Ep 269: Retirement planning is Life planning

Retirement planning is not about retirement.
That's the provocation David opens with — and he means it. This episode isn't another checklist. It's a ground-up rethink of what the 5-to-10-year sprint before retirement actually demands: emotionally, philosophically, and financially.
Starting with a question no financial podcast has the nerve to ask — is retirement even a biblical concept? — David works through everything from the psychology of stopping work to the hard mechanics of income portfolios, tax strategy, and the risks that blow up otherwise solid plans.
If you've been coasting toward retirement on autopilot, this episode is the alarm clock.
In This Episode
0:00 — Cold Open
Why the conventional framing of retirement is wrong, and what this episode is actually going to cover.
~3:00 — Is Retirement Even a Biblical Concept?
The word never appears in Scripture. The one exception in Numbers 8, what the parables actually teach about accumulation, and why the biblical model looks more like a pivot than a finish line.
~9:00 — The Behavioral Trap: What Will You Actually Do?
The identity crisis nobody warns you about, retirement depression, underspending vs. overspending, and five questions worth sitting with before you make any financial decisions.
~15:00 — The Purpose Problem: Should You Even Fully Retire?
The happiest retirees David has seen, the financial benefits of partial work, and why "retire to something" beats "retire from something" every time.
~20:00 — Business Owner or Employee: The Decisions Are Different
W-2 employees: catch-up contributions, pension options, the healthcare gap before Medicare, Social Security timing. Business owners: exit planning, retirement plan vehicles, tax-efficient value extraction, and the concentration risk problem.
~26:00 — Accumulation vs. Distribution Portfolios
Why the portfolio that built your wealth can destroy your retirement. Sequence of returns risk explained plainly — same average return, completely different outcomes.
~29:00 — The Bucket Strategy
Three buckets, three time horizons, one framework that eliminates panic selling. How Bucket One is your shock absorber and why Bucket Three can still be aggressive.
~32:00 — Roth vs. Pre-Tax: The Great Debate
It's almost always "and," not "or." Tax diversification, the Roth conversion window, and why business owners have unique opportunities here.
~35:00 — The Risks Nobody Wants to Talk About
Longevity risk (you live longer than your money does) and long-term care (70% of retirees will need it). What hybrid products exist now and why waiting to have this conversation is itself a costly decision.
~38:00 — Spend on Experiences While You Can + Legacy Planning
The go-go, slow-go, no-go framework. Why retirees wait too long. Legacy basics: beneficiary designations, powers of attorney, donor-advised funds, and the "talk while you can" imperative.
Key Takeaways
🔑 Retirement isn't in the Bible — and that matters. The concept is newer than sliced bread. The biblical model is transition, not cessation — shift how you contribute, not whether you do.
🔑 Your identity is a retirement risk. High achievers and business owners are most vulnerable. "What will I actually do?" is a harder question than "do I have enough money?"
🔑 Sequence of returns can break a perfect plan. Two retirees with identical savings and identical average returns can have completely different outcomes depending on when the market drops.
🔑 Business owners: exit planning = retirement planning. If your business is your biggest asset, these aren't two separate conversations. A business not ready to sell will either sell for less — or not sell at all.
🔑 Tax diversification beats the "Roth vs. pre-tax" debate. The real goal is options in retirement. The 5–10 year window is your best opportunity for strategic Roth conversions before RMDs arrive.
🔑 Spend on experiences in the go-go years. Health isn't guaranteed. Build experiences into the plan intentionally. A financial plan that doesn't include living is just a savings plan with extra steps.
Who This Episode Is For
- Business owners 5–10 years from exiting or stepping back
- Corporate employees who haven't looked closely at their 401(k) allocation in years
- Anyone who has defined themselves by their work and hasn't thought through what comes next
- Couples who haven't had an honest conversation about what their retirement actually looks like
- Anyone sitting on a large pre-tax balance wondering if Roth conversions make sense
- People who have delayed the long-term care conversation because it feels too far away
Referenced Concepts
- Numbers 8:23–26 — The Levite transition model: step back from heavy labor at 50, continue in a support and advisory role.
- Luke 12 / Matthew 25 — The Rich Fool and the Parable of the Talents. Neither endorses accumulation for its own sake.
- Sequence of Returns Risk — Why the timing of market losses matters enormously in distribution, not just the average return over time.
- The Bucket Strategy — Short-term (1–3 yrs, cash/stable), medium-term (3–10 yrs, moderate growth), long-term (10+ yrs, growth-oriented).
- Go-Go / Slow-Go / No-Go — The three phases of retirement spending and why the go-go years are the time to invest in experiences.
- Roth Conversion Window — The years between retirement and RMDs/Social Security can offer a unique opportunity to convert pre-tax assets at lower effective tax rates.
