Artificial Idea | AI careers · practical prompts · no hype Thursday, February 5, 2026 · Issue #53 · Prompt Tutorial

The repositioning stack

How to use AI to future-proof your job description before your next review cycle

The Block criteria are not Block-specific. They are the criteria every organisation is applying or will apply as AI tool reliability reaches the threshold that makes the trade-off visible. Here is how to assess where you sit and what to do about it.

Issue #52 identified the three criteria Block applied when deciding which roles to eliminate and which to retain: process automatability, legal and regulatory accountability, and skill scarcity. It established that those criteria are not unique to Block, that they are the same criteria this newsletter has been describing since Issue #3 as the primary drivers of AI-driven displacement, and that the Block case makes them concrete in a way that aggregate data cannot.

This issue is the application of those criteria to your specific role. Not in the abstract. In the specific, honest, professionally uncomfortable way that produces a clear picture of where you currently sit on the automatability spectrum and what the most effective repositioning looks like from where you stand.

The five prompts below build that picture and the repositioning plan that follows from it. They are designed to be run in sequence and to produce outputs that feed into each other, so the plan that emerges at the end is grounded in the honest assessment at the beginning rather than in the aspirational self-image that most role-redesign exercises produce.

The prerequisite: honesty about the baseline

Before the prompts, one observation about how to use them that determines whether they produce something useful or something comfortable.

The Block restructuring eliminated roles whose occupants, in many cases, did not believe their roles were at risk until the announcement. The gap between their self-assessment and the organisation's assessment was not primarily a gap in information. It was a gap in honesty about what their role primarily consisted of when viewed from the outside rather than from the inside.

From the inside, most roles feel more judgment-intensive, more creative, and more relationship-dependent than they look from the outside. The transaction processor who handled the exceptions, the customer support tier two agent who managed the genuinely complex cases, the coordination manager who exercised real judgment about resource allocation: each of these professionals experienced their role as requiring genuine skill and judgment. Each was correct about the skill their role required. What the Block restructuring assessed was not whether skill was required but whether that skill was the primary driver of the role's value or a component of a role whose primary driver was high-volume execution of a process that AI tools could now handle.

Run the prompts below with the outside view in mind, not the inside one. The outside view is the one that determines outcomes.

Prompt 1: The automatability audit

The problem it solves: establishing precisely where your role sits on the automatability spectrum using the three Block criteria rather than a generic assessment of whether your job feels at risk.

You are an organisational design specialist 
applying the specific criteria used in 
AI-driven restructuring decisions to 
assess the automatability profile of 
my professional role.

The three criteria I am asking you to apply:
1. Process automatability: whether the role's 
   primary function is the execution of 
   well-defined, high-volume, rules-based 
   processes that AI tools can now perform reliably
2. Legal and regulatory accountability: whether 
   the role carries accountability requirements 
   that regulatory frameworks mandate must 
   be held by a human professional
3. Skill scarcity: whether the role requires 
   capabilities so rare in the labour market 
   that replacing a departing professional 
   would be costly and slow enough to outweigh 
   the efficiency gain from reducing the role

My role and what I actually do day to day: 
[describe honestly, including the tasks that 
consume the most time, the decisions I make, 
the relationships I manage, and the outputs 
I produce]

My industry and organisational context: 
[describe the sector, the organisation's 
size and AI adoption stage, and the 
regulatory environment relevant to my function]

Please assess my role against each criterion:

1. Process automatability: what proportion 
   of my role's primary functions are 
   high-volume, rules-based processes that 
   current AI tools can perform reliably, 
   and what proportion require genuine 
   judgment, creativity, or contextual 
   interpretation that AI cannot currently replicate
2. Legal and regulatory accountability: 
   which specific decisions or outputs 
   in my role carry accountability requirements 
   that regulatory frameworks in my sector 
   mandate must be held by a human, and 
   how central are those requirements to 
   the overall value the role provides
3. Skill scarcity: how rare are the 
   specific capabilities my role requires 
   in the current labour market, and 
   what would it cost my organisation 
   in time, money, and competitive risk 
   to replace me if I left tomorrow

Then produce an overall assessment: 
where does my role sit on the automatability 
spectrum relative to the roles eliminated 
and retained in the Block restructuring, 
and what is the most honest characterisation 
of my current position?

Be direct. A comfortable assessment 
is not a useful one.

The instruction to be direct and that a comfortable assessment is not a useful one is the constraint that makes this prompt worth running. The natural tendency of any professional assessment is toward the conclusion that the professional is safe, because the alternative is too uncomfortable to dwell on without a plan for addressing it. This prompt is designed to produce the honest assessment that makes a real plan possible.

