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    • Home
    • About Us
      • Team Members
      • Licenses & Memberships
      • Awards
      • NAPFA Fiduciary Oath
      • Videos
      • Photo Gallery
    • Services
      • Our Investment Process
      • Fee Only Investment Mgmt
      • Wealth Planning
      • Tax Strategy
      • Retirement Planning
      • Fees
      • FAQs
      • Custodian
      • Privacy Policy
    • Insights
      • Market Commentary
      • Case Studies
      • Financial Scenarios
      • Retirement Tax Planning
      • Business Owners
      • Executives
      • Women’s Wealth Management
      • High-Net-Worth Families
    • Contact
    • Client Logins
Di Bello Financial, Inc.
  • Home
  • About Us
    • Team Members
    • Licenses & Memberships
    • Awards
    • NAPFA Fiduciary Oath
    • Videos
    • Photo Gallery
  • Services
    • Our Investment Process
    • Fee Only Investment Mgmt
    • Wealth Planning
    • Tax Strategy
    • Retirement Planning
    • Fees
    • FAQs
    • Custodian
    • Privacy Policy
  • Insights
    • Market Commentary
    • Case Studies
    • Financial Scenarios
    • Retirement Tax Planning
    • Business Owners
    • Executives
    • Women’s Wealth Management
    • High-Net-Worth Families
  • Contact
  • Client Logins

High-Net-Worth Families

In This Guide

  • How We Build Tax-Efficient Investment Portfolios
  • Tax Integration In Action
  • Why We Use Individual Stocks Instead of Relying Primarily on Mutual Fund
  • Tax Efficient Portfolios for High-Net-Worth Investors

How We Build Tax-Efficient Investment Portfolios

Investment Returns Are Only Part of the Equation | By Annette Di Bello, CPA/PFS, CFP® | Aug 15, 2026

 

Our Objective

Build customized portfolios designed to pursue attractive risk-adjusted, after-tax returns while managing investment risk, taxes, and costs.


Portfolio Construction

  • Individual stocks form the majority of equity allocations
  • Low-cost ETFs generally represent approximately 25%–30% of portfolios
  • Individual investment-grade bonds
  • Treasury and municipal bonds when appropriate
  • REITs and other diversified investments where suitable
  • Customized allocations based on each client's circumstances


Tax Management

  • Ongoing tax-loss harvesting
  • Strategic tax-gain harvesting
  • Capital gain management
  • Tax-efficient asset location
  • Roth conversion coordination
  • Charitable gifting of appreciated securities
  • Management of embedded unrealized gains
  • Retirement distribution tax planning


Individual Stock Management

Owning individual securities provides greater flexibility to:

  • Harvest losses at the security level
  • Selectively realize gains
  • Manage concentrated positions
  • Transition appreciated portfolios gradually
  • Respond to changing valuations and fundamentals
  • Remain nimble as market opportunities develop


Fixed-Income Strategy

Customized bond ladders may include:

  • U.S. Treasuries
  • Investment-grade corporate bonds
  • Municipal bonds


Bond selection considers credit quality, tax-equivalent yield, interest rates, duration, income needs, and the client's tax situation.


Investment Research

Security selection incorporates:

  • Financial statement analysis
  • Earnings reports and conference calls
  • Analyst research
  • Valuation and fundamental analysis
  • Cash flow and balance-sheet strength
  • Industry and competitive positioning
  • Economic and market data


Ongoing Portfolio Management

We continuously monitor:

  • Investment performance
  • Portfolio risk and beta
  • Asset allocation
  • Tax opportunities
  • Individual security fundamentals
  • Interest rates
  • Client cash-flow needs
  • Changes in financial circumstances


Results are evaluated against relevant market benchmarks with the objective of creating positive alpha relative to portfolio beta, recognizing that outperformance cannot be guaranteed.


The Di Bello Financial Difference


Investment Management + Tax Strategy + Financial Planning
Rather than treating taxes as a separate year-end consideration, tax planning is integrated into portfolio decisions throughout the year.

The goal: help clients build and preserve wealth while keeping more of what their investments earn.


About the Author

Annette Di Bello, CPA/PFS, CFP® is the Founder and President of Di Bello Financial, a fee-only Registered Investment Advisor headquartered in Mission Viejo, California.


With nearly four decades of experience in accounting, taxation, financial planning, and investment management, Annette specializes in helping high-net-worth individuals and families, business owners, executives, physicians, and retirees coordinate investment decisions with tax strategy and long-term financial planning.


As both a Certified Public Accountant (CPA) with the Personal Financial Specialist (PFS) credential and a CERTIFIED FINANCIAL PLANNER® professional, Annette brings an integrated perspective to portfolio management, retirement planning, tax strategy, estate planning coordination, and wealth preservation.