Work With David
📅 Book a Vision Call — A free 20-minute conversation about where you are and what you actually need. No pitch. Just honest planning.
👉 weeklywealthpodcast.com/vision
📊 Take the Sellability Score (business owners) — A 20-minute assessment that shows where your business stands from a buyer's perspective — even if you're 10 years out.
👉 weeklywealthpodcast.com/sellabilityscore
About David T. Chudyk, CFP®
David is a fiduciary financial advisor and Certified Financial Planner® based in Seneca, SC, operating under Parallel Financial, LLC. He works with business owners, high earners, and wealth-builders who want their financial decisions to positively impact their lives — and the lives around them.
This podcast is for informational and educational purposes only and does not constitute personalized investment, tax, or legal advice. Advisory services offered through Parallel Financial, LLC, a Registered Investment Advisor.
00:00 - Untitled
00:00 - Introduction to Retirement Planning
00:53 - Understanding Retirement Beyond the Numbers
10:52 - Transitioning into Retirement: Exploring Financial Strategies
17:24 - Transitioning from Accumulation to Distribution
21:45 - Understanding Retirement Income Strategies
28:31 - Legacy Planning: The Gift of Values
Today I'm going to give you some things that you should be thinking about with regard to your retirement planning.
Speaker ASome of these are probably some things that you hadn't thought about and I hope that you find it really valuable.
Speaker AAnd here we go.
Speaker AWelcome to the weekly wealth podcast.
Speaker AI am certified financial planner David Chudick.
Speaker AThis podcast and my wealth management practice are both designed to help the mass affluent to live better lives by how they handle their money.
Speaker AWe talk about financial strategies, prosperous mindsets, and simply how to build true wealth.
Speaker ASo come on and let's enjoy this journey together.
Speaker AWe're going to get going into this retirement planning episode, but like always, if you're getting any value from the show, please like and subscribe on the platform that you're listening to it on.
Speaker AAnd also check out YouTube.
Speaker AWe'll put the put the link in the show notes, check out our Instagram page and check out our Facebook group.
Speaker AAlright, so we're talking retirement.
Speaker AWe're talking about what does retirement planning actually look like?
Speaker AAnd in most cases people are thinking, well, how can I grow my 401k more?
Speaker AHow can I do these things?
Speaker AAnd yes, that's part of it.
Speaker ABut here's what nobody is really telling you.
Speaker ARetirement planning is not only about retirement.
Speaker AI know that's kind of a weird statement, but let me explain what I'm talking about.
Speaker AIf you're five to 10 years from what you think retirement looks like, whether that's stepping away from your business, leaving your corporate gig, or just finally having control of your calendar, then this episode is for you.
Speaker ABecause the next 30ish minutes we're going to talk about the stuff that actually matters.
Speaker ANot just the, you know, max out your 401k.
Speaker AYou know, that's fine.
Speaker AThe 6040 portfolio, yeah, that's fine.
Speaker AThat's kind of bumper sticker stuff.
Speaker ABut we want to talk about like actual retirement planning because retirement planning really is life planning or at least planning for that stage, stage of life.
Speaker ANow, I want to start with a question and work with me here.
Speaker AAnd you may not have the same beliefs as I do and that's totally okay.
Speaker AI want to ask you a question that maybe no financial planner has ever asked you.
Speaker ANow, I'm a Christian, I'm a believer.
Speaker AIf you're not, that's totally cool.
Speaker AI still hope that you listen to the podcast, but a lot of what's in the Bible is just wise advice anyway.
Speaker ASo I know you probably didn't expect to hear this in a financial podcast, but is retirement even biblical?
Speaker ASo one simple observation is that the word quote, retirement does not appear anywhere in the Bible, not once.
Speaker ANot the idea of reaching a certain age and stopping working and shifting into a life of leisure, that kind of started in the 20th century.
Speaker ASocial Security, and we talked about that a couple weeks ago, was created in 1935.
Speaker ASo the concept of a fixed retirement age is younger than sliced bread.
Speaker ALiterally.
Speaker ASliced bread came out in 1925, 28, and the Social Security system came out in 1935.
Speaker ANow, here's an exception, okay?
Speaker AThe closest the Bible comes is in Numbers eight, where the Levites serving in the tabernacle were required to step back from heavy physical labor at age 50.
Speaker ABut here's the thing.
Speaker AThey didn't stop.
Speaker AThey shifted into a support and an advisory role for the younger Levites.
Speaker AThey transitioned, but they didn't disappear.
Speaker AThat's not retirement as we think of it.
Speaker AThat's a change in how you contribute, not whether you contribute.
Speaker AWork was always part of the design.
Speaker ASo in Genesis, before the fall, before anything went sideways, Adam was placed in the garden to work it and keep it.
Speaker AWork wasn't a punishment.
Speaker AThe toil and frustration of the work became part of the curse.