Prompt 2: The role decomposer

The problem it solves: breaking your role into its component parts at the task level and assessing each component separately, because the overall automatability profile of a role is almost always more nuanced than a single assessment captures.

You are helping me decompose my professional 
role into its component tasks and assess 
each component against the automatability 
criteria established in my previous assessment.

My overall role assessment: [from Prompt 1]

My role broken down by the tasks and 
responsibilities that consume my time: 
[list every significant recurring task 
and responsibility, with an honest estimate 
of what proportion of your week each consumes]

For each task or responsibility, please assess:

1. Its automatability level: high, moderate, 
   or low, with a specific reason grounded 
   in the current capability of AI tools 
   rather than in a general sense of 
   whether it feels like work a machine could do
2. Its current proportion of my role: 
   roughly what percentage of my professional 
   value is currently concentrated in 
   this task or responsibility
3. Its trajectory: is AI tool capability 
   in this area improving rapidly, slowly, 
   or not at all, and what does that 
   trajectory mean for the automatability 
   assessment in twelve to twenty-four months

Then produce:

4. A map of where my professional value 
   is currently concentrated versus where 
   it should be concentrated to be resilient 
   over the next two years
5. The single task or responsibility that 
   represents the largest misalignment 
   between where my time currently goes 
   and where my value is most durable

The decomposition should be specific enough 
that each task is identifiable rather than 
described in category language that obscures 
the actual level of automatability.

Point five, the single largest misalignment between where time goes and where value is durable, is the output that most directly determines what the repositioning plan that follows needs to prioritise. Most professionals have one function that consumes a disproportionate amount of their week relative to its contribution to their long-term professional value. Identifying it specifically is the starting point for changing it deliberately.

Prompt 3: The repositioning designer

The problem it solves: designing a specific repositioning of your role toward higher-value, lower-automatability activity that is achievable within your current organisational context rather than requiring a role change or external move.

You are an organisational design specialist 
helping me design a specific repositioning 
of my professional role toward activity 
that is more resilient to AI-driven 
restructuring while remaining achievable 
within my current organisational context.

My automatability audit: [from Prompt 1]
My role decomposition and value map: [from Prompt 2]
My organisational context: [describe your 
organisation's current priorities, the 
direction your function is heading, 
and the degree of latitude you have 
to redesign your own role]
My professional capabilities and development: 
[describe what you are genuinely good at 
and what you have been building through 
your AI capability development]

Please design a repositioning that:

1. Identifies the two or three highest-value, 
   lowest-automatability activities available 
   to me within my current role and organisation 
   that I am currently underinvesting in
2. Identifies the high-automatability activities 
   currently consuming my time that could 
   be reduced, delegated, or AI-assisted 
   without reducing my contribution to 
   the organisation's most important priorities
3. Proposes a specific reallocation of my 
   professional time and attention over 
   the next ninety days that shifts the 
   balance toward the activities identified 
   in point one
4. Identifies the organisational permission 
   or support I would need to make this 
   reallocation sustainable rather than 
   a personal experiment that reverts 
   when pressure increases
5. Identifies the risk of this repositioning: 
   what I would be giving up or moving away 
   from, and whether that trade-off is 
   sound given my specific situation

The repositioning should be ambitious enough 
to change my automatability profile meaningfully 
and achievable enough that I can begin 
implementing it next week rather than 
after a lengthy internal negotiation.

Point four, the organisational permission or support required, is the component most repositioning plans omit and most commonly need. Individual role redesign that occurs without the knowledge or support of the manager and organisation it is happening inside is personal development. Role redesign that occurs with explicit organisational endorsement is career development. The difference is significant, and the path from one to the other is the conversation that Prompt 4 addresses.

Prompt 4: The manager conversation builder

The problem it solves: preparing for the specific conversation with your manager that converts your repositioning plan from a personal intention into an organisationally endorsed direction, which is the step that determines whether the repositioning produces career recognition or just personal efficiency.

You are helping me prepare for a conversation 
with my manager about repositioning my role 
toward higher-value activity in response 
to the AI transition in my function.

