Insights & Resources

Financial Planning Insights

Practical guidance for aligning your wealth with what matters most. Updated regularly with fresh perspectives on retirement, tax strategy, and intentional living.

The HSA as a Stealth Retirement Account

Advanced Tax Planning

The HSA as a Stealth Retirement Account: The Only Triple-Tax-Advantaged Account in the Code

The HSA is the only account that's untaxed going in, growing, and coming out. The 2026 rules, the receipts strategy, what changes at 65, and its one weakness.

Jim Crider, CFP®
18 min readJul 9, 2026

LLC vs. S Corp vs. C Corp

Business Owner Planning

LLC, S Corporation, or C Corporation: How Entity Structure Actually Changes Your Taxes in 2026

Entity choice is a modeling question, not a threshold question. How the S election actually works, when the C corporation competes, and what OBBBA changed.

Jim Crider, CFP®
12 min readJul 8, 2026

The QBI Deduction in 2026

Business Owner Planning

The QBI Deduction in 2026: Why Section 199A Is a Deduction You Engineer, Not One You Claim

QBI is a deduction you engineer, not one you claim. The 2026 thresholds, the OBBBA changes, the S-corp salary paradox, and how retirement contributions move it.

Jim Crider, CFP®
12 min readJul 7, 2026

The Mega Backdoor Roth

Advanced Tax Planning

The Mega Backdoor Roth: How High Earners Can Put Up to $72,000 a Year Into Retirement Accounts

Your 401(k) limit isn't $24,500. It's $72,000. How after-tax contributions plus prompt Roth conversion unlock tens of thousands a year of tax-free growth for high earners.

Jim Crider, CFP®
15 min readJul 6, 2026

Sequence-of-Returns Risk

Retirement Income & Strategy

Sequence-of-Returns Risk: Why the Order of Market Returns Matters More Than the Average

Two retirees earn the same average return and retire into opposite outcomes. How sequence-of-returns risk works, why it cuts both ways, and how we manage it.

Jim Crider, CFP®
17 min readJul 2, 2026

Charitable Giving in 2026

Advanced Tax Planning

Charitable Giving in 2026: Donor-Advised Funds, Bunching, and the New Math of Tax-Efficient Generosity

How to give to charity tax-efficiently in 2026 — donor-advised funds, the bunching strategy, donating appreciated stock, qualified charitable distributions, and what the One Big Beautiful Bill Act's new 0.5% floor means for your giving.

Jim Crider, CFP®
19 min readJun 30, 2026

Required Minimum Distributions in 2026

Retirement Income & Strategy

Required Minimum Distributions in 2026: The Complete Guide to RMDs, the Taxes They Trigger, and How to Plan Around Them

How RMDs work under SECURE 2.0 in 2026 — the age-73/75 rules, the calculation, the taxes a large distribution triggers (IRMAA, Social Security, the widow's penalty), and the planning levers: Roth conversions, QCDs, QLACs, and inherited-IRA rules.

Jim Crider, CFP®
18 min readJun 29, 2026

Asset Location

Advanced Tax Planning

Asset Location: Which Investments Belong in Which Account

Asset location can quietly add tax alpha without changing your portfolio. How to place investments across taxable, tax-deferred, and Roth accounts in 2026 — and where the rule of thumb breaks.

Jim Crider, CFP®
11 min readJun 22, 2026

The Retirement Gap Years

Retirement Income & Strategy

The Retirement "Gap Years": The Richest Tax-Planning Window Most People Sleep Through

The low-income window between retiring and RMDs is the richest tax-planning opportunity most people miss. How to use the gap years in 2026 — Roth conversions, QCDs, and the guardrails.

Jim Crider, CFP®
14 min readJun 19, 2026

Diversifying a Concentrated Stock Position

Advanced Tax Planning

Diversifying a Concentrated Stock Position: Managing Risk Without Letting Taxes Run the Show

Holding too much in one stock? How to diversify a concentrated position in 2026 — managing the tax cost without letting the tax tail wag the planning dog.

Jim Crider, CFP®
17 min readJun 18, 2026

Retirement Withdrawal Sequencing

Retirement Income & Strategy

Retirement Withdrawal Sequencing: Which Account Do You Tap First?

The "spend taxable first" rule is only half the answer. How to sequence retirement withdrawals across account types in 2026 to minimize lifetime taxes — not just this year's.

Jim Crider, CFP®
12 min readJun 18, 2026

The Social Security Tax Torpedo

Retirement Income & Strategy

The Social Security Tax Torpedo: Why Your Next Dollar of Retirement Income Can Be Taxed at 40% or More

Why each extra dollar of retirement income can be taxed at 40%+ — how the Social Security "tax torpedo" works in 2026, who it hits, and how to plan around it.

