1715 Treasure Coast Financial Wellness with Thomas Davies
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1715 Treasure Coast Financial Wellness with Thomas Davies
Investing $2M+: 7 Portfolio Moves You Must Make in H2 2026
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Imagine waking up on New Year's Day, you know, pouring your morning coffee and suddenly realizing the government just laid claim to millions of dollars of your family's wealth.
SPEAKER_01Right. Which is a terrifying thought.
SPEAKER_00Oh, absolutely. And not because the stock market crashed overnight or uh because your business failed.
SPEAKER_01No, just a pure administrative disaster.
SPEAKER_00Exactly. Purely because you didn't file the right paperwork by December 31st. So, welcome to the deep dives. Today is July 1st, 2026.
SPEAKER_01Halfway through the year.
SPEAKER_00Halfway through. The second half is officially started. And well, the clock is loudly ticking on some of the most massive financial deadlines of your lifetime.
SPEAKER_01It really is a critical juncture right now. I mean, the rules of wealth preservation have completely shifted over the last couple of years.
SPEAKER_00Yeah.
SPEAKER_01And the window, you have to, you know, stress test your strategy, it's closing much faster than most people realize.
SPEAKER_00Okay, let's unpack this because our mission today is to dig into a highly specific, honestly, incredibly detailed roadmap we received from Davies Wealth Management.
SPEAKER_01Right. The team down in Stewart, Florida.
SPEAKER_00Exactly, yeah. They are a fee-based fiduciary advisor serving the Treasure Coast and beyond. And this roadmap is titled uh let me get it right, Portfolio Investment Strategy for $2 plus portfolios. Seven critical moves for H2 2026.
SPEAKER_01It's quite a title, but it delivers.
SPEAKER_00It really does. So our goal is to extract the exact playbook you need to navigate this current reality. Because I mean, we're dealing with this higher for longer interest rate environment, equity valuations that are just stretched super thin, and uh a looming tax cliff that could literally rewrite your family's legacy.
SPEAKER_01Yeah, and I think the key takeaway right up front is that if you've built significant wealth over the last decade, those passive strategies that got you to this point, they might actively work against you moving forward. Like the macroeconomic reality of mid-2026 is just forcing a highly proactive approach.
SPEAKER_00Right. So let's start with that macro reality because the Federal Reserve has been walking this incredibly tight rope. You know, it's inflation has cooled down from those crazy historical peaks, but it's stubborn. It remains sticky, hovering right above that 2% target the Fed is so obsessed with.
SPEAKER_01Yeah, they really won't let that go.
SPEAKER_00No, they won't. And meanwhile, employment is softening slightly, but the bottom hasn't fallen out of the labor market by any means. So the Fed funds rate is sitting in what economists are calling restrictive territory.
SPEAKER_01Which is uh it's a crucial concept to grasp here.
SPEAKER_00Because a neutral interest rate meaning it doesn't stimulate or restrict the economy.
SPEAKER_01Yeah, exactly. Yeah. A neutral rate is generally considered to be around, you know, 2.5% to 3.0%. Okay. But we are operating well above that right now. And the Davies roadmap is very clear about this. Any future rate cuts are purely data dependent. Right. The era of near zero interest rates, that whole free money period we saw from 2009 to 2021, I mean, it is definitively over.
SPEAKER_00Aaron Powell But let me push back on this a little bit.
SPEAKER_01Yeah.
SPEAKER_00Is the Fed basically telling us to stop waiting for the easy money era to bail out our portfolio?
SPEAKER_01Too much, yeah.
SPEAKER_00Because I talk to plenty of investors who are, frankly, secretly holding their breath. They're assuming rates will just plummet again and the stock market will naturally surge 20% across the board to rescue their stagnant positions.
SPEAKER_01Yeah. And the short answer to that is yes, they are telling you to stop waiting. I mean, hoping for a return to 0% rates, that isn't an investment strategy.
SPEAKER_00Right. It's just hoping.
SPEAKER_01It's nostalgia, honestly. The longer you wait for the macro environment to bail you out, the more opportunity cost you suffer. You really have to actively drive your portfolio based on the terrain in front of you today.
SPEAKER_00Aaron Powell I see the logic there, but it really highlights a stark contrast in the source material, right? The difference between how a mass market investor and a high net worth investor has to react to this specific terrain.