My repositioning plan: [from Prompt 3]
My manager's context: [their role, their 
current priorities, what they care about 
most in my function, and their current 
understanding of AI's impact on our work]
The organisational context: [any relevant 
restructuring discussions, performance 
review cycles, or strategic initiatives 
that make this conversation timely or complicated]
What I want from this conversation: 
[explicit endorsement, informal support, 
resource allocation, expanded scope, 
or something else specific]

Please prepare:

1. The framing for this conversation that 
   positions my repositioning as serving 
   the organisation's priorities rather 
   than my personal career interests, 
   even though it serves both
2. The specific proposal I will make: 
   what I am asking to spend more time on, 
   what I am proposing to spend less time on, 
   and why the trade-off serves the team's 
   most important objectives
3. The two or three objections my manager 
   is most likely to raise and the specific 
   response to each that is honest rather 
   than defensive
4. The question I will ask my manager 
   that invites their input into the 
   repositioning rather than presenting 
   it as a fait accompli, making them 
   a co-designer rather than an approver
5. The specific outcome I will propose 
   to review at ninety days: a concrete 
   measure of whether the repositioning 
   is producing the value I have proposed 
   it will produce

The conversation should feel like a 
strategic discussion about how to get 
the most value from my capabilities 
in the current environment, not like 
a request for permission to change 
how I spend my time.

Point four, the question that invites the manager's input rather than their approval, is the framing distinction that most changes how this conversation lands. Managers who are presented with a completed plan and asked to approve it are in a different psychological position from managers who are invited to co-design a direction with a professional who has done serious thinking about the options. The former produces a transaction. The latter produces an alliance, and the alliance is what makes the repositioning sustainable rather than provisional.

Prompt 5: The ninety-day repositioning tracker

The problem it solves: tracking whether the repositioning is actually happening rather than reverting to previous patterns under the pressure of the week's immediate demands, which is the most common failure mode for role redesign efforts at any level.

You are helping me design a tracking 
system for my ninety-day role repositioning 
that is simple enough to maintain under 
pressure and specific enough to tell me 
whether the repositioning is working.

My repositioning plan: [from Prompt 3]
The specific reallocation of time I have committed to: 
[describe the activities increasing and decreasing]
My manager conversation outcome: [from Prompt 4]
The ninety-day review I have proposed: [from Prompt 4]

Please design a tracking system that:

1. Captures the weekly time allocation 
   across the high-value and high-automatability 
   activities identified in my role decomposition, 
   in a format that takes less than five minutes 
   per week to complete
2. Identifies the leading indicators that 
   will tell me the repositioning is working 
   before the ninety-day review, the early 
   signals that the higher-value activities 
   are gaining traction and the high-automatability 
   ones are genuinely reducing
3. Identifies the warning signs that the 
   repositioning is reverting, the specific 
   patterns that indicate the week's pressure 
   is crowding out the deliberate reallocation
4. Produces a thirty-day checkpoint assessment 
   format that I can complete in fifteen minutes 
   and that gives me an honest picture of 
   whether I am on track for the ninety-day 
   review commitment
5. Identifies the single most important 
   thing to protect when the week is 
   at its most demanding: the activity 
   that, if consistently protected, 
   most determines whether the repositioning 
   succeeds or reverts

The tracking system should be designed 
for a professional whose weeks are 
genuinely demanding and who will not 
maintain a complex system under pressure. 
Simplicity is not a concession. 
It is the design requirement that 
makes the system work rather than 
look good in the first week and 
disappear by the third.

The closing instruction about simplicity being a design requirement rather than a concession is the principle that most tracking systems violate. Complex tracking systems produce excellent data for the two weeks they are maintained before the week's demands make maintenance feel like an additional burden rather than a useful practice. Simple systems maintained consistently produce less perfect data and significantly more useful developmental outcomes.

The framework as a whole

Five prompts. An honest assessment of where you currently sit on the automatability spectrum. A decomposition of your role that identifies the specific misalignment between where your time goes and where your value is durable. A repositioning design that is ambitious enough to change the profile and achievable enough to begin next week. A manager conversation that converts the personal intention into an organisational direction. A tracking system that keeps the repositioning on course when the week pushes back.

The Block case made the stakes concrete. This framework makes the response specific. The distance between where you currently sit and where you need to be is measurable rather than vague, and measurable distances have plans attached to them.

The professionals who run this framework honestly and act on what it produces are the ones who are designing their side of the restructuring trade-off rather than waiting for the organisation to design it for them. That is not a guarantee of the outcome. It is the best available influence over it.

Monday we are examining something the Block layoffs surfaced that did not receive enough attention in the coverage: the specific profile of the professionals who were retained and what they had done differently in the eighteen months before the announcement that made them the ones the organisation chose to keep. It is not the profile most people would predict, and understanding it changes what the next eighteen months should look like for the professionals reading this.

The retained profile is the most useful data point in the entire Block story. Monday covers it in full.

— Team Artificial Idea

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