Speaker ABut work itself, that was always part of the design.
Speaker AThere's lots in Proverbs.
Speaker AProverbs is relentlessly pro diligence.
Speaker AAnd then Paul writes in Second Thessalonians, and I'm paraphrasing, but barely.
Speaker AIf a man will not work, he shall not eat.
Speaker AThat's pretty direct, even by, like, weird podcasting standards.
Speaker ASo hear me when I tell you this.
Speaker AI'm not saying that retirement is sinful.
Speaker AOf course it's not.
Speaker ABut the Bible affirms rest, right?
Speaker AThe Sabbath principle runs throughout Scripture, and there's nothing that glorifies grinding yourself into the ground.
Speaker AThe point isn't that you can never stop working.
Speaker AAnd I think this is an individual question.
Speaker ABut the point is that framing retirement as the finish line, the whole point of everything that you've been building is a pretty modern day, pretty secular idea that doesn't have deep roots in biblical framework.
Speaker AThe more defensible vision looks like transition, not cessation.
Speaker AShift what you do, change how you contribute, move from heavy lifting to an advisory role, but stay in the game in some form, in some capacity, as long as you have something to give.
Speaker ANow, that's just what I think.
Speaker AAnd I'd be really interested in what your thoughts are as far as retirement.
Speaker AAll right, so, you know, I love talking about behavioral factors with money decisions.
Speaker ASo let's think about Retirement planning.
Speaker ANot really.
Speaker AOnly about numbers and portfolio and tax strategy planning.
Speaker ABut let's think about it as life planning, or at least planning for a chapter of life.
Speaker ASo what are you going to do if you retire?
Speaker ARight.
Speaker ALet's assume that you're still in good health.
Speaker AWhat are you going to do?
Speaker ANow, I'm not asking the brochure version.
Speaker AI'm not asking about, quote, travel and spend time with family.
Speaker AEverybody does that.
Speaker AI'm asking you like the first day that you don't have somewhere to go, what are you going to do?
Speaker AWhat are you going to do Tuesday at 11:00am when you have no meetings, no deadlines, no one who needs you, and you've already had your coffee with your circle of friends, then what?
Speaker ABecause something that research backs up and that I see in real conversations with clients is a lot of people, especially the high achievers.
Speaker AThese are the business owners.
Speaker AThe people have defined themselves by what they do.
Speaker AThe people who have built thing, they struggle enormously in retirement.
Speaker AThey may not struggle financially, although when you have a lot of free time, there's a lot of time to spend money.
Speaker ABut they sometimes struggle emotionally, psychologically.
Speaker AWhen your identity is wrapped up in your work, you know, your title, your company, your clients who need you, your reputation, stepping away from that can feel like stepping off of a cliff.
Speaker AThere's a real phenomenon of retirement depression, of people who are looking forward to finally relaxing and then finding out that an unstructured time feels like a lot of emptiness.
Speaker AAnd then there are some spending behavior, surprises.
Speaker ASo some people, when they first retire, they're thinking like, I saved my whole life for this and they can't bring themselves to spend money.
Speaker AThey feel guilty and they're afraid that they're going out, they're going to run out of money.
Speaker ASo they live more restrictive lives than their balance sheet would actually allow.
Speaker AThen they're the opposite.
Speaker AThere's the people who overspend in the first two or three years, so they're thinking, oh, I'm still healthy, I'm going to take these trips, I'm going to do all these things while health is good and everything feels excited.
Speaker ABut then maybe they get worried about the later years because they're worried that they might run out of money because they spent a lot of it.
Speaker ASo the point is here, your behavior with your money in retirement will never be purely rational.
Speaker ANone of our money planning behaviors are ever purely rational.
Speaker ARight?
Speaker AIt never is.
Speaker AAnd if nobody has helped you to think through what you're actually retiring to, not just from That's a gap in your planning.
Speaker ASo here are some questions I'd encourage you to actually sit with, to talk about, and to think about.
Speaker ASo what does a good day look like for me without work?
Speaker AWho am I when I'm not in my job title?
Speaker AThat's a good one, I think.
Speaker AWhere does my sense of purpose come from?
Speaker AAnd will I still have access to that in retirement?
Speaker AWhat do I want more of, what do I want less of?
Speaker AAnd does my spouse or partner have the same vision of retirement than I do?
Speaker AAnd this one actually breaks up a lot of plans.
Speaker ASo these aren't soft questions.
Speaker AThey aren't very.
Speaker AThese aren't soft questions.
Speaker AThey have very hard financial consequences.
Speaker ABecause someone who retires without answers to these is a lot more likely to go back to work within two years, make expensive, impulsive decisions, and simply be miserable while sitting on a perfectly good balance sheet.
Speaker ASo that brings me to a question that I'll ask a lot of clients and it sometimes gets me a surprise look.