SPEAKER_01Oh, it's night and day.
SPEAKER_00Right. Like if you have a $500,000 IRA, adapting to higher rates might just mean, I don't know, moving your cash sweep into a money market fund.
SPEAKER_01Exactly. It's a binary choice. Trevor Burrus, Jr.
SPEAKER_00Yeah, you just flip a switch. It's like driving an automatic car. But managing a $3 million or a $5 million or a $10 million portfolio, that's like driving a manual transmission.
SPEAKER_01Aaron Powell That's a great way to put it.
SPEAKER_00Aaron Powell You have way more gears to shift based on the terrain, but if you just sit there and do nothing, you're gonna stall out.
SPEAKER_01Yeah. You have to scale to ladder individual treasuries or to access private credit markets, you know? Right. And to optimize municipal bonds based on your precise marginal tax bracket. You just simply can't afford to set it and forget it.
SPEAKER_00Aaron Powell Which means we need to evaluate where to put that active energy. And for most people, the natural first stop is the equity market.
SPEAKER_01Aaron Powell Of course.
SPEAKER_00So let's do a reality check on stocks. Yeah. Because the Davies Roadmap points out that U.S. large gap equities, especially the massive tech and AI companies that are just dominating the indexes. Trevor Burrus, Jr.
SPEAKER_01Right, the Magnificent 7 type stuff.
SPEAKER_00Exactly. They are trading at historically elevated multiples right now.
SPEAKER_01They are heavily stretched, yeah, well beyond their long-term historical averages. Now the material carefully emphasizes that high valuations are a terrible timing tool.
SPEAKER_00Like for predicting a crash.
SPEAKER_01Right, for predicting a sudden crash. Elevated multiples don't mean the market collapses tomorrow.
SPEAKER_00But it does change the math on your future expectations.
SPEAKER_01Precisely. What those elevated valuations mean, just mechanically, is that your margin of safety is much thinner. Okay. When you pay a huge premium price for a company's future earnings today, the mathematical expectation for your return over the next, say, seven to ten years naturally compresses.
SPEAKER_00Aaron Powell So you can't just buy a broad S P 500 index fund today and expect the same reliable double-digit annual returns we saw back in the 2010s.
SPEAKER_01Right. The easy beta is gone.
SPEAKER_00Aaron Powell So if the massive US names are expensive, where does the DAIDES team actually see relative value hiding in mid-2026?
SPEAKER_01Aaron Powell They point to a few specific pockets. First, international developed markets. Particularly Europe and Japan, which are actually trading at significant discounts relative to the U.S. right now.
SPEAKER_00Aaron Powell Okay, interesting.
SPEAKER_01Second, U.S. small and mid-cap value stocks. I mean, these have lagged the large cap growth giants for years now, which leaves their starting valuations looking much more attractive.
SPEAKER_00Aaron Powell Yeah. And beyond just looking for discounted growth, the roadmap heavily emphasizes cash flow.
SPEAKER_01Aaron Powell Yes. Dividend-oriented equities. Right. Companies that generate durable, predictable cash flows are fundamentally better equipped to handle a higher for longer rate environment.
SPEAKER_00Aaron Powell Because they aren't relying on cheap debt.
SPEAKER_01Trevor Burrus Exactly. Speculative growth companies that rely on constantly borrowing cheap debt to survive, they are incredibly vulnerable right now. And finally, they highlight real assets.
SPEAKER_00Aaron Ross Powell Meaning like physical stuff.
SPEAKER_01Yeah. Infrastructure, energy, certain real estate investment trusts or REITs. These have a built-in pricing linkage to inflation that pure tech growth simply lacks.
SPEAKER_00Aaron Powell Knowing where to look is half the battle, obviously. But how you structure it seems to be the core thesis of this entire roadmap. They advocate completely abandoning the traditional 60-40 portfolio.
SPEAKER_01Right, which is a big st- It is.
SPEAKER_00Instead, they outline this three-bucket system. So let's break down the mechanics of this because I think a lot of people view declaring the 60-40 portfolio dead as, frankly, just a marketing cliche at this point. Isn't this three-bucket system genuinely better for the listener's peace of mind?
