Personal Development

5 Ways to Dramatically Increase Your Cash Flow in Retirement (Regardless of When You Retire)

Expertise: Business Management, Mortgages & Creative Financing, Landlording & Rental Properties, Real Estate Investing Basics, Personal Finance, Real Estate Deal Analysis & Advice, Commercial Real Estate, Personal Development, Real Estate News & Commentary
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When I was a kid, it seemed like all the men in my family would work their tails off, retire, and then pass away shortly thereafter. It makes a lot more sense now that I look at the old life expectancy charts. My grandma was born in 1901, and back then, the life expectancy was only 47.6 years for males and 50.6 years for females.

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On the other hand, my parents were born in the early 1930s, when the average male lived to be 61.7 years and females made it to a whopping 65.1 years (according to UC Berkeley Department of Demography). I have a little more hope, as I was born in 1960, and men born in that time period average 66.6 years, while 73.1 years is the average life expectancy for my lovely bride. My youngest son was born in 1990 and can even expect to reach 71.8 years, with his girlfriend’s average at 78.8 years.

Since folks are living longer and retirement ages haven’t really kept up with life expectancies, it doesn’t take a mathematician to figure out we’ll all need more money in retirement.

The big question is, Do we really have to wait that long and can we retire or semi-retire earlier?

My good friend Jeff Brown (a.k.a. the Bawld Guy) often says we should only have one main goal in life—and that is to create as much passive income as you can, as quickly as you can (by retirement at the latest) and to make sure it’s as tax-free as possible.

Personally, I’m in total agreement with his strategy, but I’d also like to discuss a few other strategies I’m using to get exactly where I want to be by retirement.

5 Ways to Maximize Your Money for Retirement

1. Create multiple streams of income.

This concept was introduced to me by Robert Allen (author of Multiple Streams of Income), and he got me thinking hard about creating other sources of income in my life.

Related: 3 Feasible Ways to Escape a Soul-Crushing Job, Reclaim Free Time or Retire Early

At the time I read his book, I was a real estate agent, and I started to think about additional business opportunities that were directly linked to my current customers or clients. I ultimately decided to partner in a title company and go into property management. This enabled me to channel more business and make more revenue off of the customers I already had.

That said, additional streams of income don’t always have to be other businesses or more work. They can also be investments.


2. Maximize your contributions into investments and IRA accounts.

Prior to the tax filing deadline each year is the perfect time to make a contribution to your self-directed account (IRA, HSA, ESA, etc.). You can do this for last year as well if you haven’t done so already.

These are safe buckets, where you can build money tax-free since your contributions are post-tax dollars.

My favorite part of self-directed accounts is that I'm not as limited on what I can invest in. For example, I can deploy money into notes, tax liens, private money, private placements, and even real estate rehab flips in my IRA.

3. Make it automatic.

David Bach’s book The Automatic Millionaire demonstrates the concept of simple automation when it comes to investing. Making your investing more automatic can help you to consistently take action.

Whether you’re investing in a nice, low-fee index fund or in a specific investment type you’re more familiar with, it’s still all about having a strategy and going for it. If you don’t have a lot of investment options that you’re comfortable with, paying down debt may be more viable.

4. Invest in other vehicles.

Some people have tunnel vision and only invest in one thing. They don’t consider that they could be using other safe buckets to increase their cash flow in retirement, while also accomplishing some asset protection and estate planning at the same time. An example of this might be utilizing insurance contracts (e.g. EIULs, buy/sell agreement insurance, and key man life insurance policies), especially after retirement accounts have been maximized. This can always be in addition to your other businesses, investments, and real estate holdings. Joining REI networking groups or attending events can be a good way to get ideas if you’re looking for different investment vehicles or strategies.


5. Utilize your assets.

Many people don't put their assets to work to increase their net worth, but if they had, they probably could have retired much earlier if they so desired.

For example, what's the rate of return of the equity in your real estate? If you're not tapping into it and re-investing it, the answer is 0 percent.

The number one strategy that I use to build wealth is tapping into the millions of dollars of equity that was created over the years in my real estate portfolio and investing it in private money deals, notes, more real estate, and other businesses and income streams. I wouldn’t even be close to where I am today if I hadn’t done that. The irony is that by investing my real estate equity, I’ve been able to pay off my properties even more quickly before retirement in a much safer and predictable way.

Related: Case Study: Yes, It IS Possible to Retire a Millionaire With a $30k Starting Salary

There are also many other ways to utilize your assets. I once worked for a builder who secured a business line of credit with a stock portfolio. He also borrowed from his life insurance policies to build houses and then paid back the policy once he sold the property, in essence being his own bank. I truly believe many of the assets we have, or should have, are being underutilized.

Why Wait to Retire?

We also should be asking ourselves why we have to wait to retire. One of my favorite blogs is Here’s a guy who found a way to retire with his wife and kids really early (from his engineering career, at age 30) and still be happy without giving up any quality of life.

Maybe it’s time to do something different or look at things from a different point of view.

Why not retire earlier and enjoy life more while we still have our health?

Maybe we should try Airbnb, house hacking, or some other type of rental strategy (student housing, community action, section 8, recovery houses, etc.) to maximize our current real estate portfolio.