Di Bello Financial serves clients throughout Orange County, Los Angeles County, San Diego County, and other states where permitted by law.


Important Disclosure

This article is provided for informational and educational purposes only and should not be construed as individualized investment, tax, accounting, or legal advice. Examples and strategies discussed are illustrative and may not be appropriate for every investor. Tax laws and regulations are subject to change. Readers should consult their own qualified professional advisors regarding their individual circumstances.


Investment advisory services are offered through Di Bello Financial, a California Registered Investment Advisor. Registration does not imply a certain level of skill or training. Past performance is not indicative of future results. All investing involves risk, including the possible loss of principal. References to alpha, benchmarks, or investment objectives do not represent a guarantee of future performance.


How We Build Tax-Efficient Investment Portfolios 

Why We Use Individual Stocks Instead of Relying Primarily on Mutual Funds 

How We Allocate and Design Client Portfolios

Asset Location: Why Where You Hold Investments Can Matter as Much as What You Own 

Managing Concentrated Stock Positions 

Tax Strategy 

Investment Management 

Retirement Planning 

Retirement Planning Scenarios


© 2026 Di Bello Financial. All Rights Reserved.


Read Full Article about How Tax-Efficient Portfolios are Built

Tax Integration in Action

Coordinating Investment and Tax Strategies for Long-Term Wealth

By Annette Di Bello, CPA / PFS, CFP® | July 5, 2026 


For many investors, investment management and tax planning are treated as separate services. Investments are managed in one place, taxes are prepared somewhere else, and important financial decisions are often made without considering how one affects the other.


At Di Bello Financial, we believe these decisions should be coordinated. Annette Di Bello, as both a CPA/PFS and CFP®, integrates investment management with proactive tax planning to help clients make more informed financial decisions, reduce unnecessary tax inefficiencies, and build long-term wealth.


While every client’s circumstances are unique, the following examples illustrate how integrated planning can help address common financial situations.


Business Owners: Building Wealth Inside and Outside the Business

For many entrepreneurs, their business represents their largest asset. However, long-term financial security often depends on building wealth outside the business as well.

Integrated planning may include:

  • Designing or maximizing a Cash Balance Plan and/or 401(k) Profit Sharing Plan
  • Evaluating retirement plan contribution opportunities
  • Coordinating retirement contributions with business cash flow
  • Reviewing business entity compensation strategies
  • Investing excess business cash tax-efficiently
  • Planning for future business succession or sale
  • Coordinating Roth conversion opportunities during lower-income years
  • Developing a long-term retirement income strategy


By coordinating retirement planning, investments, and tax considerations, business owners can work toward building diversified wealth beyond the value of their company.


Corporate Executives: Managing Complex Compensation

Executives often face unique planning challenges due to equity compensation and concentrated investment positions.

Integrated planning may include:

  • Coordinating Restricted Stock Unit (RSU) vesting
  • Evaluating stock option exercise strategies
  • Managing concentrated stock positions
  • Tax-loss and tax-gain harvesting
  • Retirement account optimization
  • Charitable giving strategies
  • Capital gain planning
  • Pre-retirement withdrawal planning


Rather than evaluating each decision independently, an integrated approach considers how today’s choices may affect future taxes and investment outcomes.


High-Net-Worth Retirees: Creating Tax-Efficient Retirement Income

Retirement often shifts the focus from accumulating assets to generating sustainable income.

Integrated planning may include:

  • Tax-efficient withdrawal sequencing
  • Required Minimum Distribution (RMD) planning
  • Roth conversion analysis
  • Social Security timing considerations
  • Medicare IRMAA planning
  • Capital gain management
  • Charitable giving strategies
  • Legacy planning coordination


The objective is not simply to generate income, but to thoughtfully coordinate withdrawals across taxable, tax-deferred, and tax-free accounts in light of each client’s goals and tax situation.


Multi-Generational Families: Coordinating Family Wealth

As wealth grows, financial planning often extends beyond one generation.

Integrated planning may include:

  • Trust coordination
  • Family gifting strategies
  • Tax-efficient asset location
  • Estate planning coordination
  • Beneficiary reviews
  • Investment management across multiple generations
  • Charitable planning
  • Family wealth education


Coordinating these areas can help families maintain continuity while supporting long-term financial objectives.


Why Integration Matters

Investment decisions frequently have tax consequences, and tax decisions can influence investment outcomes. Viewing these disciplines together allows for more informed planning than addressing each independently.

At Di Bello Financial, our approach is designed to coordinate:

  • Investment management
  • Tax planning
  • Retirement planning
  • Risk management
  • Estate planning considerations
  • Long-term wealth preservation


By integrating these areas, clients receive advice that reflects their broader financial picture rather than isolated recommendations.


An Integrated, Personalized Approach

Every client has different goals, financial resources, tax considerations, and family circumstances. For that reason, no single strategy is appropriate for everyone.


