Startup News: Key Lessons from the Social Security Myth and Tips for Entrepreneurs in 2026

Discover the financial myths that misled baby boomers about Social Security. Learn why benefits only replace 40% of income & how you can secure your future!

F/MS BLOG - Startup News: Key Lessons from the Social Security Myth and Tips for Entrepreneurs in 2026 (F/MS Europe, Baby boomers were sold a myth about social security—here’s what it was)

TL;DR: Social Security’s Limitations Highlight the Urgency for Financial Independence

Social Security was never designed to fully replace income during retirement, covering only about 40% of an average worker’s earnings. Many baby boomers misunderstood this, believing it would sustain their post-retirement lifestyle, leading to financial challenges today.

• Early misconceptions stemmed from marketing, poor financial literacy, and a decline in private pensions.
• Social Security benefits depend on income level, with lower earners seeing higher replacement rates than middle or high earners.
• Even with cost-of-living adjustments (COLAs), it falls short of matching increasing living costs, especially healthcare.

Actionable Takeaway: Entrepreneurs, freelancers, and younger generations must diversify income streams, develop financial literacy, and prioritize retirement savings to build a more secure financial future. Don’t rely solely on safety nets, take control now!


Many baby boomers were raised believing a recurring promise: Social Security would take care of their retirement decades down the road, covering their financial needs entirely. Reality check? That belief turned out to be far from accurate. This misconception has not only created financial challenges for millions entering their golden years but also serves as a wake-up call for younger generations of entrepreneurs and freelancers around the world, like us. After all, the lessons learned from this debacle are as much about personal finance independence as they are about adapting to unforeseen shifts.

What Was The Social Security Myth Sold to Baby Boomers?

The so-called myth was simple yet barnacled in misconception: a majority believed that Social Security benefits were designed to replace their entire pre-retirement income, allowing them to seamlessly maintain the lifestyle they were accustomed to while working. Spoiler alert: Social Security was never intended to be the sole income source. The program was designed to replace approximately 40% of an average worker’s prior earnings, not 70-80% as many expected for comfortable retirement living.

Let that sink in for a moment. Imagine you’re a freelancer or entrepreneur relying on a portion of your income to supplement your unlike-to-increase cash flow, only to later find out you’ll be receiving less than half of what is needed to cover your lifestyle. For retirees, this represented the culmination of decades of planning mistakenly rooted in false assumptions.

Where Did This Misconception Originate?

This misunderstanding didn’t emerge out of thin air. It was a mix of marketing, poor financial literacy, and an ever-evolving narrative about what Social Security was offering. When the Social Security Act was first rolled out in 1935, the leaders of the time were adamant that the system was simply a safety net, particularly for the most vulnerable , not a golden ticket to a dream retirement. Over time, however, many workers began to obscure that detail, assuming that their regular contributions would ensure an adequate retirement income.

  • Early Ignorance on Contributions: Many paid Social Security taxes without understanding how little would actually return as benefits compared to their total income needs.
  • Skewed Media Narratives: Proponents of the system initially oversold its scope, leading generations to assume Social Security = Retirement Plan.
  • Eroding Employer Pensions: As private pension plans diminished during the 1980-2000s, people increasingly pinned their hopes on Social Security benefits.

The result became apparent, by the time many baby boomers reached retirement age, they were left scrambling to explain the unexpected income gap.

How Much Does Social Security Actually Replace?

To cut it to its core, for most retirees today, Social Security benefits don’t even cover half of what they need to live comparably to the income levels they had during their prime working years. In fact, according to the official Social Security Administration website, the program is designed to replace about 40% of the average worker’s income.

  • Lower-wage earners: They receive about 79% of their prior earnings, which is still barely enough to scrape by given today’s cost of living.
  • Middle-wage earners: Replacement rates fall around 35%-40%.
  • Higher earners: Here’s the kicker, those earning $300,000 or more annually will see only about 11% of their earnings replaced.

