Dwight Dettloff (CFP®, CPA, MAcc, PFS™, RICP®)

Dwight Dettloff focuses in the
following client markets or areas of practice:

  • AUM
  • Business Owners
  • Investment Advice with Ongoing Management
  • Retirement Plan Investment Advice
  • Retirement Planning & Distribution Rules
  • Tax Planning

Planning Specialties

Winding Trail Financial Planning is a fee-only financial planning firm based in Lafayette, Colorado, serving retirees and small business owners who want more than just investment management.

We specialize in tax-aware financial planning—helping clients make smarter decisions around retirement income, business structure, and long-term wealth strategies. Our approach integrates tax planning, investment management, and cash flow into a cohesive strategy designed to reduce lifetime taxes and improve financial clarity.

Many of our clients are business owners, pre-retirees, or recently retired households who want a proactive advisor that looks around corners—not just reacts at tax time.

As a NAPFA-registered, fee-only fiduciary firm, we do not sell products or earn commissions. Advice is objective, transparent, and aligned with your goals.

We aim to serve as a long-term partner—helping clients simplify complexity, make confident decisions, and stay on track throughout retirement.

• Tax planning and proactive tax strategy

• Retirement income planning and distribution strategies

• Financial planning for small business owners and S-Corp optimization

• Investment management integrated with tax efficiency

• Cash flow and balance sheet planning

• Pre-retirement and early retirement planning

• Coordination with CPAs and attorneys

• Ongoing comprehensive financial planning (not one-time plans)

Our process emphasizes forward-looking planning—identifying opportunities before year-end and aligning financial decisions with long-term tax outcomes.

Additional Information

Hi, I’m Dwight. Thanks for stopping by.

I am a CPA and fee-only financial advisor in Lafayette, Colorado, and I specialize in tax-efficient financial planning for retirees and those about to retire in Colorado or elsewhere in the United States.

My clients are typically age 50 or older and have successfully launched their kids. They are either retired or planning to retire within the next five years or less. Most are property owners, U.S. citizens, and have liquid assets above $750,000.

They want comprehensive financial guidance—not just an investment salesperson—and need support as they approach one of the biggest financial transitions of their lives. They prefer to delegate the heavy lifting of investments, financial planning, and tax planning to a professional on an ongoing basis rather than seeking one-time projects.

Just as important, they are genuinely nice people. While it may sound cliché, I only work with clients where there is mutual respect and a strong long-term relationship fit.

We do not provide hourly services or one-time financial plans. We also do not offer “advice-only” engagements without managing investments.

Instead, we provide ongoing financial planning and investment management, with the expectation that the relationship will last for multiple years—often throughout retirement.

NAPFA Start Date

August 14, 2017

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Disclaimer: Limitations. This list only serves as a resource to assist an individual in identifying a potential advisor for their review and consideration. The appearance of an adviser on the list is not endorsement by NAPFA of that advisor's services. There can be no assurance that you will experience a certain level of results or satisfaction if you engage a listed advisor. Except for the NAPFA membership fee, the listed advisor did not pay NAPFA a separate fee to appear on the list.
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Disclaimer: Limitations. This list only serves as a resource to assist an individual in identifying a potential advisor for their review and consideration. The appearance of an adviser on the list is not endorsement by NAPFA of that advisor's services. There can be no assurance that you will experience a certain level of results or satisfaction if you engage a listed advisor. Except for the NAPFA membership fee, the listed advisor did not pay NAPFA a separate fee to appear on the list.

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This Office

75 Waneka Pkwy Lafayette, CO 80026