Welcome To Successful Seniors In Colorado Springs

Meet Doug Fair and Learn More About Us

Douglas W. Fair, JD, CRPC


Doug is the owner and founder of SUCCESSFUL SENIORS. For more than 25 years, he has dedicated his career to working with hundreds of individuals to help them succeed in retirement.


He is a graduate of VANDERBILT UNIVERSITY and in 1988 he received his Law Degree. Doug plans on dedicating another 25 years to seniors looking for success in all their remaining years.


Doug and his wife Claudine have three daughters and enjoy a full life in the beautiful city of Colorado Springs, Colorado.



Born Before January 1, 1954?

Baby Boomers turning full retirement age in 2019 are the last class that can take advantage of a valuable Social Security strategy.

Free Book Give-Away!

Baby Boomers turning full retirement age in 2019 are the last class that can take advantage of a valuable Social Security strategy. The strategy lets a beneficiary restrict an application to spousal benefits only, giving the beneficiary some Social Security income now while allowing his or her own retirement benefit to grow 8% a year until age 70.

If you are a Boomer who qualifies, it behooves you to take a good look at when you and your spouse will claim benefits.

“It’s a great way to get a little extra income for four years.”
        —Doug Fair, JD
            Owner/Founder of Successful Seniors

• Plan your retirement income to fit your lifestyle
• Apply specific strategies designed to increase Social Security Retirement Benefits

• Manage your healthcare costs
• Reduce and eliminate unnecessary fees
• Maximize the tax efficiency of withdrawals from retirement accounts
• Identify and mitigate the major threats to your retirement savings
• Determine whether Roth IRA conversions make sense for you

Our Financial Services

What We Do For Clients At Successful Seniors

What We Offer

Creating an income plan to last throughout retirement is perhaps the single most important challenge retirees will face. After all, with the fact that we’re all living longer combined with advanced medical science and technology, it’s very probable that people who are retiring today could spend 30 years or more living in retirement without earned income and only from social security and investments to support them. That’s a scary and very realistic thought.

That’s why we make income planning our top priority at our firm.  We help our clients establish a solid income plan guaranteed to last as long as they do. In other words, the income plans we prepare for our clients are guaranteed to “go the distance.” Even if that means they live to be 120 or older! They are guaranteed to always receive that monthly check.

If an income plan is the most important thing in retirement, peace of mind might be the second. Let us help you create and income strategy you can’t outlive so that you can enjoy retirement with confidence and certainty.

You’ve spent the last 40 years, or longer, in the accumulation phase of planning your retirement. Now it’s time to switch gears and focus on the preservation of your retirement assets. But it doesn’t mean that growth has to stop. In fact, that’s one of the ways we help our clients the most, by helping them receive a reasonable rate of return throughout their retirement years. The difference is, we do it without loss, guaranteed!

Did you know that Warren Buffett’s number one rule to investing is to never lose money? He also has a second rule and that is to never forget rule number one!

We specialize in helping our clients make asset protection and preservation their top priority. Many people underestimate the devastation of losses to their portfolio due to market declines and don’t realize how difficult it can be to rebuild an account.

Did you know that a loss of 25% requires a positive return of almost 34% just to get back to even? A 50% loss of your retirement account means you have to double your money (receive a 100% return) just to be whole again. Think about it. If you have $100,000 and lose 50%, you’re left with $50,000. Now you’re left with the insurmountable task of going from $50,000 back to your original deposit of $100,000; a return of 100%. How long do you think that will take? Two years? Five years? Ten years or more? What if you experience additional losses in the process of trying to get back to even? What if you’re drawing income from this account? What kind of impact will that have?

We believe that the best way to make a dollar is to keep it. Retirement is a critical time and most retirees simply don’t have the time to recoup losses in their portfolios. Let us show you how we help our clients achieve a reasonable rate of return, in many cases averaging 4 to 6%, and without ever subjecting their retirement accounts to loss – guaranteed!

Many of our clients are the ones with the bumper sticker on the back of their RV that says, “We’re spending our kids’ inheritance,” but for many others, their goal is to leave a legacy for their children and grandchildren. That means determining (while you’re still alive) where your assets should go after you die, along with a thorough evaluation of potential tax liabilities, probate avoidance and opportunities to leverage the value of your estate using the most recent estate planning tools.