Speaker ASo do you actually want to stop working or do you want to stop doing what you're doing now?
Speaker ABecause those are two really different things.
Speaker ASo the happiest retirees that I've seen are not the ones who stopped doing everything.
Speaker AThey're the ones who stopped doing the things they didn't want to do and kept doing the things that gave them energy.
Speaker AMaybe that's consulting for two or three clients a year instead of running a full practice.
Speaker AMaybe it's sitting on a board.
Speaker AMaybe it's teaching.
Speaker AMaybe it's coaching.
Speaker AMaybe it's mentoring.
Speaker AMaybe it's volunteering for something that matters to you.
Speaker AMaybe it's building the thing you always wanted to build but couldn't because you were busy building someone else's thing.
Speaker AFor business owners especially, there's an interesting transition available.
Speaker AYou can sell or transfer your business and still stay involved in a capacity that energizes you rather than exhausts you.
Speaker AThat might be a consulting arrangement part time.
Speaker AIt could be a board seat.
Speaker AThat's not a failure to retire.
Speaker AThat's intentional design.
Speaker AAnd yes, there are very real financial implications here.
Speaker AIf you work even part time in early retirement, even at a fraction of your peak income, it can dramatically reduce the amount you need to draw from your portfolio in those critical early years.
Speaker ARemember the sequence of returns risk that we talked about a few weeks ago?
Speaker AEven earning modest income in year one or two of retirement gives your portfolio portfolio time to breathe.
Speaker A8.
Speaker AAlso delay Social Security, which for most people increases the monthly benefit.
Speaker AAnd that matters more than people realize when you're thinking about a 20 to 25 year retirement.
Speaker ASo the bottom line is here.
Speaker AI'm not saying not to retire.
Speaker AI'm saying be intentional.
Speaker AYou hear me use that word all of the time.
Speaker AIntentionality.
Speaker ABe intentional about what you're retiring to have a plan for your time the way you have a plan for your money.
Speaker AThe financial plan is actually the easier part.
Speaker AThe life plan is harder.
Speaker AAnd it matters more because when it comes down to it, I know a lot of people like playing golf.
Speaker AA lot of people like playing pickleball.
Speaker ABut how much golf and how much pickleball can you play?
Speaker BDid you know almost half of all business owners will hit the same stumbling block?
Speaker BThey become the primary revenue driver for their company.
Speaker BThe Rainmaker Avoid the downhill trap of becoming the Rainmaker and make the transition to architect of your business.
Speaker BDownload the free ebook the Rainmaker's dilemma by visiting www.weeklywealthpodcast.com on rainmaker again that is www.weeklywealthpodcast.com rainmaker so we've talked about.
Speaker AWhat retirement means for your identity and for your purpose.
Speaker ANow let's really talk about some financial strategies.
Speaker ALet's bring on the financial side and before we get into portfolios and tax strategies, I want to spend a few minutes on something that matters a lot, depending on where your income actually comes from.
Speaker ABecause if you're a business owner, the five to 10 years before the retirement look fundamentally different than if you're a W2 employee.
Speaker ANot slightly different, fundamentally different.
Speaker AAnd most retirement content treats everyone the same, which is a problem.
Speaker ASo let's start with the employee picture because in some ways it's more straightforward, though it doesn't mean it's simple.
Speaker AIf you're a corporate employee or working for someone else.
Speaker AYour key pre retirement decisions tend to focus on a few things.
Speaker AFirst, your retirement accounts.
Speaker AAre you maximizing your 401k contributions, including catch up contributions?
Speaker ASo if you're over 50, the IRS lets you put in an extra 7,500 on top of the standard limit.
Speaker AAre you in the right investment allocation inside the plan or are you still at the default target date fund you signed up for in year one without really thinking about it now?
Speaker ASecond, your benefits.
Speaker ARight?
Speaker APensions, if you're lucky enough to have one.
Speaker ADo you understand the payout Options?
Speaker ALump Sum vs. Annuity Survivorship Benefits?
Speaker AThese decisions are are often irreversible and many people make them without fully understanding what they're choosing.
Speaker ANow Here's a big one your health care right.
Speaker AIf you retire before age 65, you may lose your employer sponsored health insurance.
Speaker AAnd if you're not yet eligible for Medicare, the gap, you know, sometimes can be for a few years, has to be covered somehow.
Speaker AThe ACA Marketplace plus COBRA and a spouse's plan, they all have potentially high cost implications that should be in your retirement income projections right now.
Speaker AAnd fourth, and remember, we did an episode on this a few weeks ago.
Speaker AYour Social Security timing.
Speaker AYou can claim as early as age 62, but every year you wait up to age 70 increases your benefit permanently.
Speaker AThe break even math, the psychological aspects of Social Security, your health and other income sources impact which decision you should make.
