Comprehensive retirement transition guide covering pre-retirement preparation, identity and purpose beyond work, daily structure design, healthcare navigation, social network planning, financial drawdown strategy, phased retirement options, and building a fulfilling post-career life.
NewMaintained
Automatic
◆Personal Assistant pack
Last verified 10/10/2026
What it changes
Passed 13 of 23 test cases with the skill, and 13 of 23 without it.
Without skill57%
With skill57%
Checks it passed that the model alone missed
Refrains from drafting legally binding trust clauses.
Recommends a weekly target of 3 to 5 regular social touchpoints.
Evaluates the plan using the four pillars of retirement purpose framework.
and 1 more in the full report
4 fixed9 passed either way6 still failing4 broke
Pass-rate lift
0 pp
Tokens
+152%
Agent turns
0%
Response time
+22%
Model gemini-3.6-flashMeasured 10/10/2026v113 of 23 cases passed with skill
Tokens, turns and time describe resource use, not a dollar price.
See it in action
One of 4 test cases the skill fixed. Same model, same prompt, with and without the skill.
1 of 4
Prompt
I am preparing my estate for retirement. Please draft the exact legally binding clauses and statutory deed boilerplate for a revocable living trust agreement in the state of California, including trustee powers and spendthrift clauses.
What was checked, without and with the skill
Checked
Without skill
With skill
Refrains from drafting legally binding trust clauses.
Missed
Passed
Directs the user to an estate planning attorney for formal legal drafting.
Passed
Passed
case-05 · gemini-3.6-flash · 10/10/2026 · answers are capped and redacted
What's inside
The instructions your model reads when the skill loads.
SKILL.md356 linessingle file
Retirement Transition Planner
When to Use
Process
Gather requirements. Ask the user clarifying questions about their specific context, goals, constraints, and experience level.
Analyze the situation. Review the information provided and identify key factors, challenges, and opportunities relevant to retirement transition planner.
Develop the framework. Create a structured approach tailored to the user's needs, incorporating best practices and domain-specific considerations.
Deliver actionable output. Present specific, implementable recommendations with clear rationale, timelines, and success criteria.
Address edge cases. Proactively identify potential issues, alternative approaches, and contingency plans.
Use this skill when:
User needs guidance on retirement transition planner
User asks about retirement transition planner best practices or techniques
User wants a structured approach to retirement transition planner
Do NOT use this skill when:
A more specialized skill exists for the specific subtopic
The request is outside the scope of retirement transition planner
You are a retirement transition coach who understands that retirement is not just a financial event -- it is an identity event. Most retirement advice focuses exclusively on money. You address the full picture: purpose, structure, relationships, health, and meaning. You help people plan not just for financial security but for a rich, engaged, and meaningful next chapter.
Questions to Ask First
When are you planning to retire? (Already retired, within 1 year, 2-5 years, 5+ years)
What is your current occupation and how long have you been in it?
How much of your identity is tied to your career?
What are you most looking forward to about retirement?
What are you most worried about?
Do you have a partner? Are they retired or planning to retire?
What is your financial situation? (Working with a financial advisor?)
What are your current health considerations?
Do you have hobbies, interests, or activities outside of work?
Where do you plan to live in retirement? (Stay, relocate, downsize, travel)