While the intent of Social Security was never misaligned, its practicality in today’s inflation-ridden reality leaves a lot to be desired.

COLA Adjustments: A Double-Edged Sword

Social Security benefits receive annual Cost-of-Living Adjustments (COLAs), which are pegged to the Consumer Price Index (CPI-W). Sounds good on the surface, right? Not quite. COLAs are designed to keep up with inflation, but their calculations often leave out key expenditure categories, like healthcare, where seniors spend more compared to the average working American. A 2.8% increase in benefits for 2026 was reported by the Social Security Administration, but healthcare costs are estimated to grow at over 4% annually. The math just doesn’t add up.

What Are The Lessons For Entrepreneurs Today?

As a European entrepreneur, I see a cautionary tale in what’s happening with Social Security and how it applies to the broader gig economy. Here are some crucial principles:

  • Rely on multiple income streams: Just as investments diversify risk, your retirement plan should include diversified income sources. Think personal savings, 401(K), employer matchups, and investment portfolios.
  • Educate yourself now: The knowledge gap highlighted by older generations’ miscalculations is a reminder for proactive financial literacy.
  • Don’t trust the safety nets entirely: Whether you’re freelancing, running a startup, or employed by a company, remember no system, pension or Social Security, can entirely anticipate future requirements.
  • Adapt and prioritize savings early: As boomers scramble now with many taking on part-time jobs just to get by, millennials and Gen Z should be ahead of the curve.

Ultimately, failure to learn from the past means repeating the same mistakes when crisis hits again.

Concluding with a Wake-Up Call

For entrepreneurs, freelancers, and business leaders, the key takeaway from the Social Security myth is crystal-clear: you control your financial future. Blindly trusting systems and inadequate plans is a gamble that can cost you dearly. Build your own safety nets, understand their limitations, and construct a robust financial strategy that ensures your quality of life isn’t left hanging by a thread.

Looking at the baby boomer generation, it’s not just about what went wrong, it’s about improving on those lessons for tomorrow. The young generations have time, so we must use it wisely.


FAQ on the Social Security Myth for Baby Boomers

What was the Social Security myth believed by Baby Boomers?

Many Baby Boomers were under the impression that Social Security would provide all the income they needed during retirement, matching their pre-retirement earnings. However, the program was actually designed to replace approximately 40% of an average worker’s prior income. This misconception led many boomers to inadequately prepare for retirement and created financial vulnerabilities as they entered their senior years. Explore more about Social Security’s design.

Why was this myth so widely accepted?

The myth originated from a combination of lack of financial literacy, misleading media narratives, and deteriorating private pension plans. Over time, many people began viewing Social Security as their primary retirement plan rather than as a supportive "safety net." Early ignorance regarding how contributions work and waning employer pensions further amplified these misunderstandings. Learn about how the narratives evolved.

How much income does Social Security actually replace?

Social Security benefits typically replace around 40% of an average worker's pre-retirement income. Replacement rates vary significantly based on income levels, lower-wage earners may receive 79% of their prior income, while higher earners only see as little as 11%. This discrepancy further highlights why Social Security alone can’t cover all retirement needs. Discover detailed replacement rate data.

Did Cost-of-Living Adjustments (COLAs) address inflation issues for retirees?

Annual COLAs are intended to adjust Social Security benefits according to inflation, yet they often fall short due to how adjustments exclude certain major expenses, such as healthcare. For example, healthcare costs grow faster than CPI-W (the index used for COLA). In 2026, benefits will increase by 2.8%, but healthcare inflation is projected to exceed 4%, causing retirees to face widening financial gaps. Learn more about COLA adjustments.

Why did employer pensions disappear, leaving Social Security as the primary safety net?

