Automating Investing for Growth and Income

My plan for managing our investments in retirement keeps evolving.   My initial approach was to simplify our investments by:

• Selling most individual stocks, but doing so in a tax efficient way and waiting for some postions to become profitable.
• Moving from stock investments to market index mutual funds or ETFs.
• Moving from bond/CD investments to mutual funds or ETFs.
• Automatically withdraw interest and dividend income from taxable accounts.  

I implemented the automatic withdrawal of interest and dividends right away, and that part has worked out well.  In the first week of the month, we receive all the interest and dividends from our taxable account.  This distribution is about 50% of our monthly income.

Otherwise, the process has been slow.  Some of my stock positions have large gains, and it would be not tax efficient to sell them yet.   Some of my losses are in tax advantaged accounts and there is no tax benefit to selling them right away when there is a chance of recovering and become profitable, even though a small chance. I'm slowly moving into bond mutual funds, mostly municipal bond fund so far.  On the other hand, I hold some 10 to 15 year treasuries and agency bonds that I prefer to hold to maturity instead of selling and converting to a bond mutual fund.

Then again, it's tough to give up old habits which caused a distraction in February 2026 when I bought the dip on SAAS software stocks.   It gives me some excitement, entertainment and fun, but I need to restrict do this much less in the future

Finally, I decided to investigate a slightly different approach.   Schwab offers a robotic investment feature called Schwab Intelligent Portfolios.  It seems to offer an investment platform that meets my criteria for being  perpetually very low involvement and automatically adaptive.  This might be what I'm looking for when I am no longer interested nor able to manage our investments.  I've decided to open three Intelligent Portfolio strategies and evaluate if the platform will meet my needs.

Disclosure:  I was not compensated by Schwab for writing this post.

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