Jim Crider, CFP®
12 min readJun 17, 2026

Financial Planning for Practice Owners

Business Owner Planning

Financial Planning for Practice Owners: The Tax Problem Most Business-Owner Advice Ignores

Doctors, dentists, and chiropractors face a tax problem most business owners don't. Here's how practice owners plan around the QBI/SSTB limits in 2026.

Jim Crider, CFP®
12 min readJun 15, 2026

When to Hire an Advisor

Financial Planning

When to Hire a Financial Advisor (and When You Shouldn’t)

The right time to hire a financial advisor isn’t about hitting a number — it’s about complexity, irreversible decisions, and the decade where mistakes compound.

Jim Crider, CFP®
12 min readJun 12, 2026

Fiduciary vs. Suitability

Financial Planning

Fiduciary vs. Suitability: What Your Advisor Is Legally Required to Do for You

Fiduciary duty and Regulation Best Interest are different legal standards — and which one your advisor operates under changes whose interests come first.

Jim Crider, CFP®
13 min readJun 11, 2026

What Financial Advisors Cost

Financial Planning

How Much Does a Financial Advisor Cost? Fee Structures Explained

How financial advisors charge — AUM, flat fee, hourly, and commissions — and the equation that tells you whether advice is worth it: value = benefit − cost.

Jim Crider, CFP®
15 min readJun 10, 2026

What Is a Tax Strategist?

Advanced Tax Planning

What Is a Tax Strategist? (And How They Differ From Your CPA)

What does a tax strategist actually do — and how is that different from a CPA or tax preparer? A plain-English guide to tax strategy, who needs it, and the questions to ask before hiring one.

Jim Crider, CFP®
18 min readJun 9, 2026

Bitcoin & Retirement in a Deflationary Economy

Bitcoin & Alternative Assets

Bitcoin and Retirement in a Deflationary Economy: Taking the Thesis Seriously

Jeff Booth argues technology is deflationary. Here's what that thesis would mean for retirement income planning — and the honest risks of betting on it.

Jim Crider, CFP®
12 min readJun 9, 2026

QSBS Under OBBBA

Advanced Tax Planning

QSBS Under OBBBA: How the Section 1202 Exclusion Changed in 2026

OBBBA expanded the QSBS gain exclusion for stock acquired after July 4, 2025 — a tiered holding period, a $15M cap, and a $75M asset threshold. Here’s how Section 1202 works in 2026 and why the acquisition date now determines everything.

Jim Crider, CFP®
13 min readJun 4, 2026

The Widow’s Tax Penalty

Retirement Income & Strategy

The Widow’s Tax Penalty: Why Losing a Spouse Can Raise Your Tax Rate on the Same Income

When one spouse dies, the survivor often keeps most of the household income but loses half the brackets, half the standard deduction, and faces steeper Medicare surcharges. Here’s the mechanics of the widow’s tax penalty — and the planning window that exists before it hits.

Jim Crider, CFP®
15 min readJun 3, 2026

IRMAA in 2026

Retirement Income & Strategy

IRMAA in 2026: The Medicare Surcharge You Can Plan Around — If You See It Coming

How Medicare's IRMAA surcharges work in 2026, the income brackets that trigger them, and the multi-year planning moves that keep high-income households from paying more than they must.

Jim Crider, CFP®
13 min readMay 29, 2026

Bitcoin Self-Custody for HNW Households

Bitcoin & Alternative Assets

Bitcoin Self-Custody for High-Net-Worth Households: Hardware, Multisig, and Estate Considerations

A Kitces-depth guide to Bitcoin self-custody for high-net-worth households — hardware wallets, multisig, collaborative custody, the 1099-DA reporting rules, and the Texas-specific estate considerations most holders overlook.

Jim Crider, CFP®
24 min readMay 29, 2026

Cost Segregation Studies

Advanced Tax Planning

Cost Segregation Studies: When Accelerated Depreciation Actually Pays Off

How cost segregation actually works with OBBBA’s 100% bonus depreciation — and when an engineering-based study earns its place in your tax plan, or doesn’t.

Jim Crider, CFP®
20 min readMay 27, 2026

When to Claim Social Security

Retirement Income & Strategy

When to Claim Social Security: Five Questions the Break-Even Calculation Doesn’t Answer

The break-even chart answers one narrow question. Here are five it doesn’t ask — and why those questions matter more for your retirement.

Jim Crider, CFP®
22 min readMay 23, 2026

Reasonable Compensation for S-Corp Owners

Business Owner Planning

Reasonable Compensation for S-Corp Owners: How to Set Your Salary Without an IRS Fight

How S-corp owners can set a defensible reasonable salary under 2026 rules — the payroll tax math, IRS factors, the QBI and retirement plan interactions, court cases, and what to do if you’ve under-paid.