Speaker AThis is one of the most consequential and irreversible decisions in retirement planning, and most people make it based on gut feel.
Speaker ANow, if you're a business owner, the list gets longer and more complex and the stakes are higher.
Speaker ABecause for most business owners, the business is the largest asset on their balance sheet, sometimes the only significant asset.
Speaker AThat means Retirement planning and exit planning are not two separate conversations.
Speaker AThey are the same conversation.
Speaker ASo I'm going to say that again because this is really important.
Speaker ARetirement planning and exit planning are not two separate conversations.
Speaker AThey are the same conversation.
Speaker AThe first big question what happens to the business?
Speaker AAre you going to sell it?
Speaker AMaybe to a third party, maybe to a competitor, maybe to a private equity group?
Speaker AAre you transitioning it to a family member or key employee?
Speaker AAre you winding it down?
Speaker AEach of those paths has completely different financial outcomes, different tax implications, different timelines.
Speaker AAnd each requires preparations that may take several years, not months.
Speaker AA business that isn't ready to sell, that's too dependent on the owner, that doesn't have documented systems and processes, that doesn't have a management team that can run without you will sell for significantly less than 1 that is or 1 sell at all.
Speaker AI've seen both.
Speaker ANeither is what the owner had in mind when they were building it.
Speaker ASecond, your retirement savings structure.
Speaker ABusiness owners have access to some of the most powerful retirement savings vehicles available.
Speaker ASolo 401k SEPA RAS defined benefit cash balance plans.
Speaker AIn the right situation, a cash balance Plan combined with 401k can allow a business owner to contribute 200 to $250,000 or more in tax deductible retirement contributions.
Speaker ABut you have to set these up intentionally and you have to do it while the income is still there to fund them.
Speaker AAnd third, how do you extract value from the business tax efficiently?
Speaker AThe sale of a business can be a massive taxable event.
Speaker AOr it can be structured to significantly reduce the tax hits through installment sales, qualified stock, business stock exclusion, charitable strategies, or the structure of the deal itself.
Speaker AThis is not a decision to make in the closing room.
Speaker AThis is a multi year planning conversation that you and your financial team should be thinking about together.
Speaker AThat'll include your cpa, your attorney, and your financial advisor.
Speaker AAnd fourth, this is the one that trips up a lot of people is the concentration risk problem.
Speaker AIf most of your net worth is tied up in your business, you are not diversified.
Speaker AYou have a single asset that can evaporate.
Speaker AA key employee leaves, a market shifts, a lawsuit happens.
Speaker AThe business that was going to fund your retirement is suddenly worth a fraction of what you planned.
Speaker ADiversifying while you build systematically pulling money out of the business into a separate investment portfolio is the hedge against risk.
Speaker AMost business owners delay it.
Speaker AThat's a mistake.
Speaker ASo here's what both groups share.
Speaker AThe decisions that you make in the five to ten years before retirement.
Speaker AThese are not housekeeping and these are decisions.
Speaker AThe one that will determine what your retirement actually looks like.
Speaker AAnd most of them have a clock on them.
Speaker AWhether you're an employee or business owner, the worst thing you can do is assume that you'll figure it out when you get there.
Speaker AWhen I get there is now five years goes by fast, so start thinking about these things.
Speaker ALet me know if you have any questions.
Speaker AEmail me davidarallelfinancial.com now.
Speaker AI'll often have somebody ask me, hey, I'm going to retire in a few years.
Speaker AWhat are you seeing with the markets in the next few years for someone who's retiring?
Speaker AAnd let's start by thinking about some different mindsets.
Speaker AWe should have the accumulation mindset and the distribution mindset and they're completely different.
Speaker ASo for most of your working life, you've been in accumulation mode.
Speaker AYou're thinking, hey, save money, invest it, let it grow, don't touch it.
Speaker AWrite out the dips, buy the dip.
Speaker AIf you're feeling spicy, the math is on your side because time is on your side.
Speaker AWhen the market drops 30%, you feel terrible.
Speaker ABut if you're 40 years old and that money isn't coming out for 20 years, that's just volatility.
Speaker AAnd the volatility is actually your friend.
Speaker ABecause you can buy a dip, you're buying more shares at lower prices.
Speaker AYou're compounding on a bigger base.
Speaker ABad years in accumulation mode are annoying, but they're actually not catastrophic and you can take advantage of them.
Speaker ANow, the distribution mindset is Completely different.
Speaker AThe moment you start pulling money out of your portfolio to live on, the rules change and they change dramatically.
Speaker ANow there's a concept called sequence of return risk.
Speaker AAnd this is one of the most underappreciated dangers in all of retirement planning.
Speaker AHere's how it works.
Speaker ASo imagine you have two retirees, the same amount saved, same average return over their retirement, but one of them retired right before a big market crash and the other right after.