SPEAKER_01Well, it is because the structural flaw of a 60-40 portfolio is that it treats every single dollar in your account as if it has the exact same job and the exact same timeline. Right. But your money doesn't have one job. The funds you need to pay your property taxes next year shouldn't be exposed to the same market volatility as the funds you intend to leave to your grandchildren in 30 years.
SPEAKER_00Yeah, that makes sense. Think of the 6040 portfolio like uh cooking a massive meal in one giant pot. If the soup burns, your entire dinner is ruined. The three bucket system is more like a bento box.
SPEAKER_01Yeah.
SPEAKER_00It physically and psychologically separates your timelines.
SPEAKER_01Aaron Powell That's a perfect way to visualize it. So bucket number one is liquidity. This is strictly designed to cover one to three years of your spending. So if you have a three million dollar portfolio, right? And you spend $180,000 a year, you need between $360,000 and $540,000 sealed inside this first compartment. It holds cash, money market funds, short duration treasuries.
SPEAKER_00So if the market drops 15% in your growth compartment, it doesn't spill over.
SPEAKER_01Right, it doesn't touch it.
SPEAKER_00Your lifestyle remains completely untouched because those short-term living expenses are sitting safely in cash equivalents. You're never forced to sell stocks at a loss just to pay your bills.
SPEAKER_01Exactly. You buy yourself time. Then you have bucket two, core growth.
SPEAKER_00Okay.
SPEAKER_01This is money you won't touch for three to ten years. It holds your diversified equities, investment grade bonds, and alternative investments. Bucket three is legacy. This is capital with a 10-plus year horizon, holding your most aggressive growth assets, private equity, and complex estate vehicles.
SPEAKER_00And obviously, the success of that entire structure, particularly that first liquidity bucket, it relies on getting a safe, meaningful yield. Which brings us to the dramatic rebirth of fixed income. For the first time in years, bonds are generating real yield, meaning returns that actually exceed the rate of inflation. Right. Fixed income isn't just acting as a shock absorber anymore. It is a genuine engine for portfolio growth.
SPEAKER_01But, and this is crucial, getting a 4.5% gross yield on a bond is only half the math. For a high net worth investor, a gross return is utterly meaningless if you lose half of it to the IRS. That is why the fixed income revival is completely inseparable from tax strategy.
SPEAKER_00Let's run those numbers, because they are staggering when you look at them. If you're sitting in the top bracket, so you're facing a 37% ordinary income tax, plus a 20% capital gains rate, plus the 3.8% net investment income tax, how do you optimize that yield?
SPEAKER_01You utilize municipal bonds. Yes. The interest from municipal bonds is generally exempt from federal income taxes. Mechanically, if you buy a tax-exempt municipal bond yielding 4.5% today, it provides the equivalent after tax return of a taxable bond yielding over 7%.
SPEAKER_00Wow. Over seven percent?
SPEAKER_01Yeah. You would have to take on significant corporate credit risk to find a 7% taxable yield out there right now. But you can achieve the equivalent net return through high quality tax-exempt municipals purely by optimizing for your tax bracket.
SPEAKER_00Which just proves tax optimization isn't a once-a-year event in April.
SPEAKER_01No, definitely not.
SPEAKER_00The roadmap lists several active tax aware moves for the second half of 2026. They mention tax loss harvesting, obviously, but they also dig into Roth conversions.
SPEAKER_01Roth conversions are incredibly powerful right now if your 2026 income happens to be lower than usual.
SPEAKER_00Give me an example of when that happens.
SPEAKER_01Or maybe you just retired and haven't claimed social security.
SPEAKER_00So you have a gap year, basically.
SPEAKER_01Exactly. You are temporarily sitting in a lower tax bracket. So you can convert traditional tax-deferred IRA funds into a Roth IRA. You pay the income tax on the conversion right now at that historically low 24% or 32% rate. And from that moment on, all future growth and withdrawals are completely tax-free.
SPEAKER_00That's huge. They also highlight qualified charitable distributions or QCDs for listeners over the age of 70 and a half. The limit in 2026 is $105,000.
SPEAKER_01Which is a very generous limit.
SPEAKER_00Yeah. Mechanically, you instruct your IRA custodian to send the funds directly to a qualified charity. It satisfies your required minimum distribution for the year, but because the money never actually touches your personal bank account.
SPEAKER_01Right. You never technically receive it.
