stakes for effective strategy, it represents

    the ability to discover, communicate and learn about changes in the environment. @ROBDCROWLEY #DDDPERTH
  7. As the environment changes, the ongoing value of previous decisions

    can decrease and perish @ROBDCROWLEY #DDDPERTH
  8. SATISFACTION DISSATISFACTION NOT FULLFILLED FULLY FULFILLED KANO MODEL OVER TIME

    ATTRACTIVE FEATURES BECOME MUST HAVES MUST HAVES PERFORMANCE ATTRACTIVE
  9. The novel becomes commonplace and in turn enables the creation

    of more complex innovations @ROBDCROWLEY #DDDPERTH
  10. Use appropriate methods for the challenge at hand. A one-size-fits-all

    approach is suboptimal by definition. @ROBDCROWLEY #DDDPERTH
  11. 3X MODEL – EXPLORE, EXPAND, EXTRACT PAYOFF SUCCESS EXPLORE EXTRACT

    ELIMINATE UNCERTAINTY ELIMINATE WASTE ELIMINATE VARIABILITY RISK APPETITE EXPAND
  12. OODA LOOP OBSERVE ORIENTATE DECIDE ACT Observe: Sense outside circumstances

    information Orientate: Analysis and synthesis of new information and previous experience to generate options Decide: Hypotheses, option selection and provide feedback Act: Test, probe and implement using doctrine @ROBDCROWLEY #DDDPERTH
  13. § STRATEGY REQUIRES AN ITERATIVE APPROACH WITH HIGH CONTEXT FEEDBACK

    LOOPS. § COMPETITION IS DRIVING CONSTANT CHANGE ACROSS YOUR BUSINESS ENVIRONMENT. TODAY’S NOVEL IS DESTINED TO BECOME A COMMODITY (WHEN IS THE HARD PART!). § SITUATIONAL AWARENESS IS KEY TO RECOGNISING PATTERNS AND IDENTIFYING OPTIONS. § LEVERAGE MODELS SUCH AS THE OODA LOOP AND 3X TO PROMOTE DELIBERATE THOUGHT. § STRATEGIC THINKING IS A SKILL AND CONSEQUENTLY REQUIRES PRACTICE AND DEDICATION TO MASTER. STRATEGY AND FRIENDS TAKEAWAYS @ROBDCROWLEY #DDDPERTH
  14. technology strategy term a collective set of decisions created to

    guide the use of technology and related factors to achieve business or end user outcomes @ROBDCROWLEY #DDDPERTH
  15. Write your technology strategy down and make it accessible. This

    is vital to building alignment. @ROBDCROWLEY #DDDPERTH
  16. DEFINING A TECHNOLOGY STRATEGY § Executive Summary § Purpose §

    Business Strategy § Tech Landscape § Tech Vision (North Star) § Platform Principles & Guardrails § Tech Radar § Lightweight Architecture Governance @ROBDCROWLEY #DDDPERTH
  17. DEFINING A TECHNOLOGY STRATEGY § Executive Summary § Purpose §

    Business Strategy § Tech Landscape § Tech Vision (North Star) § Platform Principles & Guardrails § Tech Radar § Lightweight Architecture Governance Describes the purpose, vision and mission of the business agnostic of technology. The technical strategy exists to amplify the delivery of business outcomes. Setting this business context with a clear articulation of the problems to be solved is vital to building alignment. @ROBDCROWLEY #DDDPERTH
  18. DEFINING A TECHNOLOGY STRATEGY § Executive Summary § Purpose §

    Business Strategy § Tech Landscape § Tech Vision (North Star) § Platform Principles & Guardrails § Tech Radar § Lightweight Architecture Governance Describes the current technology landscape along with the existing constraints and limitations. This section of the document aims to create a clear shared vision of the current limitations. This is key to managing stakeholder expectations around the delivery of strategic goals and the associated risks (legacy systems, environmental instability etc.). @ROBDCROWLEY #DDDPERTH
  19. DEFINING A TECHNOLOGY STRATEGY § Executive Summary § Purpose §

    Business Strategy § Tech Landscape § Tech Vision (North Star) § Platform Principles & Guardrails § Tech Radar § Lightweight Architecture Governance Describes the technology vision and details the primary decisions and intended actions to achieve this (embracing cloud to enable experimentation/innovation, expanding existing platforms, retiring costly legacy systems etc.). @ROBDCROWLEY #DDDPERTH
  20. DEFINING A TECHNOLOGY STRATEGY § Executive Summary § Purpose §

