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Before You Plan: Three Questions to Ground Your Decisions
Financial Planning Kelly Olczak 1/26/26 Financial Planning Kelly Olczak 1/26/26

Before You Plan: Three Questions to Ground Your Decisions

A short, guided reflection to help you pause, get grounded, and clarify what matters before making financial decisions.

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Investment Review Checklist for 2026: What to Revisit and Why It Matters
Investment Management Kelly Olczak 1/24/26 Investment Management Kelly Olczak 1/24/26

Investment Review Checklist for 2026: What to Revisit and Why It Matters

A 2026 investment review is about alignment, not market timing. Revisit risk, taxes, fees, and life changes to ensure your portfolio still fits your plan.

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Recession & Market Correction Issues in 2026: How to Plan Without Panic
Investment Management Kelly Olczak 1/24/26 Investment Management Kelly Olczak 1/24/26

Recession & Market Correction Issues in 2026: How to Plan Without Panic

Market corrections and recessions are part of investing. The key to navigating 2026 isn’t prediction—it’s preparation, perspective, and a plan built to endure uncertainty.

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Timing Is Everything: When Should You Claim Social Security?
Social Security Kelly Olczak 1/24/26 Social Security Kelly Olczak 1/24/26

Timing Is Everything: When Should You Claim Social Security?

Claiming Social Security is a permanent decision. Understanding how timing affects your benefits, taxes, and retirement income can make a meaningful difference over your lifetime.

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Planning Considerations During a Serious Illness: What to Review When It Matters Most
Financial Planning Kelly Olczak 1/24/26 Financial Planning Kelly Olczak 1/24/26

Planning Considerations During a Serious Illness: What to Review When It Matters Most

A serious illness can change everything. Reviewing cash flow, insurance, and legal documents can provide clarity and stability when decisions matter most.

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Understanding IRMAA: Medicare Part B & Part D Surcharge Rules
Medicare Planning Kelly Olczak 1/16/26 Medicare Planning Kelly Olczak 1/16/26

Understanding IRMAA: Medicare Part B & Part D Surcharge Rules

IRMAA can raise your Medicare premiums—sometimes significantly. This helpful visual explains who’s affected, how it’s calculated, and how to plan for it.

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Understanding Medicare Eligibility: Who Qualifies for Part A & Part B
Medicare Planning Kelly Olczak 1/16/26 Medicare Planning Kelly Olczak 1/16/26

Understanding Medicare Eligibility: Who Qualifies for Part A & Part B

Not sure if you qualify for Medicare yet? Our “Am I Eligible for Medicare Part A & Part B?” guide walks you through who’s covered, how work credits and citizenship affect eligibility, and what to do if you’re not enrolled automatically. It’s the simplest way to understand your Medicare starting point.

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Understanding Automatic Medicare Enrollment: What Happens (and What Doesn’t)
Medicare Planning Kelly Olczak 1/16/26 Medicare Planning Kelly Olczak 1/16/26

Understanding Automatic Medicare Enrollment: What Happens (and What Doesn’t)

Not everyone is enrolled in Medicare automatically at 65—and assuming you are can lead to costly surprises. Our guide, “Will I Be Enrolled Automatically in Medicare?”, explains who qualifies, when coverage starts, and what to do if you need to enroll yourself. A simple read that can save you time, money, and stress.

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Avoiding Medicare Enrollment Penalties: What You Need to Know Before You Sign Up
Medicare Planning Kelly Olczak 1/16/26 Medicare Planning Kelly Olczak 1/16/26

Avoiding Medicare Enrollment Penalties: What You Need to Know Before You Sign Up

Medicare’s enrollment rules can be tricky—and missing a deadline can lead to permanent penalties. Our “Will I Avoid Medicare Enrollment Penalties?” guide helps you understand when to enroll, what exceptions apply, and how to avoid costly lifetime surcharges. A few minutes of planning now can save thousands later.