SPEAKER_00Exactly. It never shows up on your tax return as adjusted gross income.
SPEAKER_01Aaron Powell, which is an elegant mechanism, really, because it keeps your adjusted gross income artificially low. And keeping that AGI low is vital because of the IRMAA cliff, which catches countless high net worth retirees completely off guard.
SPEAKER_00Aaron Powell So what does this all mean? Like how does IRMAA actually work in practice?
SPEAKER_01What's fascinating here is the delayed, almost punitive reaction built into the Medicare system. IRMAA stands for income-related monthly adjustment amount. Okay. The government determines your Medicare Part B and Part D premiums based on your income, right? But they don't look at your current year's income. They look exactly two years backwards. Wait, meaning the income you generate and declare by December 31st, 2026.
SPEAKER_00Yes.
SPEAKER_01That directly dictates the check you are forced to write to Medicare in 2028.
SPEAKER_00Correct. Two years later. And it is a sheer cliff, not a gradual slope. The roadmap notes that for married couples, if your modified adjusted gross income in 2026 crosses the $394,000 threshold by even one single dollar, you get bumped into the highest surcharge tier.
SPEAKER_01One dollar? That's insane.
SPEAKER_00Yes. You could owe more than $8,000 in combined additional premiums for the year. But that QCD we just talked about, by removing $105,000 from your AGI, it could literally be the exact tool that keeps you from falling off that IRMAA cliff.
SPEAKER_01It's an entire ecosystem. You pull a lever on charitable giving to avoid a tax hit on Medicare two years later.
SPEAKER_00It's all connected.
SPEAKER_01But that ecosystem becomes infinitely harder to manage when a massive chunk of your net worth is trapped in a single asset. Let's talk about the concentration problem. The Davies Roadmap defines the danger zone as having more than 20% of your total net worth tied up in a single concentrated stock. We see this constantly with portfolios over $2 million. And it usually happens totally organically.
SPEAKER_00Like an executive at a big firm.
SPEAKER_01Exactly. You worked for a publicly traded company and accumulated stock options over decades. Or you sold a private business and took equity in the acquiring firm. Or honestly, you just bought a tech darling 20 years ago and it compounded wildly.
SPEAKER_00Yeah. Having 20% of your net worth in one stock is like building the load-bearing walls of your house, your car, and your retirement fund all out of the exact same material. Right. I mean it got the job done. But if a localized structural failure occurs, say that specific company has an accounting scandal or a terrible earnings miss, the integrity of your entire financial life just collapses simultaneously.
SPEAKER_01The risk is undeniable, but the hesitation to fix it is always the same. The capital gains tax.
SPEAKER_00Nobody wants to pay the tax.
SPEAKER_01Exactly. If you simply sell a $2 million block of highly appreciated stock, you might owe $400,000 or more in immediate federal and state taxes.
SPEAKER_00Which is why the roadmap details specific mechanical tools to unwind this risk without triggering that massive tax event.
SPEAKER_01I'm looking at this list and exchange funds really stands out to me. It sounds almost like a loophole. How do you diversify a single stock without actually selling it and triggering the tax?
SPEAKER_00It's a brilliant piece of financial engineering. Let's say you have $2 million of highly appreciated Apple stock. Another investor has $2 million of NVIDIA, another has Amazon.
SPEAKER_01Okay.
SPEAKER_00An exchange fund is a partnership structure where you all contribute your concentrated shares into a single pool. In return, you receive a proportional interest in the entire diversified fund. Oh, wow. Because you never technically sold your shares for cash, no capital gains tax is triggered upon entry. After a mandatory holding period, usually seven years, you can exit the fund and receive a diversified basket of those pooled stocks.
SPEAKER_01That makes perfect mechanical sense. You swap your single structural risk for diversified foundation without paying the IRS a dime up front. What about charitable remainder trusts or CRTs? A CRT works differently. You create an irrevocable trust and donate the highly appreciated stock into it. Because the trust is a tax-exempt entity, it can immediately sell the concentrated stock and pay zero capital gains tax.
SPEAKER_00So the full value is saved.
SPEAKER_01Right. The full undiminished value of the asset is preserved inside the trust. The trust then invests that cash and pays you a defined income stream for the rest of your life.