    Business Strategy § Tech Landscape § Tech Vision (North Star) § Platform Principles & Guardrails § Tech Radar § Lightweight Architecture Governance @ROBDCROWLEY #DDDPERTH
  21. Takeaway: The MYOB platform manifesto encourages decisions and actions that

    are focused on the medium term view @ROBDCROWLEY #DDDPERTH
  22. DEFINING A TECHNOLOGY STRATEGY § Executive Summary § Purpose §

    Business Strategy § Tech Landscape § Tech Vision (North Star) § Platform Principles & Guardrails § Tech Radar § Lightweight Architecture Governance A visualisation of the technology landscape, outlining Platforms, Techniques, Tools and Languages - classified by appeal and relevance to the organisation (Experiment, Adopt, Hold, Retire) See: Build Your Own Radar by ThoughtWorks @ROBDCROWLEY #DDDPERTH
  23. DEFINING A TECHNOLOGY STRATEGY § Executive Summary § Purpose §

    Business Strategy § Tech Landscape § Tech Vision (North Star) § Platform Principles & Guardrails § Tech Radar § Lightweight Architecture Governance Describes the approach to architecture and provides a framework for architectural decisions and direction. The framework covers guidance on: § Roles and responsibilities § Decision making process and autonomy levels § Decision tracking § Artefacts produced § Communicating architectural decisions @ROBDCROWLEY #DDDPERTH
  24. Remember: Strategy is iterative. Do not aim for perfection on

    the first pass, timebox, seek feedback and repeat. @ROBDCROWLEY #DDDPERTH
  25. Strategy is not static. Treat the technical strategy document as

    a living artefact. @ROBDCROWLEY #DDDPERTH
  26. § TECHNOLOGY STRATEGY SHOULD AMPLIFY BUSINESS AND/OR USER OUTCOMES. §

    DEFINING A LONG FORM TECHNOLOGY STRATEGY DOCUMENT IS AN EXCELLENT WAY OF COMMUNICATING THE OBJECTIVES AND BUILDING ALIGNMENT. § STRATEGY IS AN ITERARIVE PROCESS. APPROACH DEFINING THE TECHNOLOGY STRATEGY DOCUMENT IN THE SAME WAY. § ENSURE THE TECHNOLOGY STRATEGY IS VISIBLE AND ACCESSIBLE ALWAYS. EMBED IT IN THE ONBOARDING EXPERIENCE FOR NEW STARTERS. TECHNOLOGY STRATEGY TAKEAWAYS @ROBDCROWLEY #DDDPERTH
  27. Situational awareness is critical, but user needs cannot be met

    just by becoming aware of them @ROBDCROWLEY #DDDPERTH
  28. metric noun a quantifiable measure of any component or process

    used to gauge the performance of the business and whose change informs if existing behaviour should be continued or adjusted. @ROBDCROWLEY #DDDPERTH
  29. The only way to win is to learn faster than

    anyone else. ERIC RIES – THE LEAN STARTUP
  30. The Core Principles of The Lean Startup: § Minimum Viable

    Product (MVP) § Continuous Deployment § Split Testing (aka A/B Testing) § Actionable Metrics § Pivot § Innovation Accounting § Build-Measure-Learn Loop
  31. @ROBDCROWLEY #DDDPERTH DAVE MC CLURE’S PIRATE METRICS (AARRR!) ACQUISITION ACTIVATION

    RETENTION REFERRAL REVENUE Acquisition: How do users find you? Activation: How do users have a great first experience? Retention: Do users continue to return? Referral: Are users advocates and tell others? Revenue: How do you make money from your users?
  32. Most companies do not capture the data required to make

    effective informed decisions @ROBDCROWLEY #DDDPERTH
  33. Doctrine are the basic universal principles that are applicable to

    all industries regardless of the landscape and its context. SIMON WARDLEY @ROBDCROWLEY #DDDPERTH
  34. Software delivery is an exercise in continuous improvement, and our

    research shows that year over year the best keep getting better, and those who fail to improve fall further and further behind DR NICOLE FORSGREN, JEZ HUMBLE & GENE KIM – ACCELERATE
  35. DevOps term a set of practices that works to automate

    and integrate the processes between software development and IT teams, so they can learn faster. @ROBDCROWLEY #DDDPERTH
  36. STATE OF DEVOPS DEPLOYMENT FREQUENCY LEAD TIME FOR CHANGE FAILED

    CHANGE RATE SPEED FOCUSED STABILITY FOCUSED @ROBDCROWLEY #DDDPERTH MEAN TIME TO RECOVER
  37. METRICS AS A MEANS FOR BALANCED BEHAVIOUR SPEED (PRODUCTIVITY) QUALITY