So, what are some of your favorite strategies for maximizing your retirement? Better yet, which would you suggest for those who want to retire early?

Since 2007, Dave Van Horn has served as president and CEO of PPR Note Co., a $150MM+ company managing funds that buy, sell, and hold residential mortgages nat...
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    Josh Hooper Investor from Atlanta, Georgia
    Replied over 3 years ago
    The three books mentioned herein were the ones that got me started years and years ago. Also an avid MMM reader; at least the older stuff…some great material. The only other one that I don’t see here and may not fit the mold for this article but also had the impact of planting those ideas years ago was RDPD. Glad to hear all of them mentioned in the same article knowing they impacted you and hopefully someone else will see the value in changing your thoughts to change your actions. Well-written, Dave.
    Tim Boehm Investor from Tillamook, Oregon
    Replied over 3 years ago
    Great article and I agree with everything you say. But you must always remember the longevity today is due mostly to less infant mortality. People always lived a long time it’s just that genetics makes up a large part of our mortality. We basically retired at 45, it’s not that we haven’t made a lot of money since then but at 45 we could pick and chose what we wanted to do. About 6 years ago 4 of my rentals had roofs that were 15 years old, we decided to reroof them in 40 year roofing knowing that by the time those roofs needed to be done we would would be too old to do the job. By doing exactly what you said we have made life simple and easy. Though now we would rather be in CD’s but fortunately for us we stayed in rentals as CD’s are paying nothing, and bank interest on a million dollars won’t even cover our light bill.
    Dave Van Horn Fund Manager from Berwyn, PA
    Replied over 3 years ago
    Tim, Congrats on retiring at 45! Glad to see you’re doing what works for you and simplifying your life. I’m in the same mindset of trying to simplify things as I get older. I also agree that current interest rates don’t make CDs that appealing, that’s why I’m trying to diversify into other investment vehicles. Best, Dave
    Alden Simpson Wholesaler from Greenville, South Carolina
    Replied over 3 years ago
    I also did not agree with the statistics of longevity. Its a misconception. The roof part is a great investment. A lot of people think to fix something when its damaged, which usually works unless its a roof. When a roof has a leak, it can cause a lot of other damages.
    Michael Begley Investor from Littleton, Colorado
    Replied over 3 years ago
    Reliable passive income is definitely the key to secure retirement. We are torn between taking all the cash flow and paying off our rentals’ mortgages so they turn into miniature pensions or using the cash as down payment for more leveraged purchases. Sadly I think the answer WAS acquire more with leverage five years ago, but now our (Denver) market has appreciated so much, the returns are much thinner. So we are doing half of each, so that we are at least half right! The first rental will be paid off in August, then we’ll attack mortgage #2.
    Paul B. from Omaha, Nebraska
    Replied over 3 years ago
    In #2 is the statement: “These are safe buckets, where you can build money tax-free since your contributions are post-tax dollars.” I believe contributions to HSA’s, IRA’s, etc are with pre-tax collars, correct?
    Dan Heuschele Investor from Poway, CA
    Replied over 3 years ago
    they have traditiona IRAs and Roth IRAs. Similar with tradition 401K and Roth 401K. Google Roth IRA and you will likely get a better, more detailed response than I can provide.
    Paul B. from Omaha, Nebraska
    Replied over 3 years ago
    I just want to make sure we people don’t think that IRA, HSA, ESA, etc accounts can be funded with post-tax dollars, since that’s not true. Roth IRA’s, brokerage accounts, etc, though, can be.
    Dave Van Horn Fund Manager from Berwyn, PA
    Replied over 3 years ago
    Hi Paul, You are correct, and thank you for catching that. I meant to refer to Roth IRAs as an example of accounts that can build tax-free after being funded with post-tax dollars. Traditional IRAs are funded with pre-tax dollars, build tax-deferred, but are taxed upon withdrawal. HSAs have the best of all worlds, a tax break going in, build tax free, and come out tax free. My theory is to have as many of these types of accounts as possible that fit your unique situation. Best, Dave
    Mike Dymski Investor from Greenville, SC
    Replied over 3 years ago
    “The irony is that by investing my real estate equity, I’ve been able to pay off my properties even more quickly before retirement in a much safer and predictable way.” Nice article. I like the comment above. There are misconceptions on BP that (1) paying down low cost debt increases cash flow and (2) that, if you plan to continue to leverage, you have to keep purchasing more direct investments in real estate (in reality, you can invest excess capital/leverage in other assets).
    Dave Van Horn Fund Manager from Berwyn, PA
    Replied over 3 years ago
    Hi Mike, You’re absolutely right. Also, I agree that paying down low cost debt would not necessarily be as big a need if folks have the right insurances, access to capital, or sufficient cash reserves. For example, many RE Investors could try to utilize things like insurance contracts to provide capital (upon death) for their heirs to pay off properties if they so desired or have the option to just liquidate the properties (with a stepped up basis). Thanks for commenting! Dave
    NA C. Cruz from Detroit, Michigan
    Replied over 3 years ago
    Dave, Great tips! How does EIUL generate passive income? Also, if my health plan is not high deductible, how can I open a HSA?