SPEAKER_00Let me get this straight. You get immediate diversification, you get a lifetime income stream, and you get a partial upfront charitable tax deduction.
SPEAKER_01You get all three.
SPEAKER_00You only pay taxes gradually as that income stream is distributed to you over decades, and what whatever's left when you pass away goes to your chosen charity.
SPEAKER_01It is a highly efficient, unwinding tool. And once you begin freeing up capital from these concentrated positions, you know, you need places to deploy it. Which brings us to private markets. The Davies material notes that accredited investors today have unprecedented access to alternative assets. Specifically private credit, interval funds, and direct real estate.
SPEAKER_00Aaron Powell Private credit seems particularly relevant in a higher for longer world.
SPEAKER_01It is, because private credit loans often use floating interest rates. As the Fed keeps rates elevated, the yield on private credit adjusts upward, offering a significant premium over standard public corporate bonds.
SPEAKER_00Aaron Powell But the mechanical trade-off there is liquidity, right? You can't just log into your brokerage app and dump your private credit fund on a Tuesday afternoon if you suddenly need cash.
SPEAKER_01Precisely. You are earning that yield premium specifically because you are compensating the fund for locking up your capital. That is why alternative assets absolutely must live in your core growth or legacy buckets, completely isolated from your short-term liquidity needs.
SPEAKER_00Which transitions us perfectly to the legacy bucket and what might be the single most urgent deadline of 2026. We need to talk about the estate tax cliff.
SPEAKER_01This is the absolute elephant in the room for high net worth families right now. On January 1st, 2026, the current historically high lifetime estate tax exemption is legally scheduled to sunset. Today, an individual can pass on roughly $13.9 million or nearly $28 million for a married couple completely free of federal estate taxes.
SPEAKER_00But if Congress does nothing, the law reverts to pre-2017 levels, just adjusted for inflation. That $28 million exemption gets cut roughly in half on New Year's Day.
SPEAKER_01Cut in half. Meaning a married couple with a $20 million estate, who currently have zero federal estate tax liability, could wake up on January 1st, 2026 with millions of dollars suddenly exposed to a 40% federal tax rate.
SPEAKER_00A 40% tax on millions of dollars. That is a generational wealth wipeout purely due to legislative inaction.
SPEAKER_01Which is why families with combined estates nearing that $14 million to $15 million mark must execute their planning immediately. The roadmap outlines the heavy machinery of estate planning. Things like spousal lifetime access trusts or slats.
SPEAKER_00How does a SED work work?
SPEAKER_01Mechanically, a slat allows you to irrevocably gift assets out of your taxable estate to utilize today's high exemption, but your spouse is the beneficiary, so your family still retains indirect access to the funds if needed.
SPEAKER_00Okay, that solves the fear of giving away your wealth and suddenly becoming poor yourself. What about grantor-retained annuity trusts or draids? How do those actually freeze the value of an estate?
SPEAKER_01A JRS is a phenomenal tool in a volatile market. You transfer an asset into the trust, and the trust is legally required to pay you an annuity for a set number of years. Okay. The IRS sets a specific hurdle rate for this transaction. If the asset inside the trust goes faster than that IRS hurdle rate, all of that excess growth passes to your heirs completely tax-free. If the asset fails to grow, it simply reverts back to you.
SPEAKER_00So it's essentially a heads I win, tails we tie mechanism for stripping future appreciation out of your taxable estate.
SPEAKER_01Exactly. It's brilliant.
SPEAKER_00And for multi-generational planning, the roadmap highlights 529 plan superfunding. Now, normally you are limited by the annual gift tax exclusion, which is $19,000 per person in 2026, before you start eating into your lifetime exemption.
SPEAKER_01Right, but the tax code allows a unique mechanical exception for $529 college savings plans. It's called five-year averaging. It allows a grandparent to pull forward five years of those annual exclusions all at once. You can legally front load $95,000 into a grandchild's $529 plan in a single day, completely removing it from your taxable estate without triggering a gift tax return and allowing it to compound tax-free for a decade.
SPEAKER_00I have to play devil's advocate here, though. Let's look at the reality of Washington, D.C. What if Congress does step in at the 11th hour? We see it constantly with debt ceiling standoffs and budget resolutions. If a listener goes through the considerable expense and hassle of locking up millions of dollars in irrevocable trust right now, giving up direct control, and then Congress extends the $28 million exemption on New Year's Eve, doesn't being proactive actually backfire.
