Blog
Retirement Planning Tips for People Close to Retirement
Are you about to retire and looking for clear, practical advice? You’re in the right place. Our blog is designed for people in their 50s and 60s who want to feel confident about retirement and make smart financial decisions before leaving work.
Here’s what you’ll find:
- How to know if you’re ready to retire
- Tax planning strategies to help reduce your lifetime tax bill
- Social Security and Medicare explained in plain language
- and ways to optimize these tools in retirement
- Retirement income planning that fits your lifestyle
- Tips for avoiding the biggest mistakes in your final working years
Retirement isn’t just about money. It’s about what comes next in life. We cover lifestyle planning too, from staying connected to finding purpose - and creating a retirement that’s meaningful and enjoyable.
Our goal: Make retirement planning less overwhelming and a lot more clear for those close to retirement or already on the retirement journey. No jargon, no unnecessary complexity, just practical ideas you can use right now.
Start exploring, and if you want more in-depth conversations, check out our podcast, The Perfect Retirement Plan? at tidepoolwealth.com, Spotify, and YouTube Music.
The perfect retirement plan for you is the one you act on!
Social Security: The $1 Million Retirement Decision Most People Make in 15 Minutes
Social Security: The $1 Million Retirement Decision Most People Make in 15 Minutes By Phillip Smith, TPCP® CRPC® AIF® | Financial Planner | Tidepool Wealth Strategies You are 61, maybe 62. You've been working toward this for a long...
Read MoreWhat Does Financial Planning Actually Mean? (It Depends on Who You Ask)
"Financial planning" can mean almost anything, depending on who you ask. Here's an honest breakdown of the prominent versions of what's actually out there, what to look for, and where we fit in.
Read More3 Reasons Financial Planning Ain't Enough
Financial planning is a great start. But retirement is a different problem than the one most financial planning likes to solve. Here's an honest look at why "good enough" planning may fall short when it matters most.
Read MoreThe Estate Plan That Kept Getting Pushed to "Next Time"
Many pre-retirees have a retirement plan and no estate plan. This post walks through what that gap actually looks like, what gets missed, and what finally made it manageable for one Oregon couple nearing retirement.
Read MoreMost People Have Enough Money to Retire. Almost Nobody Has a Plan to Retire.
Most people approaching retirement have done the saving. What they're missing is the sequence. Three real scenarios show how coordination - not more money - changes everything.
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Retirement Is More Expensive Than You Think
The number gets you to retirement. These four cost categories determine whether you stay there comfortably.
Read MoreI Thought We'd Be Fine. Then My Husband Got Sick.
Jane and Jack had a solid plan. Then Jack had a stroke. Here's what their story reveals about the long-term care gap most pre-retirees don't see coming.
Read MoreWhy the S&P 500 Alone May Not Be Enough for Retirement
The S&P 500 includes some of the world’s best companies, but retirement introduces risks that performance alone can’t solve. Learn how diversification across assets and investment styles helps portfolios survive withdrawals & market stress.
Read MoreWhat is a Roth Conversion, and Why Would I Do That?
Roth conversions sound counterintuitive until you understand why retirees use them. This post explains what a Roth conversion is, when it makes sense, common mistakes, and how it fits into a retirement plan.
Read More"Do I need a financial advisor?" Here's a better question to ask...
A thoughtful look at when financial advice actually matters. This post explores why advice alone doesn’t create outcomes, and how follow-through, coordination, and engagement make all the difference in retirement planning.
Read MoreRetirement Planning: Why Sequence (and Coordination) Matter More than Math
You can save for 30 years and still “miss” retirement if the sequence is off. This post explains why timing matters more than math and how to coordinate Social Security, taxes, withdrawals, pensions, and Medicare.
Read MoreHow to Retire Without Chasing Hot Investing Trends
Hot investing trends are tempting, especially near retirement. This post explains why consistency beats excitement, how trends can quietly damage income and taxes, & how retirees can build confidence without chasing the next big thing.
Read MoreHow to Retire in Oregon Without Losing Sleep
The hardest part of retirement often isn’t the math. It’s the shift from saving to spending. This post explores why withdrawals feel uncomfortable and how retirees build confidence in retirement income.
Read MoreWhat Should I Do With My PERS IAP When I Retire?
Your PERS IAP decision is permanent once your pension starts. This post explains your options, timing traps to avoid, and how IAP choices can affect taxes, Roth strategies, and income flexibility in retirement.
Read MoreHow to Retire Before 65 - Tax-Smart Strategies Before Medicare
Retiring before 65 in Oregon? Learn how to control your income - specifically MAGI - for ACA subsidies, blend tax-free and taxable withdrawals, time COBRA and Social Security, and set up health coverage before Medicare.
Read MoreIs the ACA Subsidy Really Going Away in 2026?
There’s a lot of noise around ACA subsidies. This post breaks down what’s actually changing, what’s still uncertain, and how retirees and pre-Medicare households should plan around it.
Read MoreHow Much Cash Should Retirees Keep in the Bank? (and when is cash a liability?)
