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    • Home
    • Who We Help
    • Services
      • Financial Planning
      • Investment Management
      • Review Services
      • Business Owner Planning
      • Retirement Planning
      • Equity Compensation
      • Tax-Aware Investing
    • Our Process
    • About
    • Insights
      • Tax-Aware Investing
      • Planning for Businesses
      • Retirement Strategies
      • Investment Options
      • Portfolio Second Opinion
      • Roth Conversions
  • Home
  • Who We Help
  • Services
    • Financial Planning
    • Investment Management
    • Review Services
    • Business Owner Planning
    • Retirement Planning
    • Equity Compensation
    • Tax-Aware Investing
  • Our Process
  • About
  • Insights
    • Tax-Aware Investing
    • Planning for Businesses
    • Retirement Strategies
    • Investment Options
    • Portfolio Second Opinion
    • Roth Conversions

Tax-Aware Investing

Investment Decisions Should Be Evaluated After Taxes

Taxes should not dictate every investment decision, but they should rarely be ignored.


Foothills Investments evaluates potential tax consequences alongside risk, diversification, expected return, liquidity, time horizon, and the client’s broader financial objectives.

Tax-aware planning considerations

Asset location

Capital gains and losses

Capital gains and losses

Evaluate which investments may be better suited to taxable, tax-deferred, or tax-free accounts. 

Capital gains and losses

Capital gains and losses

Capital gains and losses

Consider realized gains, available losses, holding periods, cash needs, and portfolio objectives before selling. 

Tax-loss harvesting

Capital gains and losses

Withdrawal sequencing

Identify appropriate loss-harvesting opportunities while considering portfolio exposure and applicable transaction restrictions. 

Withdrawal sequencing

Withdrawal sequencing

Withdrawal sequencing

Coordinate distributions among taxable accounts, retirement accounts, and Roth accounts. 

Roth conversions

Withdrawal sequencing

Charitable giving

Planning designed for entrepreneurs, executives, professionals, and families with increasingly complex financial lives.  Evaluate potential conversions as part of a multiyear retirement and tax strategy. 

Charitable giving

Withdrawal sequencing

Charitable giving

 Consider appreciated securities, qualified charitable distributions, donor-advised funds, and other methods where appropriate. 

Equity compensation

Business transitions

Business transitions

Coordinate vesting, exercises, stock sales, diversification, and anticipated tax payments. 

Business transitions

Business transitions

Business transitions

Consider liquidity, investment of sale proceeds, capital gains, charitable goals, and post-sale income needs. 

Important limitation

Capital gains

Tax-aware investing does not mean minimizing current-year taxes at the expense of sound investment management. A strategy that produces a lower tax bill may still be inappropriate if it increases concentration, reduces liquidity, or conflicts with the client’s objectives.


Foothills Investments does not provide tax-return preparation through the advisory engagement. Tax preparation and accounting services require a separate engagement with Foothills Accountants or another professional selected by the client.

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Copyright © 2026 Foothills Investments - All Rights Reserved.


 

Foothills Investments, L.L.C. is a Colorado-registered investment adviser. Registration does not imply a certain level of skill or training. Advisory services are offered only where Foothills Investments and its investment adviser representatives are appropriately registered or exempt from registration. Investing involves risk, including the possible loss of principal. Past performance does not guarantee future results.


Information on this website is provided for general informational and educational purposes and should not be considered individualized investment, tax, legal, accounting, or insurance advice.


Tax preparation and accounting services may be provided separately through Foothills Accountants, LLC, a commonly owned firm. Clients are not required to use Foothills Accountants and may select any tax or accounting professional. Separate services require separate written engagements and fees.

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