Couple planning retirement together on beach

AI-Powered Retirement Planning

See what's missing from your retirement plan.

Meet Grace AI, your retirement guide. She finds the gaps and helps you take the next step with clarity.

Start with Grace

Free to start · Always private

Here's how it works

1

Tell Grace what's on your mind

Pick the retirement question that matters most to you right now.

30 seconds
2

She asks a few follow-up questions

Grace listens, learns your situation, and connects the dots you didn't see.

A few minutes
3

You get a personalized plan

A retirement clarity plan with specific steps, timelines, and dollars saved.

Yours to keep

Conversational AI for Retirement

Built by people who've sat across the table from thousands of retirees.

These are the questions that keep people up at night. Grace helps you work through them, by text, by voice, at your pace.

When should I retire?

See how different ages change your income, benefits, and readiness.

Will my money last?

Understand your income vs. spending picture across decades.

Am I paying too much in taxes?

Learn how withdrawal timing and account types affect your tax bill.

What about healthcare?

Navigate Medicare, coverage gaps, and out-of-pocket costs.

What will I actually do?

Purpose, health, faith, travel, and the life you want to design.

Ask anything, anytime.

New mattress, family money talk, or just venting. Grace is here for all of it.

Tell Grace what's on your mind. She'll build your plan.

Pick the plan that fits where you are. Grace takes it from there.

Most Popular

The big-picture plan

Retirement Clarity Plan

You're within a few years of retiring and the big decisions feel overwhelming. Grace finds the gaps in your timeline and gives you a clear 30-day action plan.

Your money confidence check

Financial Wellness Plan

Grace runs a complete financial health check, finds the weak spots causing you stress, and gives you a prioritized plan to fix what matters first.

Design what comes next

Purpose & Legacy Plan

You've got the money part figured out, but what will you actually do? Grace helps you design a life with purpose, meaning, and legacy beyond the paycheck.

Grace doesn't ask for your Social Security number, account numbers, or financial details. Just a conversation.

ElevenLabs Grants Recipient Encrypted conversations Your data is never sold

Featured Retirement Guides

Expert articles on the decisions that matter most. Free, fact-checked, updated for 2026.

Creating Your Retirement Paycheck

4% rule, bucket strategy, and guardrails compared.

When to Claim Social Security

Break-even analysis and spousal strategies by age.

Retirement Money Anxiety

Why you can't stop worrying and what actually helps.

Identity Beyond Your Job Title

Who are you when the business card goes away?

Browse all 17 guides →

Voice Conversation

Hear Grace in action

Grace's voice is powered by ElevenLabs to deliver natural, emotionally precise speech.

Talk to Grace by Voice

Questions & Answers

Things people usually ask.

What is My Plan Keeper? +

My Plan Keeper is a retirement planning company built around one idea: you deserve more than a single money plan. We help you build personalized plans for your finances, health, purpose, relationships, and daily life — so retirement feels clear and doable, not confusing and overwhelming.

Who is Grace? +

Grace is your AI retirement guide. She listens to your questions, helps you sort through choices, and turns your answers into a simple action plan you can actually follow. She's not here to judge you, sell you products, or replace your advisor — she's here to help you get ready and stay ready.

Why did you create these personalized plans? +

For 40+ years, retirement planning has focused almost entirely on investments and account balances. That leaves a lot of people "technically ready" on paper but unprepared for real-life decisions, trade-offs, and the emotional side of retiring.

After two decades in financial planning, our founder saw the same pattern again and again: smart, hard-working people still felt lost at the exact moment they needed confidence the most.

So we built a different kind of plan — one that's personalized to your answers, narrowed to one clear goal at a time, and designed to be acted on in the next 30–90 days. Not someday. Now.

What plans are available right now? +

Retirement Clarity Plan — helps you decide when and how to retire, with a focus on income, healthcare, and big timing decisions.

Financial Wellness Plan — shows you where your overall money situation feels shaky and what to fix first.

Purpose & Legacy Plan — helps you design "what's next" for your time, energy, and impact.

More plans are on the way, covering health & wellbeing, relationships, and exploration & leisure.

Each plan is built from your answers and gives you a simple checklist of what to do next.

How does Grace use AI? +

Grace uses advanced AI and live web search to gather retirement information and translate it into plain language — with links back to trusted sources like SSA.gov, Medicare.gov, and IRS.gov. She gives you ideas, options, and questions to ask. Not final decisions. AI makes the research faster and clearer. You stay in control.

What AI tools power Grace? +

Grace is powered by leading AI models and search technology, including large language models that understand natural conversation, live web search that pulls in up-to-date information from trusted sites, and our own guardrails focused on retirement, wellbeing, and responsible use.

Behind the scenes, we choose providers that emphasize safety, transparency, and human-first principles — not clicks or ad revenue.

Is Grace a financial advisor? +

No. Grace is not a licensed financial advisor, tax professional, or insurance agent. She does not give personalized investment, tax, or medical advice.

Think of Grace as a guide that helps you prepare better questions, a translator that explains complex topics in plain language, and a planner that turns your answers into a realistic checklist.

Big decisions should always be confirmed with a licensed professional who knows your full situation.

Do I need a financial advisor to use Grace? +

No. Grace can support you whether you already work with an advisor, have several advisors and still feel confused, or have never hired one before.

If you have an advisor, Grace can help you go into meetings prepared — with the right questions and a clear list of priorities. If you don't, she can help you understand your options and decide when it might be worth getting human advice.

Who is My Plan Keeper for? +

Our first focus is on people approaching retirement or already retired — because that's when decisions get most consequential and the guidance most scarce.

Grace is especially helpful if you're within 10 years of retirement or newly retired, managing a health or work transition, or supporting a partner, parent, or friend through retirement decisions.

Younger adults are welcome too. Grace can help anyone who wants to learn about money and retirement in a calmer, more human way.

How do you protect my privacy? +

Your conversations are encrypted in transit and at rest.

We do not sell your data or use it to train third-party AI models.

You can ask us to delete your conversation history at any time.

We only store the minimum information needed to run your plans and improve your experience.

We take privacy as seriously as retirement itself — because peace of mind requires both.

Will Grace try to sell me anything? +

No. Grace doesn't earn commissions, doesn't recommend specific products to make money, and doesn't get paid more if you choose one option over another. Our business model is simple: you pay for access to your personalized plans. That's it. Grace's only job is to help you feel more ready — not more sold to.

What should I not use Grace for? +

Grace is not the right place for emergency medical, mental-health, or safety situations, final decisions about specific investments, insurance policies, or tax filings, or legal advice or document drafting.

In those cases, Grace can help you understand your options and suggest questions to ask — but please contact a doctor, therapist, lawyer, tax professional, or financial advisor as appropriate. You're not alone in navigating these — there are real people ready to help.

Grace AI retirement planning assistant

Your retirement is more than the numbers. Grace helps you figure out the rest.

Start a Conversation with Grace