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In the Navigating Complexity phase of retirement, the logistics of health management may become a full-time job with increased medical appointments, medication management, and increasing mobility challenges.
— Dr. Joseph Coughlin, Founder and Director, The MIT AgeLab

MIT AgeLab calls this stage of retirement the “navigating complexity” phase—and for good reason. Life gets busier: more medical appointments, more medications, tighter finances, and mobility challenges. These changes can feel overwhelming, but having a plan helps you stay in control and make the most of this stage of life.

 

First, Physical Health: Why Complexity Grows Over Time

Many retirees enjoy years of good health, thanks to advances in medicine and healthier lifestyles. But as longevity increases, aging eventually brings new challenges. Chronic conditions such as diabetes, arthritis, and heart disease become more common—about 93% of adults age 65 and older have at least one chronic condition, and nearly 79% live with two or more.1 These changes often mean more medical tests, more specialists, and more decisions to manage.

Hospital stays can lead to transitions between rehab facilities, home care, or long-term care communities. For some, this cycle repeats as recovery slows or health declines, adding layers of complexity to daily life.

 

More Medical Care; More Paperwork

As health needs grow, aging adults often face a surge in medical paperwork. Bills arrive from doctors, hospitals, rehab facilities, and other providers, while insurance statements outline what’s covered—and what isn’t. These statements often say, “This is not a bill,” yet they look like one because they list amounts owed.

Older adults are especially vulnerable to billing errors. With more chronic conditions and more frequent, complex care, they face a greater chance of incorrect charges. Pat Palmer, a patient advocate and author of The Medical Bill Survivor Guide, estimates errors appear on 9 out of 10 hospital bills and 7 out of 10 physician bills she reviews.2

And according to a 2024 survey published in JAMA Health Forum, 1 in 5 people reported receiving a medical bill they either disputed or couldn’t afford.2 These mistakes can lead to unpaid balances, collections, and even credit issues—adding yet another layer of complexity to this stage of retirement.

 

Caregiving Often Begins With Small Tasks—But Can Expand as Health Needs Increase

Early in retirement, caregiving needs are usually minimal—maybe a quick check-in or a reminder to refill prescriptions. Over time, as health challenges increase, support often expands. Aging adults may need help with transportation to appointments or simple home tasks like changing a light bulb.

Caregivers frequently become advocates, speaking with doctors and pharmacists, and sometimes managing household finances. As physical limitations grow, assistance with daily activities such as bathing, dressing, and meal preparation can add significant emotional and physical demands for caregivers.

 

How to Manage Complexity of Declines in Physical Health

To reduce complexity in this phase, try to avoid the need for medical treatment. Stay in the best shape possible with a healthy diet and exercise plan. Staying healthy can also lessen your need for caregiving. Schedule annual health screening tests to identify health problems as early as possible. Many of these screening tests are completely covered by insurance or Medicare.

To help manage your medical needs, consider finding a geriatrician. They can design care plans to address your needs by managing your medications, coordinating treatments, and answering healthcare-related questions.

 

Second, Cognitive Decline Adds Complexity

About one in four adults aged 80–84 experience mild cognitive impairment, a condition that often precedes dementia.3 When reasoning ability declines, everyday decisions—about finances, health, or property—can become overwhelming. Even without cognitive impairment, illness or stress can make complex choices harder to manage.

This vulnerability also increases the risk of exploitation, as older adults are frequent targets for scams and financial abuse.

 

Planning Ahead for Cognitive Complexity

One of the best ways to reduce stress later is to plan before decisions become overwhelming. Many families set up a durable power of attorney early—an arrangement that allows a trusted person to handle financial matters if mental capacity declines. The “durable” feature means this authority continues even if decision-making ability changes over time.

Similar planning can apply to health care. A medical power of attorney ensures someone is ready to make treatment choices if needed, avoiding confusion during a crisis. These steps are easier and more effective when completed while decision-making is still clear.

 

Keeping Our Brains Healthy

Research shows that lifestyle choices—not just genetics—play a major role in how well the brain ages.4 Simple habits can lower the risk of memory loss and keep cognitive function sharp as we age.

 

Quick Tips for Brain Health:4

plug

Sleep: Aim for 7–9 hours of quality sleep; deep sleep clears brain toxins.

fish

Diet: Favor a Mediterranean-style diet rich in fruits, vegetables, fish, and healthy fats.

stress

Stress: Practice mindfulness or breathing exercises to calm the stress response.

kitchen appliaces

Exercise: Even short bursts of brisk walking or regular movement can lower dementia risk.

piano

Learning: Challenge the brain with new skills—languages, music, or unfamiliar subjects.

friendship

Friendship: Stay socially connected; strong relationships protect memory and mood.

In the Navigating Complexity phase of retirement, the logistics of health management may become a full-time job with increased medical appointments, medication management, and increasing mobility challenges.
— Dr. Joseph Coughlin, Founder and Director, The MIT AgeLab

As We Age, We Spend More Time Alone

Line chart showing that As We Age, We Spend More Time Alone

As individuals approach old age, around 65 years old, they gradually spend less time with coworkers as they retire, and more time either alone or with their spouse. Between the ages of 65 and 75, they predominantly spend their time alone, followed by time with their partner and family. 

Source: Visualized: Who Americans Spend Their Time With, Visual Capitalist, 10/28/22. Most recent data available. 

