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CISO Times

Intelligence for the people behind the defence.

The CISO Decision Brief

How do we…

How do I build a hundred-day plan that mixes quick wins with the decisions that take longer?

9 decision pointsThe pack behind this answer: CISO Transition, Handover & First 90 Days

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The short answer

Recommendation
Draft the plan after discovery ends, from what you found. Put each item in one of three categories: a quick win, a stabilisation item or a strategic decision, each with one owner, an effort, a due date and a source. Agree the plan in writing with the executive sponsor before you promise anything outside.
Reasoning
A plan written before discovery ends rests on what you were told. An item with no source is not in the plan (rule PL-01), so every action can be checked against a finding, an interview record, a handover gap or an inherited exception. The three categories separate quick, low-risk work from gaps to close and decisions that set next year's direction. A limit on Large items keeps the plan short enough to deliver.
Considerations
  • In the pack's defaults the categories are due by day 30, day 70 and day 100, and the plan holds no more than 3 Large items. Your own standard may set different ones.
  • A legal duty, an open incident or live harm does not wait for the plan. Act through your incident procedure or with Legal, then add the item.
  • Who decides a strategic decision comes from the decision rights and your own spending and hiring limits. The top approver may be the board, a delegated risk committee, the management board in a two-tier structure, or executive management where there is no board.
  • A quick win is due by day 30, while discovery is still open, so most quick wins are no-regret actions already taken. Enter them with their dates.

The decision, step by step

Select any step for the reasoning behind it and where the pack covers it.

  • Start
  • Step
  • Decision
  • Outcome
  • Loop back
StartYou need a hundred-day plan for a security function you inheritedDecisionHas discovery ended, with each finding recorded in the four words?OutcomeHold the plan. Take only no-regret actions and note candidatesStepList each candidate as one action a non-specialist can followDecisionDoes it trace to a finding, interview, handover gap or inherited item?OutcomeLeave it out until you can show what it comes fromDecisionIs a legal duty, an open incident or live harm behind it?OutcomeAct now through the incident or legal route, then list it in the planDecisionIs it small, needed whatever the plan finds, and low in risk?DecisionDoes it close a gap the findings show, at Small or Medium effort?DecisionWould it be a Large item, taking the plan above three?OutcomeSplit it, or leave it for the next planDecisionCan you take this decision yourself under the published rule?StepName who decides, and prepare the ask with a recommendationStepGive it one owner, an effort, a due date and a risk bandStepOrder the plan by category, risk band, effort and due dateDecisionDoes any item run past day 100, or need to be dropped?StepList it with the reason, and move later work to the calendarStepAgree the plan in writing with the executive sponsorDecisionAt a day 30, 60 or 90 review, has anything changed an item?OutcomeReport counts with names, and keep the plan

Keyboard: Tab to a step, arrow keys move along the flow, Enter pins its explanation, + and − zoom, 0 fits the diagram, Esc closes. The text version below has the same content.

Where a step quotes a number, it is the default in the CISO Times pack. Your own standard may set a different one.

Read as text

The same flow written out: each step, its reasoning and where the pack covers it. 21 steps.
  1. Start

    You need a hundred-day plan for a security function you inherited

    The pack's plan has three kinds of item, each with a latest due day: a quick win by day 30, a stabilisation item by day 70 and a strategic decision by day 100. Each item must come from something you found, and each has one owner. The plan is short on purpose: eight good items that trace to findings beat forty that do not.

    In the pack

  2. Decision

    Has discovery ended, with each finding recorded in the four words?

    The pack drafts the plan in week 9, after discovery closes at the end of week 7, and agrees it with the sponsor in week 11. A plan written earlier rests on what you were told. The four words are Evidenced, Described only, Not found and Contradicted. If you are unsure, take the cautious branch.

    In the pack

  3. Outcome

    Hold the plan. Take only no-regret actions and note candidates

    Until discovery ends, change no policy, tool, team structure or priority, except to stop harm, act on a legal duty or take a no-regret action such as removing a leaver's access. Keep a private list of candidate actions with the finding behind each, and promise nothing to anyone outside. Come back to this flow when the findings are in.

    In the pack

  4. Step

    List each candidate as one action a non-specialist can follow

    Write each action in one sentence that a reader outside security can follow, and keep it to one piece of work. Gather the candidates from the discovery findings (Not found and Contradicted first), the interview records, the handover gaps and any inherited exception that is past its review date.

    In the pack

  5. Decision

    Does it trace to a finding, interview, handover gap or inherited item?

    The plan's first rule is that an item with no source is not in the plan. The source is the ID of the discovery item, interview record, handover gap or inherited exception, so a reader can check it. An idea you like with nothing behind it is a candidate for the interviews or discovery, not for the plan.

    In the pack

  6. Outcome

    Leave it out until you can show what it comes from

    Find the record, test or system view that supports it, or ask the stakeholder what they saw. If you cannot, leave the item out. An item added on instinct is a promise made without evidence, which is the first risk the pack names for a new leader.

    In the pack

  7. Decision

    Is a legal duty, an open incident or live harm behind it?

    These do not wait for the plan's timing. An open incident or reporting duty follows your incident plan, whose roles, decision rights and clocks the pack leaves unchanged. A legal duty goes to Legal. If you cannot tell whether a duty or an incident is involved, take the cautious branch and ask.

    In the pack

  8. Outcome

    Act now through the incident or legal route, then list it in the plan

    Do the work through your incident procedure or with Legal, and let the people who hold the incident roles take the incident decisions. Do not wait for the plan to be agreed. Add the item afterwards with its source and date, so the plan shows everything that was done in the period.

    In the pack

  9. Decision

    Is it small, needed whatever the plan finds, and low in risk?