Whether you are preparing for retirement, growing a business, managing executive compensation, or planning for future generations, coordinated financial planning can help bring greater clarity to complex financial decisions.


Important Disclosure

The examples above are provided for educational and illustrative purposes only and are not intended as tax, legal, or investment advice. They do not represent actual client situations or guarantee any specific outcome. Strategies discussed may not be appropriate for every individual and should be evaluated based on each client’s unique circumstances. Consult your tax and financial professionals before implementing any planning strategy.


About the Author

Annette Di Bello, CPA / PFS, CFP® is the Founder and President of Di Bello Financial, a fee-only fiduciary wealth management firm headquartered in Mission Viejo, California. With more than 35 years of progressive accounting, tax, investment, and financial planning experience, she specializes in helping high-net-worth individuals, business owners, executives, and retirees integrate investment management with proactive tax planning. Annette provides personalized portfolio management, comprehensive financial planning, and year-round tax strategy designed to help clients build, preserve, and transfer wealth more efficiently.


© 2026 Di Bello Financial. All rights reserved.

Why Individual Securities?
Di Bello Financial builds diversified, risk-based portfolios using primar

Why We Use Individual Stocks Instead of Mutual Funds

Why Individual Stocks Instead of Mutual Funds | By Annette Di Bello, CPA/PFS, CFP® | July 16, 2026

Di Bello Financial builds diversified, risk-based portfolios using primarily individual stocks and bonds, with low-cost ETFs used selectively.


This approach can provide:

  • Greater control over taxes and capital gains
  • No internal expense ratios on individual stocks and bonds
  • Minimal overall ETF expenses
  • More precise tax-loss harvesting
  • Direct ownership and full portfolio transparency
  • Flexibility to buy quality companies during temporary price declines
  • Selective exposure to evolving economic and geopolitical themes


The goal is to improve after-tax, after-expense outcomes while maintaining disciplined diversification and risk management. Read More


Important Disclosure: This article is provided for educational purposes only and should not be considered individualized investment, tax, or legal advice. Mutual funds, ETFs, stocks, and bonds involve investment risk, including the possible loss of principal. Individual securities may involve greater volatility and company-specific risk than broadly diversified investments. Diversification and asset allocation do not guarantee a profit or protect against loss. Mutual funds and ETFs incur internal expenses and transaction costs, while individual-security transactions may be subject to commissions, markups, markdowns, bid-ask spreads, and other trading costs. Thematic investing may involve increased exposure to particular industries or economic sectors. There is no assurance that an investment purchased following a price decline will recover or produce a profit. Tax-planning strategies depend on each individual’s circumstances and may change as tax laws and regulations evolve. Consult with qualified financial, tax, and legal professionals regarding your specific situation.


About the Author

Annette Di Bello, CPA, PFS, CFP® is the Founder and CEO of Di Bello Financial, a fee-only fiduciary wealth management firm headquartered in Mission Viejo, California. With more than 35 years of progressive accounting, tax, investment, and financial planning experience, she specializes in helping high-net-worth individuals, business owners, executives, and retirees integrate investment management with proactive tax planning. Annette provides personalized portfolio management, comprehensive financial planning, and year-round tax strategy designed to help clients build, preserve, and transfer wealth more efficiently.


© 2026 Di Bello Financial. All rights reserved.

Read Full Article about Portfolios Constructed with Individual Stocks, Bonds and ETFs

Tax Efficient Portfolios for High-Net-Worth Investors

High Net Worth Families: By Annette Di Bello, CPA / PFS, CFP® | July 5, 2026

For high-net-worth investors, investment success is measured not only by returns, but by how much of those returns are retained after taxes. A thoughtfully constructed portfolio can help reduce tax drag, improve after-tax performance, and support long-term wealth preservation.

Tax-efficient portfolio construction integrates investment management and tax planning to help investors keep more of what they earn.


Asset Location Matters

Different investments generate different types of taxable income. Placing assets in the appropriate account type can improve overall tax efficiency.

For example:

  • Tax-efficient equity investments may be well suited for taxable accounts.
  • Bonds and income-producing assets may be better held in tax-deferred retirement accounts.
  • Growth-oriented investments can often benefit from Roth accounts, where future gains may be tax-free.

The goal is to place investments where they can generate the greatest after-tax benefit.


Manage Capital Gains Strategically

High-net-worth investors often accumulate significant unrealized gains over time. Selling appreciated assets without a plan can create substantial tax liabilities.

Strategies may include:

  • Tax-loss harvesting
  • Gradual realization of gains
  • Charitable gifting of appreciated securities
  • Coordinating sales with lower-income years

Proper planning can help reduce the tax impact of portfolio changes.


