Trust This.
By Joseph E. Seagle, Esq.
👋 Happy Friday! Today is the last Friday of 2025 that this newsletter will have new content. I’m taking off the next two weeks. Enjoy the holidays until we connect again in 2026!
❗Situation Awareness: Our offices will be closed December 25 and 26, and January 1 and 2. We’ll also be closing at noon on December 24 and 31.
1 big thing: The case for no Florida homestead property taxes

The big story for 2026 in Florida real estate is shaping up to be Tallahassee’s property tax reform push because it could reshape Florida housing affordability, homeowner mobility, and the economics of owning (and operating) real estate-heavy businesses.
What’s on the table: a “menu” of ballot-ready property tax rewrites
House leadership has teed up multiple proposals—most as constitutional amendments that would go to voters in November 2026 and generally keep school district levies intact.
Key House proposals include:
HJR 201: Exempts homesteads from all non-school ad valorem taxes (counties/cities/special districts).
HJR 203: Phases out non-school homestead taxes over 10 years, adding $100,000 of exemption annually.
HJR 205: Eliminates non-school homestead property taxes for 65+ homeowners.
HJR 207: Adds a new 25% non-school homestead exemption (pitched as helpful for first-time buyers).
HJR 209: Adds an extra $100,000 non-school homestead exemption for homeowners who carry property insurance.
HJR 211: Expands Save Our Homes (SOH) portability so homeowners can transfer the full accrued benefit when moving.
HJR 213: Reshapes assessment growth caps (homestead and non-homestead) into multi-year limits.
HB 215: Requires a two-thirds local vote to raise millage; also allows newly married couples to combine SOH benefits.
Separately, HJR 67/HB 69 would reduce the Save Our Homes annual assessment cap from 3% to 1.5%.
Why supporters say it helps housing: lower “carry costs,” more moves, more listings
Property taxes are a monthly housing cost in disguise. Reducing them can: (1) improve affordability for owner-occupants, (2) unlock mobility for long-time owners “stuck” by SOH and tax resets (HJR 211), and (3) increase inventory as moving becomes less punitive—potentially easing pressure on prices over time.
HJR 209’s insurance-linked exemption is also designed to blunt Florida’s insurance-driven housing cost squeeze.
All of the provisions would be a boon for retired fixed-income homeowners who own their homes free-and-clear — except for the taxes they must pay each year.
What to watch: who pays, and what gets squeezed
The big tradeoff: counties/cities rely heavily on property taxes to fund services; large cuts can shift the burden to fees, sales taxes, or special assessments—or force service reductions. That “second-order” cost matters for households and professional practices (staff commute times, public safety, infrastructure, local permitting speed).
Takeaway for Florida entrepreneurs and practice owners
If any version passes, expect a reset in Florida housing math: lower owner carry costs and potentially more sellers—but also a real possibility of cost-shifting to other local revenue tools that can hit businesses indirectly. The smart play now is scenario planning: model your real estate expenses under (a) bigger homestead exemptions, (b) higher non-ad-valorem assessments/fees, (c) higher taxes on office space, and (d) tighter local budget constraints.
What’s next: These proposals move during the 2026 session, then face ballot mechanics (and politics). Watch which measures consolidate momentum—because the “best for housing” outcome is the one that reduces homeowner friction without boomeranging costs into other housing line items.
2. The case against no Florida homestead property taxes

When it comes to abolishing the homestead real property tax, the political pitch is simple: homeowners get relief. The economic reality is messier — and potentially destabilizing for Florida’s housing market and business climate.
Shifting the tax burden doesn’t eliminate it
Property taxes fund the core machinery of local government: police and fire protection, roads, stormwater systems, libraries, parks, and code enforcement. If homestead properties are partially or fully removed from the tax base, counties and cities still need the same revenue to operate.
That revenue doesn’t disappear. It shifts.
Commercial properties such as shopping centers, grocery stores, hotels, office buildings, rental housing, multifamily developments, and other non-homestead real estate would almost certainly absorb the shortfall through higher millage rates. Florida’s constitution requires balanced local budgets — not balanced political messaging.
Inflation shows up fast — just not where voters expect
Higher commercial property taxes don’t stay on paper. They flow straight into prices.
Retailers facing higher tax bills raise prices on goods sold. Restaurants adjust menus. Medical, dental, and legal practices pass higher real property taxes or rents into fees. Warehouses increase distribution costs, which ripple into everyday consumer prices.
Landlords, meanwhile, do what landlords must: they pass increased operating costs into rents. That affects:
Small business tenants,
Apartment renters,
Medical and professional office tenants,
And ultimately, Florida’s already strained affordability picture.
Ironically, “tax relief” for homeowners can mean higher rent for their adult children, employees, and customers.
Services get cut — or privatized
If political pressure prevents millage increases on commercial property, the alternative is service cuts.
That means fewer sheriff’s deputies, slower emergency response times, deferred road maintenance, reduced park services, less infrastructure construction, and weaker storm preparedness — a risky move in a hurricane-prone state. In practice, this pushes communities toward privatized services, higher fees, or special assessments that function like taxes without the transparency.
The takeaway for Florida homeowners and businesses
Property tax reform sounds appealing in isolation. But removing homesteads from the tax base risks higher rents, higher prices, weakened local services, and a less stable housing market.
For Florida’s long-term growth, the question isn’t whether homestead taxes are unpopular. It’s whether shifting them quietly onto renters, businesses, and consumers makes the state more affordable — or just more expensive in disguise.
What to watch: As these bills move forward, pay close attention to who ultimately fills the revenue gap — because markets always do.
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3. Three actions to get asset protection and estate planning ready for 2026