Jim Crider, CFP®
21 min readMay 21, 2026

OBBBA Bonus Depreciation Reset

Advanced Tax Planning

Texas Real Estate Investors and the OBBBA Bonus Depreciation Reset

How the One Big Beautiful Bill Act’s permanent 100% bonus depreciation reset changes the after-tax math for Texas rental real estate investors — cost segregation, recapture, REPS coordination, and 2026 planning watch-outs.

Jim Crider, CFP®
22 min readMay 19, 2026

Buy-Sell Agreements After Connelly

Business Owner Planning

Buy-Sell Agreements After Connelly: The Document Most Business Owners Get Wrong

The 2024 Connelly Supreme Court decision quietly changed how closely held businesses must structure buy-sell agreements. A deep dive into what changed, the structures still worth considering, and the broader failure modes business owners need to know.

Jim Crider, CFP®
25 min readMay 18, 2026

Roth Conversions Under OBBBA

Advanced Tax Planning

Roth Conversion Strategies Under OBBBA: A 2026 Tax Planning Guide

OBBBA permanently extended the TCJA tax brackets but added new phaseouts and deduction limitations that change the Roth conversion math for 2026. Here's what to watch for and where the opportunities are.

Jim Crider, CFP®
22 min readMay 5, 2026

Bitcoin Inheritance Planning

Bitcoin & Alternative Assets

Bitcoin Inheritance Planning: What Your Family Needs to Know Before It's Too Late

Bitcoin doesn't transfer like a brokerage account. Self-custody, private keys, cost basis documentation, and the step-up in basis all create planning challenges most estate plans don't address. Here's what families need to know.

Jim Crider, CFP®
20 min readMay 1, 2026

Social Security for Couples

Retirement Income & Strategy

Social Security Claiming Strategies for Married Couples: A Framework for the Decision Behind the Decision

Social Security claiming for married couples isn't one decision — it's two decisions plus a third about survivor protection. Here are five questions that determine the right strategy for your household.

Jim Crider, CFP®
24 min readApr 29, 2026

Business Exit Planning

Financial Planning

Business Exit Planning: Strategy, Timeline, and the Decisions That Matter Most

How business exit planning actually works — the strategy, the 5-year timeline, and the tax and succession decisions that determine what your exit is worth.

Jim Crider, CFP®
16 min readApr 22, 2026

Choosing a Financial Advisor

Financial Planning

How to Choose a Financial Advisor in New Braunfels

Choosing a financial advisor is one of the most important financial decisions you'll make. Here's what to look for — and what to avoid — when evaluating financial advisors in New Braunfels and the Texas Hill Country.

Jim Crider, CFP®
13 min readApr 22, 2026

QBI Deduction Under OBBBA

Financial Planning

QBI Deduction for Texas Business Owners: What OBBBA Changed

The One Big Beautiful Bill Act made the QBI deduction permanent and expanded who qualifies starting in 2026. Here's what Texas business owners need to understand about the new phase-in ranges, the $400 minimum deduction, and how the changes affect pass-through entity planning.

Jim Crider, CFP®
12 min readApr 17, 2026

Statement of Financial Purpose

Financial Planning

What Is a Statement of Financial Purpose (And Why Every Family Needs One)

A Statement of Financial Purpose is the foundation of intentional financial planning — the single sentence that captures what your money is for. Here's what it is, why it matters, and how to write your own.

Jim Crider, CFP®
9 min readApr 16, 2026

How Much to Retire?

Financial Planning

How Much Do I Need to Retire? The Wrong Question Everyone Asks

Why “how much do I need to retire” is the wrong starting question — and what to ask instead under 2026 rules.

Jim Crider, CFP®
12 min readApr 13, 2026

What Fee-Only Planners Do

Financial Planning

What a Fee-Only Financial Planner Actually Does (And Why It Matters)

How fee-only fiduciary planners differ from commission-based advisors and why the model matters for complex financial decisions.

Jim Crider, CFP®
11 min readApr 13, 2026

Estate Planning Basics

Financial Planning

Estate Planning Basics: Why Your Will Alone Isn’t Enough

Why a will alone isn’t sufficient. Trusts, beneficiary designations, powers of attorney, and 2026 OBBBA estate tax rules.

Jim Crider, CFP®
12 min readApr 13, 2026

Bitcoin in a Financial Plan

Financial Planning

Bitcoin in a Financial Plan: What to Understand

Tax treatment, allocation thinking, custody options, and how Bitcoin interacts with the rest of a comprehensive financial plan.

