Stop working — without wondering if the numbers work

Enough income. Affordable health coverage. Fewer tax surprises.And confidence that your money will last.

A single line runs from your last paycheck into a tangle labelled health insurance, taxes, Social Security timing, withdrawal timing, and spouse's income — then straightens out and continues to Medicare and Social Security.

See where you stand

Where are you right now?

  • I’m thinking about leaving work

    Can I really turn off the paychecks and make the numbers work?

    • Health Insurance
    • Income
    • Taxes
    • Social Security
    Start here
  • My job is ending soon

    What do I need to do right now — and what should wait?

    • COBRA vs. ACA
    • Severance
    • Deadlines
    • 401k Decisions
    Start here
  • I’ve already stopped working

    How long will my money last — and can I afford to stay retired?

    • Monthly Income
    • Health Costs
    • Withdrawals
    • Social Security
    Start here
  • I’m about to make a big financial decision

    What else could this decision change?

    • 401k Rollover
    • Early Access
    • Taxes
    • Social Security
    Start here

The questions people actually ask

  • Coming soon

    Video

    I’m 60 and COBRA costs $1,600 a month. Should I look at ACA instead?

  • Coming soon

    Video

    I lost my job at 62. Should I start Social Security now or wait?

  • Coming soon

    Video

    Can I retire at 59 with $1.2 million?

  • Coming soon

    Video

    Should I move my old 401k into an IRA?

Sean Loomis teaching a room of people, working through numbers on a whiteboard.

The challenge isn’t makingthe right decision.It’s making a series of gooddecisions in the right order.

The Last Paycheck Plan

Build the plan that gets you from your last paycheck to Medicare and Social Security.

A workable income plan. Affordable health coverage. Fewer tax surprises. And your best options still open.

A sample Last Paycheck Plan: several stacked pages showing a household summary, an income-gap chart, a retirement timeline, asset allocation, a year-by-year cash flow table, withdrawal sequencing, and a tax estimate.
Sample plan. Your plan is built from your own numbers.

What the plan covers

  • Replace the paycheck with a workable income plan
  • Find affordable health coverage to Medicare
  • Make your savings last
  • Draw from the right accounts at the right time
  • Time Social Security carefully
  • Avoid unnecessary tax surprises

I have no words to describe how helpful this was. Well thought out, easy to understand, and can implement immediately.

— Herman J.Jupiter, FLHerman J. is a client and received no compensation for this statement. One person’s experience; not a guarantee of similar results.

What to expect

  1. Step 1

    See if it fits

    Answer a few short questions. If it looks like we can help, you can book a 20-minute conversation.

  2. Step 2

    Build the plan

    We’ll gather the numbers, compare your options, and map out the decisions that matter most.

  3. Step 3

    See the path forward

    See how your income, savings, healthcare, taxes, and timing work together — with a written plan to guide you.

Start with a few questionsNo upfront planning fee. Estimates are enough to start.

Frequently asked questions

What exactly is the Last Paycheck Plan?

It’s a written plan for the gap between your last paycheck and Medicare and Social Security — when several important financial decisions often collide at once.

We look at how you’ll replace the paycheck, pay for health coverage, draw from your savings, and decide when to start Social Security. You leave knowing what to do now, what can wait, and which options to keep open — with a plan for income, health coverage, and the years ahead.

What will I walk away with?

A written plan for getting from your last paycheck to Medicare and Social Security.

Your plan will help you:

  • Replace the paycheck with a workable income plan
  • Find affordable health coverage to Medicare
  • Make your savings last
  • Draw from the right accounts at the right time
  • Time Social Security carefully
  • Avoid unnecessary tax surprises

The goal is simple: health coverage in place, a workable income plan, fewer tax surprises, and your best options still open.

What does the Last Paycheck Plan cost?

There’s no charge for the Last Paycheck Plan.

It’s designed to help you understand where you stand today and what decisions need attention before you make any financial decisions.

Think of it like having your house assessed before you decide on renovations. First, you get a clear picture of what needs attention and what the project actually involves. Then you decide what kind of help, if any, makes sense — and whether you want us to provide it.

How do you get paid?

We don’t charge an upfront planning fee, or a recurring annual planning fee. There’s no cost to sit down with us and build a plan.

If you choose to open an investment account, purchase an insurance product, or have us manage investments for you, we may be compensated. Certain investment and insurance products pay us a commission, while ongoing investment management is compensated through an asset-based advisory fee.

You’re never required to implement anything through us. Before you make a decision, we’ll explain if there are any costs involved, how we’re compensated, and whether there are ongoing fees so you know exactly how the arrangement works.

Do I have to become a client afterward?

No. Some people may have what they need to move forward on their own. Others may want help implementing parts of the plan or ongoing guidance as decisions come up.

Either way, you’ll know what the next step is before you decide whether to take it.

See all questions

Sean Loomis sitting at a dining table with a couple, going through a plan on a laptop.

Let’s make the numbers work for your household.

Tell us what’s changed and what you’re trying to figure out.Answer a few short questions.

Get started