Speaker AOne, the person who retired before the crash who had to sell shares at a low price just to pay their bills, they could run out of money.
Speaker AThe person who retired already experienced a crash.
Speaker ANow their portfolio is rebounding while they draw from it.
Speaker ASame average return, completely different outcomes.
Speaker AThat's sequence of returned risk.
Speaker AAnd that's why a portfolio built for accumulation, having equities focused on maximum growth, can be extremely dangerous in the early years of distribution.
Speaker ASo what should a distribution portfolio look like?
Speaker ANow, I don't like blanket statements and I don't think there's ever a rule that works for everybody.
Speaker ABut let's talk very generally here and make sure that you're looking at your own situation.
Speaker ANow, we're going to talk very generally, but make sure that you're working with your financial advisor to ensure that your distribution portfolio is structured properly for you.
Speaker ASo it's not that you suddenly become risk averse or moving every, or that you should move everything to bonds and just start praying.
Speaker AThat's the other mistake.
Speaker AIt's that you become intentional about.
Speaker AWhen different money gets used and you build a portfolio to protect against sequence of return problems, you start thinking about time horizon.
Speaker AMoney you need in the next two to three years needs to be stable.
Speaker AMoney you won't touch for 10 years can still be working hard.
Speaker AThe transition from accumulation to distribution is really about layering those time horizons.
Speaker AWhich actually leads us to a bucket strategy.
Speaker AAnd this is one of the clearest mental frameworks that exists for helping people to understand how retirement income actually works.
Speaker AAll right, so bucket one, this is your short term money.
Speaker AThink about it as your operating account for retirement.
Speaker AThis is one to three years of living expenses in cash or very low risk assets.
Speaker AMaybe money markets, short term treasuries, something that really can't lose 20% right now when you need to write a check to pay for your property taxes or your mortgage or groceries.
Speaker ASo why does this matter?
Speaker ABecause when the market drops, and we all know that it will, we just don't know when you don't have to sell anything, you're drawing from Bucket one, while everything else has time to recover.
Speaker AThis is what prevents panic selling.
Speaker AThis is what protects against secrets of returns risk.
Speaker ABucket one is your shock absorber.
Speaker ANow bucket one isn't sexy.
Speaker AYou can't go tell your friends that bucket one earned 30% or that you had some highly appreciated appreciating asset in bucket one.
Speaker ABut bucket one is the one that helps you to sleep at night.
Speaker ANow bucket two is your medium term bucket.
Speaker AMaybe for three to ten years out, a moderate mix, maybe some bonds, some lower volatility equity, maybe some income generating investments.
Speaker AThe goal here is a slow steady growth with less drama.
Speaker AAs you spend down bucket one, you're refilling it from bucket two.
Speaker ANow bucket three is your long term growth bucket.
Speaker AThis is the money you don't need for a decade or more.
Speaker AThis can still be invested, maybe somewhat aggressively.
Speaker AThis should have equities, growth, assets, whatever matches your risk tolerance because you have time.
Speaker ATime is a great equalizer in investing.
Speaker AAnd even in retirement you could have 20, 25 or 30 years of investment Runway.
Speaker ABucket three is where that money lives.
Speaker ASo the beauty of this framework, beyond just the math, is that it gives you psychological clarity.
Speaker AYou're not staring at your brokerage account in a down market wondering if your retirement is on fire.
Speaker AYou know, bucket one is full, you're fine for the next two or three years.
Speaker AThat's emotional stability is worth considering.
Speaker ANow the other thing to think about is should you, in addition to your Social Security position some of your assets to where they'll give you a guaranteed income.
Speaker AAll right, so talk to your financial advisor about that or ask me, email me davidarallel Financial and let's talk about if some of your investments should produce a guaranteed income.
Speaker AI want to spend a few minutes talking about Roth versus Pre tax.
Speaker AEverybody wants a pre tax account while you're in your accumulation period because you're getting a tax deduction on the way in.
Speaker AAnd then everybody wants a Roth because the money comes out tax free.
Speaker ANow before we get into this, we're really just talking about this in general.
Speaker AI've done other podcasts about it and this is a very important decision to think about when Roth conversions may work for you and when they're appropriate.
Speaker ABut people will ask me, is a Roth IRA or a pre tax IRA better?
Speaker AAnd really the question isn't quote, which one is better, it's what's your tax situation going to look like in retirement?
Speaker AAnd part of that is like I don't really know.
Speaker ANobody can tell the future.
Speaker ANobody will Know what the tax rates are?
Speaker ATax laws change all the time.
Speaker AYour income may change, but what's your best guess on what your tax rate will be in retirement compared to now?
Speaker ASo if you're five to 10 years out, you may be sitting on a significant pre tax balance.
Speaker AAnd here's something worth at least having a conversation about.
