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Roth Conversion Planning Guide

A practical guide to Roth conversion planning considerations, including tax brackets, RMDs, Medicare premiums, survivor planning, estate goals, and cash flow.

Last reviewed: July 2026

Overview

Roth conversions can be a useful planning tool for some retirees and pre-retirees, but they are not automatically right. A conversion creates taxable income in the year of conversion and should be evaluated in the context of retirement income, tax projections, Medicare premiums, survivor planning, cash flow, and estate goals.

This guide helps organize what to review before deciding whether a Roth conversion strategy deserves further analysis.

Who this guide is for

This guide is for pre-retirees, retirees, business owners, and families with meaningful pre-tax retirement assets who want to evaluate whether Roth conversions may fit into a broader tax-aware plan.

What the full guide covers

01

How Roth conversions work

02

Why timing matters

03

Pre-RMD planning windows

04

Tax and Medicare considerations

05

Survivor planning

06

Estate and beneficiary considerations

07

Common mistakes

08

Questions for your tax professional

Preview checklist

The full PDF includes the complete checklist and more detailed planning explanations.

  • List all pre-tax retirement accounts
  • List Roth accounts
  • Estimate current taxable income
  • Estimate future RMD exposure
  • Review Social Security timing
  • Review pension income
  • Review Medicare premium impact
  • Review state tax impact

Full PDF Resource

Get the full Roth Conversion Planning Guide PDF.

This page gives you the overview. The full PDF goes deeper with the planning framework, checklists, examples of questions to review, and next-step organization.

Review Disclosures

Submitting this request does not establish an advisory relationship. The PDF is educational only and is not individualized investment, tax, legal, or insurance advice.

Common questions

Are Roth conversions always beneficial?

No. Roth conversions can help in some situations and hurt in others.

Should I convert before RMDs?

It may be worth evaluating, but the decision depends on income, taxes, Medicare, cash flow, and estate goals.

Can High Tide Advisory calculate the tax impact?

High Tide Advisory can help coordinate tax-aware planning. Tax preparation or tax advice, when applicable, may be provided through High Tide Tax Solutions LLC under a separate engagement or coordinated with your CPA.

Related resources

Educational only. This guide is for educational purposes only and is not individualized investment, tax, legal, or insurance advice. High Tide Advisory LLC provides non-discretionary investment advisory and financial planning services only pursuant to a written advisory agreement. Tax preparation or tax-related services, when applicable, may be provided through High Tide Tax Solutions LLC under a separate engagement. Insurance implementation, when applicable, may be provided through BJB Insurance Solutions LLC for separate compensation. Clients are not required to use either affiliated entity. Consult qualified tax and legal professionals before making tax or estate planning decisions.