Financial Planning Resources

Expert guides and insights from Skinner Wealth Strategies to help you make confident financial decisions.

Tax-Sensitive Income Distribution Planning For Pre-Retirees & Retirees (50+)

Tax-Sensitive Income Distribution Planning for Pre-Retirees & Retirees (50+)

Learn how tax-sensitive income distribution planning works for pre-retirees and retirees 50+ in Connecticut. Strategies for RMDs and Roth conversions

Comprehensive Financial Planning For Pre-Retirees & Retirees (50+)

Guide

Comprehensive Financial Planning for Pre-Retirees & Retirees (50+)

CFP®-guided financial planning for pre-retirees & retirees 50+ in CT. Learn how to align income, taxes & investments. Contact Skinner Wealth Strategies.

Risk Planning For Pre-Retirees & Retirees (50+)

Guide

Risk Planning for Pre-Retirees & Retirees (50+): A Comprehensive Guide

Retirement risk isn't just about markets. This guide covers longevity, inflation, healthcare, and income risks for pre-retirees 50+ — and how to plan for them.

How Much Money Do You Need To Retire In Connecticut

FAQ

How Much Money Do You Need to Retire in Connecticut?

Most CT residents need $1.2M–$2.5M to retire comfortably. See how CT taxes, Fairfield County costs & Social Security affect your retirement number.

Investment Management For Pre-Retirees & Retirees (50+)

Guide

Investment Management for Pre-Retirees & Retirees (50+)

Nearing or in retirement with $1M+ saved? See how specialized investment management for pre-retirees 50+ helps protect income and reduce taxes. Learn more.

Health Insurance Premium Tax Credit Age 65

FAQ

Do You Lose Your Health Insurance Premium Tax Credit at 65?

What happens to your ACA premium tax credit at 65? Learn when Medicare replaces it and how income planning in your 60s may affect eligibility.

Health Insurance Early Retirement Before 65

Guide

How to Use ACA Premium Tax Credits to Retire Before 65 in Connecticut

Want to retire before 65 in Connecticut? Learn how to manage your income to qualify for ACA premium tax credits and lower health insurance costs. Contact us.

How To Not Run Out Of Money In Retirement

Guide

How to Not Run Out of Money in Retirement

Retirement income strategies from a CT fiduciary CFP. Withdrawal rates, Social Security timing, RMDs, and tax planning to help your savings last.

Retirement Taxes Connecticut

Guide

How Much Will You Pay in Taxes in Retirement in Connecticut?

Learn how Connecticut taxes Social Security, pensions, 401(k) withdrawals, and capital gains in retirement. A 2026 guide for CT residents with $1M+ in savings.

Sequence Of Returns Risk Retirement

Guide

Sequence of Returns Risk in Retirement: Complete Guide for 2026

Sequence of returns risk can derail retirement even with a solid portfolio. Learn what it is, see an illustration, and discover strategies to protect your

Roth Conversion Connecticut

Guide

Roth Conversion Strategy for Connecticut Residents: 2026 Guide

Should you do a Roth conversion in Connecticut in 2026? Learn CT tax law, age timing, and who should (and shouldn't) convert. Reviewed by a CFP® in Milford, CT

Roth Conversion Connecticut Retirees

FAQ

Roth Conversion Guide for Connecticut Retirees

Should Connecticut retirees do a Roth conversion in 2026? Learn how CT's pension tax phase-out, 2026 federal changes, and your income affect the decision. Guida

What Is The Biggest Mistake Most People Make Regarding Retirement?

FAQ

What is the Biggest Mistake Most People Make Regarding Retirement?

The biggest retirement mistake? No written income plan. Learn the top errors pre-retirees make and how to avoid them. Serving CT families with $1M+ in savings.

Financial Advisor Milford Ct

Guide

Financial Advisor in Milford, CT Focused on Retirement That Lasts

Skinner Wealth Strategies is a fiduciary, CFP-led advisory firm in Milford, CT specializing in retirement planning for individuals 50+ with $1M+ in savings.

Medicare Planning Connecticut Retirees

Guide

Medicare Planning for Connecticut Retirees

Navigate Medicare enrollment, Medigap vs. Advantage, and IRMAA costs in Connecticut. A guide for pre-retirees 60–65 with significant retirement savings.

Social Security Timing Connecticut Retirees

Guide

Social Security Timing Guide for Connecticut Retirees

When should Connecticut retirees claim Social Security? Learn how CT taxes SS benefits, breakeven analysis, and ways to avoid the tax torpedo. CFP guidance.

General

FAQ

What Is the Biggest Mistake Most People Make Regarding Retirement?

The biggest retirement mistake is failing to build a written income distribution plan. Learn how to avoid the most common retirement pitfalls.

Guide

Do You Lose Your Health Insurance Premium Tax Credit at 65?

At 65, you lose the ACA premium tax credit. Learn how income planning in your early 60s affects eligibility for Connecticut pre-retirees.

Guide

ESPP Guidance for High Earners: Making the Most of Your Employee Stock Purchase Plan

High earners face elevated ESPP tax complexity. Learn about qualifying dispositions, NIIT, concentration risk, and coordinated planning.

Guide

Tax-Sensitive Income Distribution Planning for Pre-Retirees & Retirees (50+)

Learn how strategic withdrawal sequencing across account types can reduce your lifetime tax burden in retirement.

Guide

How Much Money Do You Need to Retire in Connecticut?

Connecticut residents generally need $1.2M to $2.5M to retire at 65. Learn about CT-specific costs, taxes, and retirement income planning.

Roth Conversion Strategy Connecticut

Guide

Roth Conversion Strategy for Connecticut Residents: Is 2025 Your Window?

Should you do a Roth conversion in Connecticut in 2026? Guide for CT pre-retirees with $1M+ covering taxable income, IRMAA, RMDs, and tax timing.

Get Started

Let's discuss how Skinner Wealth Strategies can help you navigate your wealth and achieve your goals.