A layoff puts a dozen financial decisions in front of you at once, including severance, COBRA, unemployment, and your 401(k), usually the week you can least afford to rush them. Checkpoint Planning helps you slow down, stabilize, and know what to do first.
"Your Next Checkpoint": a 90-day workbook to organize your income, expenses, runway, and priorities after a layoff. Plus an invitation to a free Where We Begin session.
Your information is confidential and never sold. No obligation.
These are the decisions that show up in the first 30 days. Most don't need to be solved today.
Understanding severance structure, tax withholding, and when to file for unemployment.
COBRA vs. marketplace vs. a spouse's plan, comparing real costs and deadlines before coverage lapses.
Rollover, leave it, or something else, a decision that's easy to get wrong under time pressure.
How long your savings and severance actually cover essential expenses, so you know your real timeline.
What to keep, reduce, or pause, and which debts genuinely need to stay current right now.
Not every decision needs to happen this month. Knowing what to defer reduces stress and prevents mistakes.
A companion workbook for navigating job loss, career change, or employment transitions. Organize your income, expenses, runway, and a 30/60/90-day plan, at your own pace.
Free 45-minute clarity session. No cost, no obligation.
Stabilize cash flow, benefits, and insurance gaps.
30-, 90-, and 180-day milestones built around your runway.
Rollovers, benefits decisions, and next steps, all executed.
Ongoing support as your next chapter takes shape.
Scott helps people find clarity and direction during major life and career transitions, including job loss and layoffs. As a fiduciary, he is legally required to act in your best interest, not to sell you a product.
"One checkpoint at a time."
Based in Orange County, California, serving clients across the United States via video conference and the Checkpoint Planning Client Portal.
Start with the free workbook. It walks through severance, benefits deadlines, and your financial runway. Then schedule a free Where We Begin session to talk through your specific situation.
No. The Where We Begin session is a complimentary, 45-minute clarity conversation with no obligation.
Yes, this is core to what we do. We help you understand severance tax treatment, COBRA vs. marketplace options, and whether to roll over, leave, or otherwise handle your 401(k).
That's exactly who this is for. We help you build a plan around uncertainty, not around a guaranteed next paycheck.
Get the free workbook, then schedule your complimentary Where We Begin session whenever you're ready to talk it through.
Get My Free Workbook