Cash feels safe, but too much can hurt your retirement. Learn how much cash retirees should keep, how inflation erodes savings, and how to invest excess cash wisely for lasting income.
Read MoreDoes Infinite Banking Really Work for Retirement?
Infinite Banking: Smart Strategy or Expensive Sales Pitch? By Phillip Smith, CRPC®, AIF® | Financial Planner | Tidepool Wealth Strategies “Be your own bank.” Sounds slick, right? Skip the greedy banks, borrow from yourself, and grow...
Read MoreWhat if the Market Crashes When You Are About to Retire?
Worried about retiring into a market downturn? Learn how to protect income, handle sequence of returns risk, and keep your retirement plan on track even if stocks drop suddenly.
Read MoreShould I Rollover From My Roth 401(k) to a Roth IRA When I'm About to Retire?
Retiring after 59½ with a Roth 401(k)? Learn key rules and when a rollover to a Roth IRA gives cleaner, flexible, tax-free cash flow for your retirement plan.
Read MoreHow Much Money Do I Need to Retire in Oregon
Planning to retire in Oregon? Explore PERS decisions, Social Security taxes, estate laws, and cost of living to understand how much you’ll really need for a secure retirement.
Read MoreMedicare IRMAA (and how to try to avoid it!) in Plain English
Medicare premiums can rise based on income, often years after retirement decisions are made. This post explains IRMAA in plain English and highlights retirement planning strategies that may help reduce surprises.
Read MoreThinking Through Your Oregon PERS Benefit? 7 Key Decisions to Consider
Retiring with an Oregon PERS pension comes with more choices than most people expect. This post walks through the key PERS decisions that shape income, taxes, and long-term flexibility so you can make them with clarity, not pressure.
Read MoreRoth 401(k) After 59½: Should You Rollover to a Roth IRA?
Roth 401(k) After 59½: Should You Rollover to a Roth IRA? By Phillip Smith, CRPC®, AIF® | Financial Planner | Tidepool Wealth Strategies You did the hard part. Years of steady saving, maxing that employer match, and staying in for the...
Read MoreThe Costco Kayak, Priorities, and Retirement Planning
A kayak at Costco taught me a truth: buying a kayak is easy, making time for it is hard. Retirement works the same way! Priorities matter more than impulse buys (especially in retirement planning). Here’s why.
Read MoreForget the 80% Rule: Know Your Real Retirement Income Number Before You Retire
The 80% rule is outdated. Learn how to calculate your real retirement income needs and plan with confidence. Work toward clear income streams, a flexible spending plan, and tough stress tests. Discover how to own your retirement.
Read MoreTariffs Almost Torched the Market - Here's How to Keep Your Retirement on Track
Tariffs cranked market volatility to eleven in the spring. Learn how trade wars can squeeze your retirement, and the four moves every late-career professional should make to keep their plan on track and ready for the rebound.
Read More5 Tips to Boost Your Retirement Savings Fast (Before You Retire)
Close to retirement? These five practical tips can help you grow your savings before you leave work. Catch-ups, Roth conversions, asset location, HSA growth, and bridge accounts can supercharge your retirement savings fast.
Read MoreDo I Need a Financial Advisor for Retirement?
As retirement gets closer, many people ask: “Do I really need a financial advisor, or can I handle this myself?” It’s an important question. In this article, we’ll weigh the pros and cons of DIY planning, and when to hire a professional.
Read MoreHow to Maximize Your HSA for Retirement
Learn how to turn your Health Savings Account into a tax-free retirement powerhouse. Get 2025 HSA limits, HDHP rules, triple-tax advantages, investment tips, delayed reimbursements and a genius IRA-to-HSA transfer strategy.
Read MoreHow to Turn Your Humble HSA into a Retirement Powerhouse
If you’re about to retire and staring down rising health-care costs, your Health Savings Account (HSA) might be the most underrated tool in your kit. Squeeze every drop of value from it without getting tangled in tax jargon.
Read MoreWill I Run Out of Money In Retirement? (And 4 Other Fears)
Worried about running out of money in retirement? Learn how to manage healthcare costs, market crashes, tax burdens, and finding purpose after work. Get clear, actionable strategies to help you retire confidently.
Read MoreWhat to Do with an Old 401(k): Your Best Options
Left an old job? Don’t ignore your 401(k). Here are four smart options for managing that money now, before your retire. Discover smart steps to simplify, save fees, and maximize your retirement savings as you get closer to retirement.
Read MoreShould I Cash Out My Investments and Wait For the Stock Market to Recover?
Should you cash out investments during market volatility? Learn why timing the stock market rarely works, hidden costs of holding cash, and how a thoughtful retirement plan can protect your savings & keep you calm as retirement approaches.
Read MoreInherited an IRA? Here's How to Keep Uncle Sam from Taking a Huge Bite
Inherited an IRA? Learn about the 10-year rule, avoid common tax mistakes, and use a smart 401(k) offset strategy to reduce your tax bill.
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