Because of the constantly changing estate tax laws and emerging vehicles to help you protect and transfer your assets effectively, it’s important to work with experienced estate planning professionals who stay current in this filed and advise clients on a day-to-day basis.

Contact our office today to schedule a one-on-one estate planning consultation.

Changing jobs and retiring are two transition times in our lives that can be stressful. Fortunately, we work with people every day who are in the same situation and looking to take control of an employer-sponsored plan or just need help transferring the money to another employer plan. We make a seemingly daunting task easy and are happy to help you with your qualified plan questions and needs.

Here are four things you can do with the money in your employer sponsored retirement plan:

  • Leave the money where it is
  • Take the cash (and pay taxes, plus a 10% tax penalty if you are younger than age 59 ½)
  • Transfer the money to another employer-sponsored plan (if the plan allows)
  • Roll the money over to a self-directed IRA

Let us help you determine if a rollover is the right move for you!

Reduce Your Financial Risk In Retirement

Getting the most out of life as a senior doesn’t automatically happen. It requires some planning—and that includes financial planning to make sure that the resources required to live an independent life are there when they’re needed. We have financial tools that can help ensure that a senior’s future needs will be met—without the risk and wild fluctuations associated with most investments.

Watch Our Video To Learn More

Stock Market Math
“Key to a Worry-free Retirement”

Rule of 100
“Common Sense Investing”

Senior Well-Being

Helping Seniors in Colorado Springs Maximize Their Quality of Life!

A Helping Hand for Seniors Who Want to Stay in Their Own Homes

Most seniors prefer staying in the comfortable and familiar surroundings of their own homes. But safety and security can be a concern for some independent seniors. Successful Seniors Respite Home Care can provide private pay, non-medical homecare services that are tailored to the needs of each individual.

We know that individual needs vary greatly. That’s why we offer a wide range of helpful services for a variety of living situations. Here’s just a sampling of the services available to seniors in the Colorado Springs area:

Companionship Services
Nutritional assistance, grocery shopping, respite care, conversation and more.

Home Helper Services
Dementia care, medication reminders, Walking, filling prescriptions, pet care, meal preparation.

Personal Care Services
Helping with eating, grooming, incontinence, mobility, dressing, and more.

Good Morning/Good Night Services
Assistance getting out of bed, bathing, dressing and meal preparation (up to 90 minutes)

We know that when it comes to personal home care services, one size doesn’t fit all. We pride ourselves on providing the individualized care you or your loved one need. To ensure that our services meet your needs we always begin with a free care evaluation before coming up with a care plan.

Active seniors want more from life than just the simple Activities of Daily Living. They want to be engaged and stimulated. They want to participate. Of course no two seniors are the same. That’s why we offer a variety of activities and information that allows each senior to select as much or as little involvement as he or she wants.

We can provide assistance and support for just about every non-medical, personal, and social need you or your loved one may have:

•Respite care
•Monitor diet and eating (maintain hydration)
•Stimulate mental awareness (fall prevention)
•Companionship and conversation (including reminiscence)
•Supervise home maintenance
•Prepare grocery lists/clip coupons
•Mail bills and letters
•Plan visits, outings, and short trips
•Assist with entertaining guests
•Answer doorbell and phone
•Perform light housekeeping (Dust, vacuum, sweep)
•Home safety inspection
•Maintain calendar/appointment reminders
•Assist with evenings and tuck-ins
•Check food expiration
•Attend plays, concerts, meetings, sporting events
•Care for houseplants
•Oversee home deliveries
•Assist with clothing selection/dressing
•Entertainment (games, cards, rent/play movies)
•Record and arrange recipes
•Monitor TV use
•Assist with consumer electronics
•Buy magazines, papers, and books

We serve seniors in all of the surrounding areas of Colorado Springs, such as Monument, Pueblo, and Woodland Park.

Call Successful Seniors to Request Help Putting Together Your Individualized Plan


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Call Successful Seniors to Request Help Putting Together Your Individualized Plan