Focus on Tax-Efficient Investments

Certain investments are inherently more tax-efficient than others.

Examples include:

  • Individual Stocks
  • Exchange-traded funds (ETFs)
  • Municipal bonds for taxable accounts

These investments may help reduce annual taxable distributions and improve after-tax returns.


Diversify Concentrated Positions

Many high-net-worth investors hold significant positions in a single stock due to business ownership, stock compensation, or inheritance.

While concentrated positions can create wealth, they also increase risk and may complicate tax planning.

A structured diversification strategy can help manage both investment risk and tax consequences.


Coordinate Tax and Investment Planning

Investment decisions should not be made in isolation. Changes in income, retirement plans, charitable goals, business transactions, and estate planning strategies can all affect portfolio construction decisions.

By coordinating investment management with tax planning, investors can often identify opportunities that may otherwise be overlooked.


Think Beyond Annual Tax Savings

Tax-efficient investing is not simply about minimizing taxes this year. The objective is to maximize after-tax wealth over a lifetime.

This may involve balancing current tax savings with future opportunities, preserving flexibility, and aligning investment decisions with long-term financial goals.


Build a More Tax-Efficient Portfolio

We help high-net-worth investors integrate tax planning and investment management to create strategies designed to preserve wealth and improve after-tax outcomes. 


Important Disclosure: This article is provided for educational and informational purposes only and should not be construed as investment, tax, legal, or accounting advice, or as a recommendation to buy or sell any security. Every individual’s financial situation is unique. You should consult with qualified professionals before making financial, investment, or tax decisions. Past performance does not guarantee future results.


About the Author

Annette Di Bello, CPA, PFS, CFP® is the Founder and President of Di Bello Financial, a fee-only fiduciary wealth management firm headquartered in Mission Viejo, California. With more than 35 years of progressive accounting, tax, investment, and financial planning experience, she specializes in helping high-net-worth individuals, business owners, executives, and retirees integrate investment management with proactive tax planning. Annette provides personalized portfolio management, comprehensive financial planning, and year-round tax strategy designed to help clients build, preserve, and transfer wealth more efficiently.


© 2026 Di Bello Financial. All rights reserved.

Tax-Efficient Investing at a Glance

For high-net-worth investors, what matters is not only investment return, but how much is retained after taxes.


A tax-efficient portfolio may incorporate:

  • Strategic asset location across taxable, tax-deferred, and Roth accounts
  • Tax-loss harvesting and coordinated capital-gain realization
  • Tax-efficient equities, ETFs, municipal bonds, and other carefully selected investments
  • Diversification of concentrated stock positions
  • Charitable gifting of appreciated securities
  • Coordination with retirement, estate, business, and income-tax planning


The objective is not simply to reduce taxes in a single year, but to improve long-term after-tax outcomes, preserve flexibility, and help protect wealth over time.


Di Bello Financial integrates tax planning and investment management to help high-net-worth investors keep more of what they earn.

Find out more about our investment management process

Ready to Take the Next Step?

We begin each relationship with a confidential, no‑pressure conversation.

This initial consultation allows you to explore our approach, ask questions, and assess whether our tax‑smart investment philosophy is the right fit for your long‑term objectives.

Request a Private Consultation

Annette Di Bello, CPA, CFP, Inc-Di Bello Financial

27201 Puerta Real, Suite 300, Mission Viejo, CA 92691

Copyright © 2026 Annette Di Bello, CPA, CFP®, Inc. | Di Bello Financial - All Rights Reserved. Disclaimer: All information herein at Annette Di Bello, CPA, CFP®, Inc. | Di Bello Financial is for informational purposes only. This information does not constitute a solicitation or offer to sell securities or investment advisory services. Fee -Only Fiduciary.


Annette Di Bello, CPA, CFP®, Inc. | Di Bello Financial is a Registered Investment Advisor transacting business in California, Arizona and other states in which we qualify for exemptions. Registration does not imply a certain level of skill or training. Nothing contained herein Annette Di Bello, CPA, CFP®, Inc.  | Di Bello Financial website constitutes investment, financial, legal, tax or other advice, nor is to be relied on in making an investment or other decision. Annette Di Bello, CPA, CFP®, Inc. | Di Bello Financial‘s  specific advice is prepared only within our contract agreements on a client-by-client basis. Past performance may not be representative of future results.


Headquartered in Mission Viejo, California, with client meeting locations available by appointment in downtown Los Angeles and La Jolla.  Di Bello Financial proudly serves clients throughout Orange County, Los Angeles County, San Diego County and Southern California.


Headquarters:  27201 Puerta Real, Suite 300, Mission Viejo, CA  92691

Additional Client Meeting Locations:  355 S Grand Ave, Suite 2450, Los Angeles, CA 90071|4225 Executive Square, Suite 600,  La  Jolla, CA 92037


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