Four free guides covering the decisions most families put off too long. Enter your email and we will send whichever one you need directly to your inbox.
Last updated: May 2026
Free Guides and Checklists for Retirement Planning
Each of these guides covers one of the major decisions in a retirement transition: where to live, how Medicare works, what legal documents you need, and how to downsize a family home. They are free, no purchase required, and no strings attached.
The Complete Senior Living Transition Checklist
Planning a senior living transition means making dozens of decisions across healthcare, finances, legal documents, housing, and logistics, often all at once. This master checklist walks through every major step, from the first family conversation to move-in day.
What is inside:
- How to approach the initial family conversation and what to agree on first
- A care needs assessment framework covering daily and instrumental activities
- Senior housing comparison: all five types with cost ranges
- Financial planning checklist covering assets, insurance, Medicare, and home equity
- Legal and estate planning checklist: all 9 critical documents
- Downsizing, moving coordination, and healthcare transfer checklists
- A 30-day settling-in checklist for after the move
📋 Free Download: Senior Living Transition Checklist
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Estate Planning Checklist: 10 Documents Every Senior Needs
Most seniors have at least one critical estate planning document missing: a will that has not been updated in years, a power of attorney that does not meet current requirements, or beneficiary designations that no longer reflect their wishes. This checklist shows you what you have, what you are missing, and when to review it.
What is inside:
- The 5 core legal documents every senior needs
- Financial and property documents most people overlook
- A review schedule so your plan stays current after life changes
- A direct link to vetted estate planning attorneys near you
📋 Free Download: Estate Planning Checklist for Seniors
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Medicare in Plain English: Your Complete Guide
Parts A, B, C, and D, plus Medigap, Medicare Advantage, enrollment windows, and late enrollment penalties, explained clearly without the jargon. This guide gives you everything you need to make confident Medicare decisions before your enrollment window opens.
What is inside:
- The four parts of Medicare, A, B, C, and D, explained simply
- Medigap: what it covers and when to buy it
- Enrollment windows and how to avoid permanent late penalties
- Medicare vs Medicare Advantage: the honest trade-offs
- What Medicare does not cover, including the long-term care gap
📋 Free Download: Medicare in Plain English
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Room-by-Room Downsizing Checklist
Moving from a family home to a smaller space means making hundreds of decisions about what to keep, donate, sell, or let go. This room-by-room checklist takes the overwhelm out of downsizing with a practical framework for every room in the house.
What is inside:
- A room-by-room sorting framework for every space in the home
- The four-category system: Keep, Donate, Sell, Toss
- Guidance on what to do with furniture, documents, and sentimental items
- A timeline for starting 3 to 6 months before move day
📋 Free Download: Room-by-Room Downsizing Checklist
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