    (STABILITY) THE (NON SCIENTIFIC) CONE OF BALANCED BEHAVIOUR FAILED CHANGE RATE + MTTR LEAD TIME FOR CHANGE + CHANGE FREQUENCY
  38. @ROBDCROWLEY #DDDPERTH The more any quantitative social indicator is used

    for social decision-making, the more subject it will be to corruption pressures and the more apt it will be to distort and corrupt the social processes it is intended to monitor CAMPBELL’S LAW
  39. Vanity metrics depict the rosiest picture possible but do not

    accurately reflect the key drivers of your business VANITY METRICS @ROBDCROWLEY #DDDPERTH
  40. Using the same metrics as successful companies without understanding if

    they align to your business drivers CARGO CULT METRICS @ROBDCROWLEY #DDDPERTH
  41. There is nothing so useless as doing efficiently that which

    should not be done at all PETER DRUCKER USELESS METRICS @ROBDCROWLEY #DDDPERTH
  42. Using metrics for comparison and punishment rather than for continuous

    improvement purposes WEAPONISED METRICS @ROBDCROWLEY #DDDPERTH
  43. @ROBDCROWLEY #DDDPERTH Any observed statistical regularity will tend to collapse

    once pressure is placed upon it for control purposes GOODHART’S LAW
  44. When a measure becomes a target, it ceases to be

    a good measure @ROBDCROWLEY #DDDPERTH “ “ MARILYN STRATHERN
  45. § PIVOT! BASE CONVERSATIONS TO METRICS RATHER THAN NON-ACTIONABLE OPINIONS.

    § USE CUSTOMER NEEDS AS THE BASIS FOR YOUR INITIAL SET OF METRICS. § CAVEAT EMPTOR! INCENTIVE STRUCTURES WORK, MEASURING THE WRONG THING CAN LEAD TO UNANTICIPATED CONSEQUENCES. § EFFECTIVE METRICS OFTEN WORKS IN UNISON TO DRIVE BALANCED BEHAVIOUR. § METRICS ONLY DELIVER VALUE IF THEY INFLUENCE BEHAVIOUR. METRICS TAKEAWAYS @ROBDCROWLEY #DDDPERTH
  46. Disclaimer: The transition between delivery and strategic focuses is non-trivial

    and requires dedication and commitment @ROBDCROWLEY #DDDPERTH
  47. Technical ability is unlikely to be the constraint on your

    career progression @ROBDCROWLEY #DDDPERTH
  48. Invest in truly learning your business and industry. This is

    vital to growing your situational awareness. @ROBDCROWLEY #DDDPERTH
  49. Build your network both inside and outside work. Hallway tracks

    at conferences afford incredibly valuable learning opportunities. @ROBDCROWLEY #DDDPERTH
  50. As a leader your focus should be on growing an

    environment that encourages the behaviour you want to see @ROBDCROWLEY #DDDPERTH
  51. Corollary: Attempting to embed behaviours that run contrary to the

    incentives defined by the environment is a Sisyphean endeavour @ROBDCROWLEY #DDDPERTH
  52. You may not always have the authority to make a

    decision but you can always champion a cause @ROBDCROWLEY #DDDPERTH
  53. You can achieve amazing things if you do not need

    to take credit for it @ROBDCROWLEY #DDDPERTH
  54. Live, operate and think in a world of ambiguity and

    be able to context switch dramatically across delivery and strategy @ROBDCROWLEY #DDDPERTH
  55. § Defining a Tech Strategy | Sarah Taraporewalla: https://sarahtaraporewalla.com/agile/design/architecture/Defining- a-Tech-Strategy

    § Tech Strategy: You need it, but what is it? | Nick Tune: https://medium.com/nick-tune-tech-strategy-blog/tech-strategy- you-need-it-but-what-is-it-af292421e422 § Build Your Own Rader | ThoughtWorks: https://www.thoughtworks.com/radar/byor § Cargo Cult Analytics | Stijn Debrouwere: http://debrouwere.org/2013/08/26/cargo-cult-analytics/ RESOURCES @ROBDCROWLEY #DDDPERTH
  56. § The Lean Startup | Eric Ries § Turn the

    Ship Around | L. David Marquet § Accelerate | Dr Nicole Forsgren, Jez Humble & Gene Kim § How to Lead a Quest| Dr Jason Fox § Wardley Maps | Simon Wardley § Team Topologies | Matthew Skelton & Manuel Pais READING LIST @ROBDCROWLEY #DDDPERTH
  57. § Images sourced from www.pexels.com § Browser war from medium.com/@traciemasek/a-brief-history-of-

    the-original-browsers-and-the-first-browser-war-7823fdf756fe ATTRIBUTION @ROBDCROWLEY #DDDPERTH