Tax Strategies

Improve your tax position through year-round strategic planning. We uncover ways to shrink your tax bill, work alongside your accountant, and execute tactics that keep more money working toward your objectives.

Keeping More of What You Earn

Tax planning forms a crucial part of complete wealth management. Winnetka Financial weaves tax-smart tactics throughout your financial strategy, enabling clients across Winnetka, Glencoe, Highland Park, Lake Forest, and Chicago's North Shore to retain more of their earnings and accumulated wealth.

Our tax planning method reaches well past December tax filing. We put strategies into action year-round, collaborating with your tax team to guarantee every recommendation gets executed properly and on schedule.

Covering investment tax handling, retirement account tactics, charitable contributions, and business tax planning, we assist high earners in Winnetka, Highland Park, Lake Forest, and nearby North Shore areas in reducing their tax load while remaining fully compliant with tax regulations.

Our Tax Planning Approach

  • Proactive tax planning throughout the year
  • Investment tax efficiency strategies
  • Retirement account tax optimization
  • Charitable giving tax strategies
  • Tax-loss harvesting opportunities
  • Asset location optimization
  • Coordination with tax professionals

Comprehensive Tax Planning Services

Investment Tax Management

We implement tax-efficient investment strategies that minimize the tax impact on your investment returns. This includes asset location optimization, tax-loss harvesting, and timing of gains and losses.

  • Asset location optimization
  • Tax-loss harvesting strategies
  • Gain and loss timing
  • Qualified dividend planning
  • Long-term vs. short-term gain strategies

Retirement Account Tax Strategies

Optimize the tax benefits of your retirement accounts through strategic contributions, Roth conversions, and distribution planning. We help you maximize tax-deferred and tax-free growth opportunities.

  • Traditional vs. Roth contribution analysis
  • Roth conversion timing and planning
  • Tax-efficient withdrawal strategies
  • Required minimum distribution planning
  • Multiple account coordination

Tax-Loss Harvesting

Systematically realize investment losses to offset capital gains and reduce your tax liability. We identify and implement tax-loss harvesting opportunities throughout the year while maintaining your target asset allocation.

  • Automated loss identification
  • Wash sale rule compliance
  • Gain and loss offset strategies
  • Carry-forward loss management
  • Rebalancing with tax efficiency

Charitable Giving Strategies

Maximize the tax benefits of your charitable giving through strategic timing and techniques such as donor-advised funds, charitable remainder trusts, and appreciated asset donations.

  • Appreciated asset donation strategies
  • Donor-advised fund planning
  • Charitable remainder trust benefits
  • Timing of charitable deductions
  • Charitable deduction optimization

Business Tax Planning

For business owners, we help coordinate tax-efficient business strategies including entity structure, retirement plan design, and business expense optimization in coordination with your tax advisors.

  • Entity structure considerations
  • Retirement plan tax benefits
  • Business expense optimization
  • Pass-through entity strategies
  • Business succession tax planning

Year-End Tax Planning

Coordinate year-end tax planning strategies with your CPA to maximize deductions, optimize income timing, and ensure all tax-saving opportunities are captured before year-end deadlines.

  • Year-end income and deduction timing
  • Retirement contribution optimization
  • Charitable giving coordination
  • Tax estimate and withholding review
  • Multi-year tax planning strategies

Optimize Your Tax Situation

Discover how proactive tax planning can help you keep more of your wealth. Schedule a consultation to review your tax situation and identify optimization opportunities.

Important Disclosures: Educational purposes only. Not investment, tax, or legal advice. Insurance products offered through World Financial Group Insurance Agency. Securities/investment advice available through Transamerica Financial Advisors, Inc. (TFA), member FINRA/SIPC.

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