Jim Crider, CFP®
11 min readApr 13, 2026

Lifestyle Creep

Financial Planning

The Real Cost of Lifestyle Creep (And How to Recognize It)

What lifestyle creep is, how it erodes wealth over time, and why high-income earners are the most susceptible.

Jim Crider, CFP®
10 min readApr 13, 2026

Stock Compensation 101

Financial Planning

Stock Compensation 101: RSUs, ISOs, ESPP, and What You Need to Know

A plain-English guide to the most common types of stock compensation. How each one works and how each one is taxed under 2026 rules.

Jim Crider, CFP®
14 min readApr 13, 2026

When Should Physicians Start?

Financial Planning

When Should a Physician Start Financial Planning?

A guide for physicians on when to start working with a financial planner — from residency through attending years under 2026 rules.

Jim Crider, CFP®
12 min readApr 13, 2026

Open Enrollment Mistakes

Financial Planning

Open Enrollment: What Most People Get Wrong About Their Benefits

The most common open enrollment mistakes — from choosing the wrong health plan to underutilizing HSAs, DCFSAs, and retirement accounts under 2026 limits.

Jim Crider, CFP®
12 min readApr 13, 2026

TRS vs ORP

Financial Planning

TRS vs ORP: A Guide for Texas University Professors

Choosing between the Teacher Retirement System pension and the Optional Retirement Program. How each works under current rules and key trade-offs.

Jim Crider, CFP®
11 min readApr 13, 2026

TSP Rollover Strategies

Financial Planning

TSP Rollover Strategies for Military Families in San Antonio

A guide to TSP rollover options for military families in San Antonio. When to roll over, when to stay, and how to coordinate your TSP with your broader financial plan.

Jim Crider, CFP®
8 min readApr 13, 2026

Roth Conversions for Tech

Financial Planning

Roth Conversion Planning for Austin Tech Professionals

How Austin tech professionals with equity compensation can use Roth conversions strategically to reduce their lifetime tax burden.

Jim Crider, CFP®
9 min readApr 13, 2026

1031 Exchange Strategies

Financial Planning

1031 Exchange Strategies for Hill Country Land Owners

How Hill Country land owners can use 1031 exchanges to defer capital gains, upgrade properties, and build long-term wealth through real estate.

Jim Crider, CFP®
8 min readApr 13, 2026

Moving to Texas Checklist

Financial Planning

Moving to Texas from California: A Financial Planning Checklist

A financial planning checklist for families relocating to Texas from California or other high-tax states. Tax changes, real estate decisions, and what to do first.

Jim Crider, CFP®
10 min readApr 13, 2026

Retirement in the Hill Country

Financial Planning

Retirement Planning in the Texas Hill Country: What Makes It Different

What makes retirement planning in the Hill Country unique — from land ownership and property taxes to estate planning for multigenerational families.

Jim Crider, CFP®
8 min readApr 13, 2026

The Hidden Cost of Money

Financial Planning

The Hidden Cost of Money: Why Modern Life Feels Harder Than It Should

Why does money feel harder to manage today? Explore how inflation, declining purchasing power, and broken incentives quietly shape your financial life.

Jim Crider, CFP®
9 min readDec 2, 2025

Taking Action

Financial Planning

Taking Action: Turning Intentions Into Impact

Why do so many people plan but never follow through? Learn how small, consistent actions compound into radical results.

Jim Crider, CFP®
9 min readNov 11, 2025

Money & Your Children

Financial Planning

Money and Your Children: How to Raise Kids Who Think Before They Spend

How do you talk to your kids about money without making it awkward, stressful, or accidentally teaching them the wrong lessons?

Jim Crider, CFP®
8 min readNov 11, 2025

Making Decisions

Financial Planning

Making Decisions: How to Think Clearly, Act Intentionally, and Live by Your Values

What if the hardest part of making a good decision isn’t the decision itself — but realizing there’s a decision to be made?

Jim Crider, CFP®
9 min readNov 6, 2025

Money in Marriage

Financial Planning

Money in Marriage: How to Talk About What Really Matters

Money is one of the leading causes of divorce. But it’s not the money itself that destroys marriages. It’s the conversations couples never have about it.

Jim Crider, CFP®
8 min readOct 24, 2025

Money Before Marriage

Financial Planning

Money Before Marriage: How to Talk About Finances Before You Say “I Do”

Nobody wants to turn a date into a financial audit. But roughly 60% of married people say they wish they’d talked about money before tying the knot.

Jim Crider, CFP®
8 min readOct 22, 2025

What Is Money?

Financial Planning

What Is Money? A Deeper Look at Meaning, Values, and Financial Freedom

Have you ever stopped to ask yourself what money actually is? If you’re going to make good decisions with your money, it helps to start with a clear understanding of what it is and what role it should play in your life.

Jim Crider, CFP®
7 min readOct 21, 2025