SPEAKER_01I hear this hesitation constantly, and it's a completely valid psychological fear. Giving up control of your capital is hard, but if we connect this to the bigger picture, waiting for legislative certainty is a catastrophic logistical error.
SPEAKER_00Wait, so the bottleneck isn't the law itself, it's the logistics of executing the law.
SPEAKER_01Exactly. Setting up a CESLAT or an irrevocable life insurance trust takes time. You need complex drafting, appraisals, and trustee coordination.
SPEAKER_00Right, it's a ton of paperwork.
SPEAKER_01If you wait until November 2025 to see what Congress does, you will find that the top estate planning attorneys and trust companies are completely at capacity. They will simply stop returning your calls. You won't be able to get the paperwork drafted and executed in time.
SPEAKER_00Wow. So you're just stuck.
SPEAKER_01The risk of doing nothing and being wrong is a sudden multi-million dollar tax bill. The risk of acting proactively and being wrong is that you safely transferred wealth to your heirs a few years earlier than strictly necessary, utilizing trusts that still provide spousal access.
SPEAKER_00That puts the risk profile in stark perspective. But executing complex vehicles like exchange funds, CRTs, and irrevocable trusts requires absolute unshakable trust in the person giving you the advice, which brings up a fundamental distinction in the wealth management industry that the Davies material highlights, the fiduciary imperative.
SPEAKER_01It is arguably the most critical distinction in all of finance. The difference between a fiduciary advisor and a standard broker.
SPEAKER_00Break that down for us.
SPEAKER_01A fiduciary is legally mandated to act in your best financial interest at all times. A broker generally operates under a lower suitability standard. They only have to recommend products that are broadly suitable for someone in your demographic, even if those products pay the broker a massive commission and aren't mathematically the best option for your specific tax situation.
SPEAKER_00Here's where it gets really interesting. In a complex environment like mid-2026, the absolute best advice your advisor could give you might be sell these complex high-fee products, simplify your structure, and hold short-term treasuries in your liquidity bucket. But an advisor paid via commission is financially disincentivized to tell you that because they don't get paid when you move to cash.
SPEAKER_01Incentive structures dictate behavior, always, and the value of fiduciary advice is quantifiable. The roadmap cites Vanguard's extensive research on advisors alpha. Vanguard concluded that proactive tax strategy, behavioral coaching during market volatility, and proper asset location from a fiduciary can add roughly 3% in net returns annually to a client's portfolio.
SPEAKER_00Compounding an extra 3% a year over a decade on a $5 million portfolio, I mean that is an astronomical amount of money. To help listeners stress test their current setup, the Davies Roadmap lists five critical questions you need to ask your current advisor today. Let's run through them. One, what is our after-tax expected return, not just the gross return? Two, how exactly is the portfolio positioned if equity valuations compress by 20%?
SPEAKER_01Both crucial.
SPEAKER_00Three, are we actively managing the 2028 IRM88 crowd based on the income we are generating right now in 2026? Four, does our estate plan mechanically account for the 2026 tax sunset? And five, what are my all-in fees, including underlying fund expenses and hidden transaction costs?
SPEAKER_01If your current advisor deflects those questions or, you know, cannot provide clear, documented, mathematical answers to them, you urgently need to reevaluate who is steering your ship.
SPEAKER_00The dividing line in the second half of 2026 isn't about who can predict the market perfectly. Nobody can.
SPEAKER_01Absolutely.
SPEAKER_00If you want to see exactly where you stand, Davies Wealth Management offers a comprehensive financial wellness quiz on their site at tdwealth.net. They also offer complimentary fiduciary audits if you want a second legally obligated set of eyes to review your $2 million plus portfolio strategy.
SPEAKER_01And as you review your strategy for the remainder of 2026, I want to leave you with one final provocative thought to mull over. We've spent this entire discussion strategizing around a higher for longer interest rate environment. But consider this. What if inflation suddenly flares up again late in the year, driven by energy shocks or supply chain disruptions, forcing the Federal Reserve to actually raise rates even further? How nimble is your current three bucket system? And are your alternative assets liquid enough to let you pivot if the macroeconomic ground violently shifts underneath you yet again?