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2026 Tax Law Changes: What the OBBBA Means for Your Financial Plan
Tax Planning Kelly Olczak 1/16/26 Tax Planning Kelly Olczak 1/16/26

2026 Tax Law Changes: What the OBBBA Means for Your Financial Plan

The OBBBA permanently changed several key tax rules for 2026 and beyond. This guide highlights the provisions most likely to impact your planning — and explains why revisiting your strategy now matters.

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Should I Consider a Roth Conversion? - A Planning Flowchart
Financial Planning Kelly Olczak 1/16/26 Financial Planning Kelly Olczak 1/16/26

Should I Consider a Roth Conversion? - A Planning Flowchart

A visual guide designed to help you think through the key factors involved in deciding whether a Roth conversion may be worth exploring.

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2026 Financial Calendar
Financial Planning Kelly Olczak 1/16/26 Financial Planning Kelly Olczak 1/16/26

2026 Financial Calendar

A simple reference guide to the most important financial and planning-related dates for 2026.

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Your 2026 Financial Reset Checklist
Tax Planning Kelly Olczak 1/16/26 Tax Planning Kelly Olczak 1/16/26

Your 2026 Financial Reset Checklist

A personal, practical checklist designed to help you review what matters most in your financial life as you move into 2026.

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2026 Important Numbers: What Actually Matters for Your Financial Plan
Tax Planning Kelly Olczak 1/16/26 Tax Planning Kelly Olczak 1/16/26

2026 Important Numbers: What Actually Matters for Your Financial Plan

A thoughtful checklist designed to help you step back, take stock, and decide what deserves attention in 2026 — without pressure or overreaction.

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Should You Review or Change Your Medicare Coverage This Open Enrollment Season?
Medicare Planning Kelly Olczak 10/30/25 Medicare Planning Kelly Olczak 10/30/25

Should You Review or Change Your Medicare Coverage This Open Enrollment Season?

Open Enrollment is the best time to review your Medicare coverage—but most people let their plan automatically renew. Our guide, “Should I Change My Medicare Coverage During Open Enrollment?”, helps you decide whether to stay put or explore better options for your health and budget.

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Understanding My Tax Return: A Simple Guide for Retirees
Tax Planning Kelly Olczak 8/25/25 Tax Planning Kelly Olczak 8/25/25

Understanding My Tax Return: A Simple Guide for Retirees

Your tax return looks different in retirement. This handout simplifies the process by breaking down income sources, deductions, and tax planning opportunities so retirees can feel confident and prepared each year.

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Understanding My Tax Return: A Simple Guide for Working Individuals
Tax Planning Kelly Olczak 8/25/25 Tax Planning Kelly Olczak 8/25/25

Understanding My Tax Return: A Simple Guide for Working Individuals

Your tax return isn’t just paperwork—it’s a snapshot of your financial year. This handout helps working individuals make sense of income, withholdings, and tax breaks so you can file with clarity and confidence.

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Your 2025 Guide to the One Big Beautiful Bill Act Comparison
Tax Planning Kelly Olczak 8/12/25 Tax Planning Kelly Olczak 8/12/25

Your 2025 Guide to the One Big Beautiful Bill Act Comparison

Discover what the 2025 One Big Beautiful Bill Act means for you in this side-by-side comparison guide. Designed to simplify complex legislation, this essential resource empowers smarter financial planning in the new year.

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Your 2025 Financial Cheat Sheet (Now With OBBB Updates)
Tax Planning Kelly Olczak 8/1/25 Tax Planning Kelly Olczak 8/1/25

Your 2025 Financial Cheat Sheet (Now With OBBB Updates)

Need a quick reference for 2025 numbers? This updated two-pager summarizes key tax and planning data post-OBBB—from income thresholds to new deductions—so you can plan with confidence.

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Am I Eligible for the Qualified Business Income Deduction?
Tax Planning Kelly Olczak 6/30/25 Tax Planning Kelly Olczak 6/30/25

Am I Eligible for the Qualified Business Income Deduction?

Curious about the 20% QBI deduction? This guide breaks down who qualifies, what income counts, and how to plan smarter for tax savings.

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