Managing Partner
Phil Pickle
Managing Partner at Anchor Financial Group
Phil Pickle is a Managing Partner at Anchor Financial Group, co-leading the firm alongside Khris Bryan. He focuses on wealth preservation and institutional-grade planning, helping families and business owners protect and structure what they have built. Phil pairs disciplined operations with a client-first standard on every plan.
Areas of focus
Articles by Phil Pickle
Retirement Income Questions to Ask Your Financial Advisor
Eight questions to ask a financial advisor about retirement income: what pays the bills, how it is taxed, what breaks it, and what your spouse keeps.
September 28, 2026Social Security Claiming Strategies Eliminated: What Works
The Social Security claiming strategies eliminated by a 2015 law are file-and-suspend and the restricted application. Several others still work.
September 25, 2026Family Business Estate Planning: 7 Questions to Ask Now
Family business estate planning starts with three questions: who takes over, what the business is worth, and who pays the tax. Everything else follows.
September 23, 2026Social Security Claiming With Dependents: A Family Guide
Social Security claiming with dependents changes your math: a minor or disabled adult child can add family benefits, shifting the best claiming age.
September 21, 2026Social Security Spousal Benefit Strategy for Couples
A Social Security spousal benefit strategy for married couples usually pairs one early claim with one delay to 70, since that sets the survivor benefit.
September 18, 2026Retirement Red Zone: Sequence Risk in the 5 Key Years
The retirement red zone is the five years before and after you retire, when sequence risk can do lasting damage to your lifetime income.
September 16, 2026Should You Move to a No-Income-Tax State in Retirement?
Nine states have no broad income tax and four more exempt most retirement income. Whether a move helps depends on your total tax and cost of living.
September 14, 2026Senior Deduction 65 and Older: Roth Conversion Timing
The senior deduction 65 and older is a temporary $6,000 write-off that phases out as income rises, so a Roth conversion can quietly cancel it.
September 14, 2026Tax Strategy When Selling a Business: A Pre-Exit Checklist
Tax strategy when selling a business has to be built before the letter of intent. Most of the useful levers close the moment deal terms are signed.
September 11, 2026Sequence of Returns Risk Example: Two Identical Portfolios
A sequence of returns risk example shows it plainly: two identical portfolios, the same returns in a different order, and very different results.
September 10, 2026Social Security Claiming for Married Couples: What Still Works
A married couple's Social Security claiming strategy still works by coordinating who files when, spousal benefits, and survivor protection after the 2015 rule changes.
September 3, 2026How to Build a Protected Income Floor Before You Retire
A protected income floor in retirement means covering your essential expenses with income that does not depend on the market. Build it in four steps.
August 31, 2026Beyond the 4% Rule: High Net Worth Withdrawal Strategy
The 4% rule is a starting reference, not a plan. A retirement withdrawal strategy for high net worth households starts with taxes, not a percentage.
August 28, 2026HSA Tax Strategy for High Earners: Fund It After the 401(k)
An HSA tax strategy for high earners works because contributions, growth, and qualified withdrawals can all be tax-free: fund it even after maxing your 401(k).
August 27, 2026Estate Planning for Business Owners: 6 Basics to Have First
Estate planning for business owners means putting a will, trust, powers of attorney, buy-sell terms, beneficiary alignment, and a valuation baseline in place before a sale.
August 24, 2026