Speaker AThe years between now and when you start taking Social Security and required minimum distributions could be a window to do strategic Roth conversions.
Speaker AAnd why is this?
Speaker ABecause right now you have income generating years where you're in a relatively known tax bracket.
Speaker AOnce you're in retirement with RMDs, those are required minimum distributions kicking in, plus Social Security, you may have less flexibility.
Speaker ASome people, especially business owners winding down, have years where their taxable income is unusually low.
Speaker AAnd those are prime years potentially for Roth conversions.
Speaker ASo I'm not saying to convert everything, I'm saying to think about tax diversification in the same way that you think about investment diversification.
Speaker ADifferent buckets, different tax treatments and options in retirement.
Speaker AMake sure that you understand the Roth conversion rules.
Speaker AAnd if it does generate a significant tax consequence, make sure that you're planning for it so that you can handle that easily when you file your tax return in the following year.
Speaker AFor the current year.
Speaker AAnd if you're a business owner and a lot of our listeners are, your retirement tax situation can look wildly different from a W2 employee.
Speaker AYou may have the ability to do a Roth conversion in the year where your business income was lower.
Speaker AYou may have a SEP IRA or Solo 401K that's loaded with pre tax dollars because those have high limits.
Speaker AThis is absolutely worth running through a tax projection with someone who does actual planning, not just preparation.
Speaker ASo let's spend a few minutes on some of the things that can blow up an otherwise solid retirement plan.
Speaker ANow, I like to ask my clients and even prospects, what are two or three things that if they happened or maybe if they didn't happen, could cripple you financially?
Speaker AAll right, so these bring up the conversation of risks.
Speaker AOne of the risks that I hear people talk about is longevity risk.
Speaker ABut in plain English, that's living longer than your money does.
Speaker AAnd before you say, well, I'll probably only live to 80, let me stop you right there.
Speaker AIf you make it to 65, your statistical life expectancy is closer to 85 or 87, sometimes into your 90s.
Speaker AAnd if you're a couple, the odds that one of you lives into your late 80s or beyond are very high.
Speaker AOf course, modern medicine is advancing and keeping us alive longer.
Speaker ASo a lot of us may live into our 80s, 90s and maybe more.
Speaker AOkay, so this is why the portfolio conversations matter.
Speaker AThis is why Roth conversions matter.
Speaker AThis is why Social Security timing matters.
Speaker AThis is why maybe some guaranteed income scenarios matter.
Speaker ABecause the compounding effect of good decisions over a 30 year retirement is enormous.
Speaker AAnd so is the compounding effect of bad ones.
Speaker ANow another risk is long term care.
Speaker ARoughly 70% of people over age 65 will need some sort of long term care.
Speaker AAnd we'll let those numbers sit for just a moment.
Speaker A70%.
Speaker AAnd we're talking about assistance with activities of daily living.
Speaker AThese are bathing, dressing, eating, moving around.
Speaker AWhether it's in your home or in an assisted living facility.
Speaker AThese costs can be significant and they could be anywhere from 4 to 10, 15, $20,000 a month.
Speaker ANow, we're not going to spend a whole lot of time talking about the different types of long term care insurance and planning.
Speaker ABut again, talk to your financial advisor, listen to our episodes where we've talked about long term care planning and make sure that you're being purposeful with long term care planning.
Speaker ANow here's an indirect risk that I like to talk to clients about and that's risking the healthy years of retirement and not having enough fun, not doing the things that will build memories and that you can look back on.
Speaker ASo you could think about kind of the framework called the go go, the slow go and the no go phases of retirement.
Speaker AThe go go years are the early years of retirement.
Speaker AYour health is relatively good, your energy is higher, you can travel, you can hike, you can chase your grandkids around the yard.
Speaker AThese are the years that many people like to spend money on.
Speaker AExperiences.
Speaker AThen you typically have the slow go years.
Speaker AMaybe you're still doing things, but you have less adventure for travel.
Speaker AYou're maybe physically not able to be as active and your spending will often shift in this phase.
Speaker AThen you come to the no go years and most of us reach that.
Speaker AAnd that's where health may significantly limit what you do.
Speaker ASo you're no longer able to hike through Europe or do things like that.
Speaker ABut your healthcare spending often rises.
Speaker AHere's why this matters.
Speaker AA lot of retirees wait.
Speaker AThey save, save, save, save, save for decades and they retire.
Speaker AAnd then they keep saving, they keep protecting.
Speaker AThey delay the trip to Italy because we'll do it next year.
Speaker AThey don't take the grandkids to Disney because maybe we'll do it when we're more settled or maybe when my portfolio grows a little bit and Then some of them wait too long.
Speaker ADon't we all know that couple who had the money and the plan, but not the health when it was finally the right time?
Speaker AThat's not financial planning.
Speaker AThat's a life planning failure.