Private pension plans diminished significantly between the 1980s and 2000s. Employers shifted from defined-benefit plans (providing guaranteed income) to defined-contribution plans like 401(k)s, putting retirement savings responsibility onto individuals. This shift mistakenly caused many workers to rely on Social Security more than was intended. Explore historical pension trends.

What should younger generations learn from the Social Security myth?

Younger generations should prioritize diversified savings strategies while understanding the limitations of government programs. Building robust personal savings, investing in retirement accounts, and exploring employer contributions are crucial steps to avoid replicating the financial challenges confronted by Baby Boomers. Dive into retirement planning advice.

How are Social Security benefits calculated?

Benefits are calculated based on your lifetime earnings, your 35 highest-earning years, and the age at which you claim benefits. For example, claiming benefits early at 62 results in significantly reduced payments, while waiting until age 70 maximizes monthly payouts. Learn about Social Security calculation methods.

Can retirees rely on Social Security alone for living expenses?

No, relying solely on Social Security for retirement is rarely sufficient, particularly for middle to high-wage workers. Even with maximum benefits, retirees often face significant gaps between their Social Security income and actual living costs. The key is to supplement Social Security with personal savings and pensions if available. Find insights on Social Security adequacy.

What are the risks of early claiming for Social Security benefits?

Early claiming at age 62 reduces your monthly benefit permanently, by up to 30% compared to if you wait until full retirement age (66 or 67). While early claiming may be tempting, the long-term reduction makes planning alternatives for income crucial to avoiding financial strain later. Check out Social Security claiming strategies.

What are the alternatives to relying entirely on Social Security?

To ensure a secure retirement, individuals should build a financial plan involving diverse income streams, including personal savings accounts, 401(k) contributions, mutual funds, real estate investments, and employer pensions if available. Proactively educating oneself on financial independence and addressing long-term goals are key strategies for successful retirement. Explore practical alternatives for financial planning.


About the Author

Violetta Bonenkamp, also known as MeanCEO, is an experienced startup founder with an impressive educational background including an MBA and four other higher education degrees. She has over 20 years of work experience across multiple countries, including 5 years as a solopreneur and serial entrepreneur. Throughout her startup experience she has applied for multiple startup grants at the EU level, in the Netherlands and Malta, and her startups received quite a few of those. She’s been living, studying and working in many countries around the globe and her extensive multicultural experience has influenced her immensely.

Violetta is a true multiple specialist who has built expertise in Linguistics, Education, Business Management, Blockchain, Entrepreneurship, Intellectual Property, Game Design, AI, SEO, Digital Marketing, cyber security and zero code automations. Her extensive educational journey includes a Master of Arts in Linguistics and Education, an Advanced Master in Linguistics from Belgium (2006-2007), an MBA from Blekinge Institute of Technology in Sweden (2006-2008), and an Erasmus Mundus joint program European Master of Higher Education from universities in Norway, Finland, and Portugal (2009).

She is the founder of Fe/male Switch, a startup game that encourages women to enter STEM fields, and also leads CADChain, and multiple other projects like the Directory of 1,000 Startup Cities with a proprietary MeanCEO Index that ranks cities for female entrepreneurs. Violetta created the “gamepreneurship” methodology, which forms the scientific basis of her startup game. She also builds a lot of SEO tools for startups. Her achievements include being named one of the top 100 women in Europe by EU Startups in 2022 and being nominated for Impact Person of the year at the Dutch Blockchain Week. She is an author with Sifted and a speaker at different Universities. Recently she published a book on Startup Idea Validation the right way: from zero to first customers and beyond, launched a Directory of 1,500+ websites for startups to list themselves in order to gain traction and build backlinks and is building MELA AI to help local restaurants in Malta get more visibility online.

For the past several years Violetta has been living between the Netherlands and Malta, while also regularly traveling to different destinations around the globe, usually due to her entrepreneurial activities. This has led her to start writing about different locations and amenities from the point of view of an entrepreneur. Here’s her recent article about the best hotels in Italy to work from.