Asset protection and estate planning aren’t “set it and forget it” projects. Laws change. Assets grow. Families evolve. What worked five years ago may quietly fail when it matters most. Taking action before the end of 2025 puts you ahead of legal shifts, tax uncertainty, and avoidable exposure.
Why it matters: We’re entering a period of heightened scrutiny—creditors are more aggressive, probate disputes are rising, and estate tax thresholds remain politically fragile. Florida residents have powerful tools available, but only if they’re structured correctly and kept current.
1. Update your asset protection structure
If you own more than one rental property, operate a business, or have personal investment exposure, review how assets are titled. Florida LLC and asset protection strategies must be tailored—single-member LLCs, outdated operating agreements, or improper commingling can weaken protections fast.
2. Revisit your estate plan—not just your will
A solid plan goes beyond a will. Revocable trusts, powers of attorney, healthcare surrogates, pre-need guardianships, beneficiary designations, homestead planning, and other incapacity documents must align. Florida’s homestead exemption is powerful, but mistakes in ownership or beneficiary structure can defeat it.
3. Plan for succession and incapacity, not just death
Business succession planning in Florida is often overlooked. Who steps in if you can’t? Who controls accounts, contracts, or real estate? The best plans anticipate disruption before it happens.
Key takeaways:
Asset protection is proactive, not reactive
Estate plans must evolve with your life and assets
Florida law offers advantages—but only if used correctly
Bottom line:
If you want 2026 to start with confidence instead of cleanup, the work needs to happen now. Planning late is expensive. Planning early is powerful.
4. Think One Word; and it’s not “resolution”

Rufous said his “one word” for 2026 is “sleep.” We told him it sounds more like “snore” to us.
Small business owners don’t fail from lack of ambition—they fail from lack of focus. Every January brings a flood of goals, resolutions, and productivity promises. By February, most are abandoned. The problem isn’t discipline. It’s diffusion.
Jon Gordon’s One Word That Will Change Your Life offers a cleaner, sharper alternative: pick one word to guide your decisions, energy, and leadership for the year. Not a goal. Not a checklist. A filter.
For entrepreneurs navigating growth, team alignment, and constant decision fatigue, this approach pairs beautifully with EOS principles.
Why One Word Beats Resolutions
Resolutions demand perfection. One Word demands presence.
Resolutions are outcome-focused; One Word is behavior-focused.
Resolutions add pressure; One Word creates clarity.
Resolutions compete; One Word aligns.
Think of your One Word as your personal Vision component—a simple articulation of who you need to be to move the business forward.
How Entrepreneurs Can Use One Word with EOS
Here’s how to make it operational, not fluffy:
Anchor your Rocks.
Choose a word that reinforces execution. Words like Traction, Focus, Simplify, or Delegate directly support quarterly priorities.
Strengthen accountability.
Use your word as a self-check in leadership moments. Ask: “Does this decision reflect my word?” That’s EOS accountability at the personal level.
Improve team health.
Share your word with your leadership team. When leaders model clarity and consistency, culture tightens. Chaos retreats.
Examples That Work
Focus: for founders stretched too thin.
Courage: for leaders avoiding hard conversations.
Systems: for businesses stuck in hero-mode.
Let Go: for entrepreneurs who refuse to delegate.
The Bottom Line: Business growth doesn’t require more goals—it requires better alignment. One Word cuts through noise, strengthens mindset, and sharpens execution. It keeps Vision visible when the year gets messy (and it will).
Choose your word. Write it down. Build your Rocks around it. Let it govern decisions big and small.
Momentum follows clarity—and clarity starts with one word.
We hope you found this helpful — any feedback is appreciated and can be shared by hitting reply or using the feedback feature below.
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