 

Third, Why Friendships Matter More Than Ever

As the years go by, social circles often shrink. That loss can have real consequences: isolation raises the risk of dementia, depression, and even chronic conditions like heart disease.5 When health declines because of loneliness, decisions about housing—such as moving to assisted living—can become unavoidable.

The upside? Strong social networks can be powerful medicine. Older adults with meaningful connections tend to live longer and enjoy better overall health, including lower rates of depression and high blood pressure.

So why do friendships fade? Mobility challenges play a big role. Driving to meet friends becomes harder, and peers face similar health hurdles. Staying connected takes more planning and effort than it did years ago—but the payoff is worth it.

 

How to Keep Friendships Strong

Maintaining close connections later in life takes intention. Many older adults find that scheduling regular activities—like a weekly lunch, a movie, or a fitness class—helps friendships thrive, even when health appointments compete for time.

 

Ideas for building or renewing friendships:

  • Volunteer for a cause that matters
  • Take a college or community course
  • Spend time at a local coffee shop
  • Join online groups for older adults
  • Sign up for a travel club
  • Try an exercise class
  • Ask family or friends for introductions
  • Visit a senior center

Online platforms can also help. For example, Stitch connects people over 50 for group activities like dinners, movies, or local events—making it easier to meet new friends in a comfortable setting.

 

How to Plan for Financial Complexity

As health needs grow, financial decisions often carry higher stakes. Housing is a prime example. Aging adults who want to stay at home may need modifications—such as wider hallways, ramps, or no-step showers. These projects typically cost $3,000–$15,000, with bathroom upgrades averaging $9,500. A full-home renovation for aging in place can reach $50,000.6

If household help becomes necessary, hiring a home-health aide adds another layer of expense—averaging $77,792 per year for 44 hours of care per week.7 For those who eventually move, costs climb even higher: assisted living averages $70,800 per year, while nursing home care ranges from $111,325 for a semi-private room to $127,750 for a private room.7

Healthcare costs also rise steadily. Fidelity estimates that a 65-year-old retiring today will need about $172,500 for medical expenses over a lifetime—excluding long-term care.8 And while Medicare helps, it doesn’t cover assisted living or nursing home costs, leaving families to manage significant out-of-pocket expenses.

 

Getting Help with Financial Complexity

Financial professionals often act as the quarterback in this stage of retirement planning. They can anticipate future needs and connect aging adults with specialists who handle specific challenges—such as housing decisions or Medicare coverage.

Medicare advisors help clarify options like Parts A–D and supplemental plans, reducing the risk of unexpected healthcare costs. For those planning to age in place, a Certified Aging-in-Place Specialist (CAPS) or an occupational therapist can recommend modifications that improve safety and accessibility.

When housing decisions are less certain—whether staying home, moving to assisted living, or considering a continuing care community—a life care manager can guide families through the pros and cons of each option and provide insight into quality and cost.

 

To Summarize

First, as health declines, managing multiple conditions often means more tests, treatments, and paperwork. Second, cognitive changes can add complexity, making early planning—such as establishing powers of attorney—essential. Third, social networks tend to shrink over time, increasing the risk of isolation, so staying connected matters. Fourth, finances grow more complicated with rising healthcare costs and housing decisions, making guidance from professionals critical to avoid costly surprises.

 

Complexity Doesn’t Mean Unhappiness

It’s easy to think of retirement as one long vacation filled with rest and relaxation. In reality, it’s not that simple. MIT AgeLab identifies four distinct phases: honeymoon, big decisions, navigating complexity, and solo journey—and the navigating complexity phase can feel overwhelming at times.

But here’s the good news: later life often brings unexpected rewards. Recent research shows that many adults in their 70s and 80s report strong well-being—high levels of purpose, social connection, and life satisfaction—even as health and finances grow more complex.9,10 Staying engaged, connected, and proactive can make these years deeply fulfilling.

 

Next Step

Google 8,000 Days Hartford Funds to learn more about the four phases of retirement.

The MITAge Lab is not an affiliate or subsidiary of Hartford Funds.

Sources:

1 Kathleen B. Watson, et al. Trends in Multiple Chronic Conditions Among US Adults, By Life Stage, Behavioral Risk Factor Surveillance System, 2013-2023. Preventing Chronic Disease. April 17, 2025.

2 How to Spot Medical Billing Errors, AARP, 5/30/25

3 Special Report: MORE THAN NORMAL AGING: UNDERSTANDING MILD COGNITIVE IMPAIRMENT, Alzheimer’s Association, 2022. Most recent data available.

4 Milstein, Marc. The Age-Proof Brain. BenBella Books, Inc. 2022.

5 Loneliness poses health risks as deadly as smoking, U.S. surgeon general says, PBS News, 5/2/23

6 How Much Does It Cost to Remodel a Home for Aging in Place? FIXR, 2022. Most recent data available.

7 Cost of Care Survey 2018, Genworth CareScout, 6/2/22

8 Fidelity Investments® Releases 2025 Retiree Health Care Cost Estimate, a Timely Reminder for All Generations to Begin Planning, Fidelity, 2025

9 2015 State Well-Being Rankings for Older Americans, MIT AgeLab and Gallup-Healthways Well-Being Index, 2016. Most recent data available.

10 Here are the ages you peak at everything throughout life, Business Insider, 3/16/17. Most recent data available.

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