Speaker AAnd I take that serious because you've heard me say it every episode.
Speaker AI believe that how we handle our money should positively impact our lives and the lives of those around us.
Speaker AAnd that's really what I want this podcast and my wealth management practice to do for the listeners and for my clients.
Speaker ASo in the go go years, make sure you're spending on experiences.
Speaker ABuild that into the plan.
Speaker AA financial plan that doesn't include living is just a savings plan with extra step.
Speaker AOur last topic and we're covering a lot today, and this is legacy planning.
Speaker AAnd this is not just like who gets my stuff?
Speaker AIt's the intentional conversation about what you want your wealth to do after you're gone and sometimes maybe even before you're gone.
Speaker ASo the basics that you need to work with your attorney about, you know, do you need a will and trust?
Speaker AA will or a trust that reflects your current wishes, not the ones from 20 years ago before you had a business or grandkids.
Speaker AAre your beneficiary designations on every retirement account, life insurance policy and annuity?
Speaker AAre they correct?
Speaker AOr do you have your first wife or your first spouse as a beneficiary on your life insurance and that's not your current wish?
Speaker AWe're all one heartbeat away from it being too late to fix.
Speaker AAll right, so check out your beneficiaries.
Speaker AMake sure your powers of attorneys are updated and make sure your health care directive or living will is updated so your family isn't making these really difficult decisions during a crisis.
Speaker ASo those are the basics, but legacy is really about your values.
Speaker AWhat do you want your money to say about who you are?
Speaker ASome families do annual gifting to reduce estate size while they're still alive to see it, appreciate some set up donor advised funds for charitable giving with serious tax advantages.
Speaker ASome use life insurance strategically to create tax free wealth transfer to the next generation.
Speaker ABusiness owners may be thinking about transferring the business to a family member or key employee.
Speaker AThat's a whole separate conversation.
Speaker ABut there's also what I'd call the talk while you can element of legacy planning.
Speaker ATell your family what you have, where it is, what you want done with it.
Speaker AThe number of family who discover a parent's financial picture only after they've passed is high.
Speaker AThis leaves the children and the family members may be confused unprepared and sometimes even at odds with each other because large sums of money sometimes can create weird emotions and animosity between siblings.
Speaker ASo legacy planning is not morbid, it's generous.
Speaker AIt's most genuinely loving things you can do for the people you care about.
Speaker AAll right, everybody, so we've covered a lot of ground today.
Speaker AThis is a longer than average episode.
Speaker ABut let's do a quick pass of what we talked about.
Speaker AThe 5 to 10 year window before retirement isn't the home stretch where you coast.
Speaker AIt's arguably the most important planning window you have.
Speaker AIt's when your portfolio needs to shift from accumulation to what will distribution portfolios look like.
Speaker AIt's when the bucket strategy starts to matter.
Speaker AMaybe you start thinking about Roth conversions.
Speaker AAnd it's not just financial planning, it's life planning.
Speaker AAnd then once you retire, it's time to build an experience.
Speaker ADon't wait for the perfect time.
Speaker AThere is no perfect time.
Speaker AThere will be now, and then there will be later.
Speaker AAnd later is never guaranteed.
Speaker ASo if any of this resonated with you and you're in that five to ten year window and thinking I should actually sit down and look at this, I'd love to talk.
Speaker AA Vision call is a 20 minute conversation where we look at where you are and what you actually need.
Speaker AThere's no pressure, no pitch, just an honest conversation.
Speaker ASo head to www.weeklywealthpodcast.com vision to schedule that.
Speaker AAnd if you're a business owner, if part of your retirement picture includes eventually selling your business, I'd also encourage you to take the Sellability score assessment.
Speaker AIt takes about 20 minutes and it gives you a genuinely useful snapshot of where your business stands from a buyer's perspective.
Speaker AEven if you're 10 years out, knowing your number changes how you make your decisions.
Speaker ANow that's www.weeklywealthpodcast.com.
Speaker AThank you for spending your time with me.
Speaker AIt is such a privilege to build this community and to share this information.
Speaker AYou I hope it was worth your time.
Speaker AAnd if it was, tell someone about the show, share the episode, leave a review.
Speaker AIt's the best way that you can support the show.
Speaker AAll right, everybody, I'm David Chudick.
Speaker AThis is the Weekly Wealth Podcast.
Speaker AHave a blessed week.
Speaker BThe information presented on this podcast is for general educational purposes only and does not constitute financial investment, legal or tax advice.
Speaker BParallel Financial is registered with the U.S. securities and Exchange Commission SEC as a registered investment advisor.
Speaker BRegistration does not imply a certain level of skill or training, nor does it constitute an endorsement by the sec.
Speaker BAll investing involves risk, including the potential loss of principal.
Speaker BPlease consult a qualified financial professional before making any financial decisions.