    A quick win is Small in effort and is due by day 30 under the pack's defaults. Because discovery is still open then, most quick wins are no-regret actions already taken, entered with their dates. Judgement: that reading joins two pack rules, so a plan written after day 30 should enter quick wins already done and not back-date new ones.

    In the pack

  10. Decision

    Does it close a gap the findings show, at Small or Medium effort?

    A stabilisation item makes the programme do what it says it does, and is due by day 70 under the pack's defaults. It may be Small or Medium effort. Judgement: a gap that needs Large effort is not a stabilisation item, so plan the decision on whether and how to do it as a strategic decision.

    In the pack

  11. Decision

    Would it be a Large item, taking the plan above three?

    A strategic decision sets the direction for the next year and is due by day 100. It may be Large, but the pack's default is no more than three Large items in the plan. Split a Large item into steps, or let it wait for the next plan. If you have not yet sized it, take the cautious branch.

    In the pack

  12. Outcome

    Split it, or leave it for the next plan

    Split the work into smaller items, each with its own source and owner, or record it as dropped or moved past day 100 with the reason. Do not carry a fourth Large item and hope it fits. Work due after day 100 goes to the first-year calendar.

    In the pack

  13. Decision

    Can you take this decision yourself under the published rule?

    Check the decision-rights matrix for the type of decision and the window (days 1 to 30, 31 to 60, 61 to 90). The matrix never gives you a right the earlier packs do not give, and nobody approves what they own. The top approver depends on how you are governed: the board or a delegated risk committee, the management board in a two-tier structure, or executive management where there is no board. If not known, take the cautious branch.

    In the pack

  14. Step

    Name who decides, and prepare the ask with a recommendation

    The plan records who decides, taken from the matrix and from the packs that set the right. The item's owner prepares it, and the decider takes it. Make the ask as the board reporting pack sets out: options, a recommendation, the cost and the risk of not deciding. Judgement: the executive briefing, or the agreement of the plan, is the natural place to ask.

    In the pack

  15. Step

    Give it one owner, an effort, a due date and a risk band

    Each item has one owner by role, an effort of Small, Medium or Large, and a due date no later than the category allows. Enter the band of the risk it answers as your risk register states it, and leave it blank if it answers no rated risk. Do not make up a band to raise an item's rank.

    In the pack

  16. Step

    Order the plan by category, risk band, effort and due date

    The pack's order puts quick wins first, then stabilisation, then strategic decisions. Within a category it puts the highest risk band first, unrated last, then smaller effort, then the earlier date. Read the order from the plan, then check that it still makes sense to the people who will do the work. Dependencies are a judgement the order does not settle.

    In the pack

  17. Decision

    Does any item run past day 100, or need to be dropped?

    An item dropped, or moved past day 100, stays on the plan marked Dropped and is listed with its reason, who decided and where the work goes now. Work due after day 100 goes to the first-year calendar. If you are not sure an item fits, ask the owner for a date before you decide.

    In the pack

  18. Step

    List it with the reason, and move later work to the calendar

    Record what happened, the reason, who decided and when, and whether the work now belongs to a calendar item, a later plan or nowhere. This is your own record in your own register. A plan that shows what it dropped is easier for the sponsor to trust than one that shows only what went well.

    In the pack

  19. Step

    Agree the plan in writing with the executive sponsor

    Take the plan to the executive sponsor in week 11 and agree it in writing, then show it to the management body. NIS2 Article 20 asks the management body to approve and oversee the measures, as the pack's references state it. A promise to a customer, auditor or regulator follows the plan and never leads it. Counsel confirms what any liability means.

    In the pack

  20. Decision

    At a day 30, 60 or 90 review, has anything changed an item?

    Review the plan at day 30, day 60 and day 90 and record the counts as they stand that day, with what changed and why. A new finding, a missed date or a decision taken elsewhere can all move an item. If you have not reviewed the sources since the last review, take the cautious branch.

    In the pack

  21. Outcome

    Report counts with names, and keep the plan

    Report counts with the item names beside them, such as 1 item overdue, named, and 2 due within 14 days. Do not give a score or a share. Keep the plan, the interview records and the decision-rights arrangement for the records period in the pack's default, which is 3 years, or longer if a contract or law asks.

    In the pack

Practical checklist

  1. Wait for discovery to close and the findings to be recorded in the four words.
  2. List each candidate as one action a non-specialist can follow, and drop any with no source.
  3. Choose its category, and split or defer any Large item that would take the plan past the limit.
  4. Name who decides each strategic decision, and prepare the ask with options, a recommendation, the cost and the risk of not deciding.
  5. Give each item one owner by role, an effort, a due date within its category and the risk band from your register.
  6. Order by category, then risk band, then smaller effort, then earlier due date (rule PL-06).
  7. List every item dropped or moved past day 100 with its reason, and move later work to the first-year calendar.
  8. Agree the plan in writing with the sponsor, and review it at day 30, 60 and 90.

Evidence to have ready

  • The plan, with each item's source, category, owner, effort, due date, risk band and status.
  • For each strategic decision, who decides and the decision taken.
  • The list of items dropped or moved, with the reason, who decided and where the work went.
  • The sponsor's written agreement and the counts recorded at each day 30, 60 and 90 review, with what changed and why.

Assumptions

  • You have started, or are about to start, as head of security, and an executive sponsor exists who can agree the plan with you.
  • Discovery findings, interview records and handover gaps exist or are being built. The plan draws on them and does not replace them.
  • The categories, due days and the limit of three Large items are the pack's defaults. Your own standard may set different ones.
  • Who approves a strategic decision depends on your governance and on your own authority limits for spending and hiring, which the earlier packs do not set.

Not covered here