Calculus of IT - Episode 4 - 12/13/2023 - "IT Survival Guide Chapter 5 - Results and Rollup"

The Calculus of IT

In Episode 4, Mike and Nate discuss Chapter 5 of the IT Survival Guide, which is focused on rolling up everything you have so far (Foundational Plan, 90-Day Plan, Key Stakeholder Output) into an executive summary that you can now present to the Executive Leadership team. We have already discussed your Foundational Plan (Episode 1), 90-day Plan (Episode 2), and Key Stakeholder Meetings. Now, we have the next piece in the progression of establishing yourself as the IT leader in your new company.
We also tackle key topics such as strategic planning for training and development, AI in the workplace in 2024, policy development, and jorts.
Post-chapter 5 analysis/reflection questions:

1. What insights did you gain about the organization's priorities and challenges from reading the consolidated feedback?
2. Which short-term objectives outlined seem most critical or impactful? Why?
3. Which longer-term strategic objectives seem most ambitious or transformative? What challenges might arise in achieving them?
4. How well do the tactical and strategic plans outline a way to address the recurrent feedback themes identified? Are there any noticeable gaps?
5. What role or responsibilities might different departments/teams need to take on for effective cross-functional collaboration on initiatives?
6. How might empowering employees and encouraging feedback through initiatives like the new service portal over time impact culture and productivity?
7. What performance metrics or key indicators could be used to track progress on short and long-term priorities over the next 1-2 years?
8. How might IT organization structure and staffing evolve to support the plans outlined and maintain business alignment?
9. Discuss the challenges and strategies of balancing short-term response actions with the longer-term alignment strategy in your planning.
10. How do you prioritize IT initiatives when there's a discrepancy between what stakeholders believe they need and what the business can realistically implement or afford?
11. How do you decide the level of detail to include in your presentation to ensure it is informative but not overwhelming for the audience?
12. How do you handle feedback or pushback from stakeholders or the executive team when presenting your consolidated plan and strategic initiatives?
13. Discuss the importance of revisiting and revising your strategic plan based on ongoing stakeholder feedback, business evolution, and unforeseen challenges.
14. What potential risks or challenges could arise in implementing the short-term response strategy?

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Chapter

1. Introductions and General Banter (00:00:00)

2. Nate Reads Chapter 5 (00:24:10)

3. Chapter 5 Concludes - General Banter Continues (00:34:27)