Every family’s path is different.
Special Needs & Tax-Focused Retirement Planning in Greensboro, NC
We guide each one with the same depth and care. Here is who we work with and what we focus on for each.
Who We Serve at a Glance
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Special needs families: We coordinate the Special Needs Trust, ABLE account, and benefits like SSI & Medicaid that protect a loved one with a disability, for your lifetime and theirs.
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Retirees and pre-retirees: For people a few years from retirement, or newly retired, with a tax-heavy picture. We help you time Roth conversions, draw from accounts in the right order, and plan for Social Security and Medicare.
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Where: Triad and Triangle in person, plus virtual nationwide

Planning for two lifetimes.
For families caring for a loved one today and planning for every tomorrow.
Two-lifetime planning means protecting your loved one’s benefits, quality of life, and financial security across both your lifetime and theirs. The plan is built to last, so it keeps carrying your family’s intent forward even after you no longer can.
What happens to your loved one when you’re not here?
For families with a loved one with a disability, the financial stakes are uniquely high. One wrong move, such as a well-meaning gift or the wrong account type, can disqualify your loved one from benefits they depend on.
And the deeper fear isn’t the paperwork. It’s the question you can’t stop asking: Who coordinates everything when I’m gone?
We build lasting, two-lifetime plans designed to carry your family’s intent forward. Mike holds the Chartered Special Needs Consultant (ChSNC®) designation, reflecting focused training in the specific mechanics of special needs planning alongside years of hands-on experience.
Special Needs Planning at a Glance
- • Scope: SNT coordination, Achieving a Better Life Experience (ABLE) setup, SSI & Medicaid monitoring, Letter of Intent, and successor readiness.
- • Coordination: We work directly alongside your estate attorney and CPA, so you are never the go-between.
- • Pricing: Included in The Expedition plan ($16,000/yr) or as a standalone Financial Map starting at $6,000.
Trust & Account Setup
- → Special Needs Trust coordination and funding, working alongside your estate attorney
- → ABLE account setup, monitoring, and coordination with SNT
- → Active SSI & Medicaid eligibility monitoring
- → Letter of Intent: documenting your loved one’s life, preferences, and care instructions
Coordination & Readiness
- → Successor readiness packet: a plain-English guide for future trustees and caregivers
- → Aging parent planning: coordinating care transitions, estate triggers, and professional team alignment
- → Proactive trustee, attorney, and CPA coordination, so you’re never the go-between
Fewer surprises. More clarity. Less tax drag.
For people getting ready to retire and those already enjoying it.
We look at the whole picture: how you save, how you move into retirement, and how you spend down your money, while trying to minimize your lifetime tax bill. We also plan around the extra Medicare costs higher earners pay (IRMAA surcharges).
Retirees & Pre-Retirees
- Social Security timing and optimization
- A safe, flexible plan for how much to take out each year (withdrawal sequencing)
- Timing when to move money to a Roth (Roth conversions), and what order to spend from your accounts, to keep more of your money
- Medicare surcharge planning (IRMAA)
- Estate alignment and beneficiary coordination
- Year-round execution via Seasonal Cadence
Whether you’re still saving or already spending down, the tax choices you make today matter for years. We watch your tax bracket year-round, not just in April.
Tax Playbook at a Glance
- ✓ Moving money to a Roth in the low-tax years (Roth conversion windowing)
- ✓ Holding the right investments in the right accounts (asset location)
- ✓ Planning around the extra Medicare costs (IRMAA)
- ✓ Using investment losses to cut your tax bill (tax-loss harvesting)
- ✓ Handling required withdrawals (RMDs) and tax-smart giving (QCDs/DAFs) on schedule
Is this you?
We work best with families whose finances have gotten complicated enough that general advice no longer cuts it.
If even one of the following fits your situation, it’s worth a conversation.
You’re likely a strong fit if…
- You have a loved one with a disability and need a lasting, coordinated plan
- You feel like your CPA, attorney, and advisor don’t talk to each other
- You’re approaching retirement and worried the money won’t last
- You want a flat fee, with no percentage of assets and no hidden incentives
- You want someone who executes, not just advises
We may not be the right fit yet if…
- You’re just starting out and need basic budgeting guidance
- You prefer a completely self-directed, DIY approach
- Your primary need is insurance product placement
- You’re looking for short-term trading or speculative investing
Not sure where you fall? The Trailhead Meeting is a no-pressure conversation, with no obligation to move forward.
Questions about whether we’re the right fit?
Let’s talk →
Discuss your route.
No spreadsheets, no jargon, just an honest conversation about where you want to go.
Schedule a Trailhead Meeting