You may believe it’s easy to become self-employed or to start your own business. Yet, there are several financial realities that should make you stop and think. However, if you are really eager to become self-employed, you shouldn’t let these concerns stop you from reaching your goals. If you have a good financial plan in place, you may be able to avoid pitfalls.


1. Startup Expenses Can be a Barrier

If you were previously a salaried employee, you’ve perhaps not counted the minimal perks you get from the job. Everything you need to do the work is provided for you. You work in a space that someone else pays for. You enjoy the occasional office birthday party with free cake. When you are self-employed, you’ll have to procure the assets you need to do the job yourself. You will have to maintain upkeep on those assets as well as on the space where you do the work. Startup costs can pile up quickly. The costs may include things like commercial banking services and insurance.


2. Health Benefits

As with now having to provide your own tools of the trade, you’re also going to have to make up for other benefits you held previously. You will have to provide your own health insurance. If you have a family, the costs will be significant.


Under the Affordable Care Act, you may have qualified for health insurance premium subsidies in your state. The subsidy will lower the costs of the plan. Still, the plans available to you in the marketplace may be expensive.


The Small Business Jobs Act brings some health insurance cost mitigation to you at tax time. The law authorizes you to deduct an employer-equivalent portion of your health insurance costs from your taxes.


3. Your Tax Situation May Become Complicated

Tax time may present a completely new set of financial issues for you when you become self-employed. For consultant or freelancers who don’t itemize, there won’t be a significant change. You’ll be responsible now for paying the FICA tax, which is included in the self-employment tax rate. It will be in addition to the income tax you owe. You can chose to pay your taxes quarterly or wait until April and pay them all at once.


Conversely, self-employment will allow for new deductions. For example, if you have a home office, you may be able to deduct a portion of that. You can deduct business-related travel expenses. You may also be able to deduct the cost of paying a financial advisor to help you figure it all out.


4. Budgeting Will be a Challenge

Especially when you first start out as a self-employed, you may miss the predictable, regular income stream you had through your old job. Setting a budget is much easier when you know how much will be in your account each month. For some self-employment jobs, like seasonal work, your highs and lows may be predictable. For other jobs, like consulting, it may be hard to gauge how to handle things. The safe bet may be to save during the feast so that you can eat during the famine.


5. Saving for Your Retirement Will be Different

When you’re an employee, the employer looks out for your future by contributing to your retirement plan. Once you’re self-employed, you have to save for your own retirement. On one hand, some self-employment jobs may allow you to work beyond expected retirement years. However, you should ask yourself if you want to continue working at 70.


6. Preparing for the Worst

Somewhat related to issues like the difficulty in budgeting and saving for a rainy day is the possibility your business endeavor may not meet your goals. If you start a food service business, you may be in the position that many people who open restaurants are in; they must close up shop. You will need a plan to prepare for this possibility. Before jumping into the world of the self-employed, talk to one of our Lead Advisors to see how to best proceed.


This content is developed from sources believed to be providing accurate information. It may not be used for the purpose of avoiding any federal tax penalties. Please consult legal or tax professionals for specific information regarding your individual situation. The opinions expressed and material provided are for general information, and should not be considered a solicitation for the purchase or sale of any security.


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The Buttonwood Agreement: Where American Finance Took Root — and Why Our Name Exists The Buttonwood Agreement was a compact signed on May 17, 1792, by 24 stockbrokers and merchants beneath a buttonwood tree at 68 Wall Street in New York City. It established the rules of organized securities trading in America and laid the foundation for what would become the New York Stock Exchange. Buttonwood Financial Group takes its name directly from this founding moment; as a daily commitment to the integrity, transparency, and long-term thinking those original brokers put on paper. What was the Buttonwood Agreement, and why it still matters The Buttonwood Agreement came at a moment of crisis. The Panic of 1792, America's first speculative bubble and market collapse, had shattered public confidence in capital markets. Prominent financiers defaulted. Prices fell. Investors panicked. Alexander Hamilton worked to stabilize the system, but the lasting fix came from the professionals themselves. On May 17, 1792, 24 brokers gathered under a buttonwood (sycamore) tree outside 68 Wall Street and signed a two-sentence agreement: they would deal only with each other, charge a standard commission of one-quarter percent, and give preference to fellow signers in all negotiations. Simple. But the effect was transformative. By agreeing to hold a higher standard collectively, they rebuilt confidence in the market itself. The Buttonwood Agreement is widely regarded as the founding document of the New York Stock Exchange and of organized American finance. Why Buttonwood Financial Group carries this name Boutique wealth management firms are built on process and trust. When we named our firm Buttonwood Financial Group, the choice wasn't aesthetic; it was philosophical. Our name is a daily accountability measure; a reminder that the values those brokers signed onto in 1792 — integrity, structure, and responsibility — are exactly the values our clients deserve today. The families and individuals we serve aren't looking for surface answers and financial products. They're looking for an experienced team that has been tested across market conditions, that communicates honestly, and that approaches every client relationship from a fiduciary capacity in a long-term commitment. That's what an established boutique wealth management firm looks like in practice. What experience really means Experience in this industry isn't about credentials alone. It means you have been present with clients through market downturns and periods of uncertainty. You have worked alongside families through estate complexity, business transitions, and inheritance conversations. You have coordinated tax strategy, cash flows, and generational goals at the same time; because for most families, those things can't be separated. Our Team brings that depth to every engagement. Not because we're proud of our tenure, but because the people we serve deserve to work with real people whose judgment has been informed by real world complexity and a wide range of client circumstances. The values that haven't changed in 234 years The Buttonwood Agreement was forged in a crisis to restore confidence. That context mirrors what many clients feel when they first reach out to a firm like Buttonwood. The financial world is complex, opaque, and hard to navigate. Our commitment is to bring transparency, fiduciary responsibility, and honest communication to every relationship, the same values those brokers enshrined in 1792. Roots matter. They tell you where a firm stands when things get hard. On Buttonwood Agreement Day, we honor that founding moment, and recommit to carrying it forward. Connect with Buttonwood Financial Group If you're evaluating whether your current wealth management relationship reflects these values, we'd welcome the conversation. Our advisors work with individuals, families, and business owners on comprehensive, fiduciary-driven financial plans built around your long-term goals. Frequently Asked Questions What is the Buttonwood Agreement? The Buttonwood Agreement was a compact signed on May 17, 1792, by 24 stockbrokers and merchants in New York City. It established standardized rules for securities trading, dealing only among members, and charging a fixed commission. It is considered the founding document of the New York Stock Exchange. When is Buttonwood Agreement Day? Buttonwood Agreement Day is observed annually on May 17, marking the date the original agreement was signed in 1792 outside 68 Wall Street in New York City. Why is the Buttonwood Agreement significant in finance? The Buttonwood Agreement replaced chaotic, unregulated securities auctions with a system of structured, trust-based trading. It restored public confidence after the Panic of 1792 and established the foundational principles, integrity, accountability, and standardized commissions, that governed Wall Street for nearly two centuries. What does Buttonwood Financial Group do? Buttonwood Financial Group is an independent SEC Registered Investment Adviser. A boutique wealth management firm. The firm works with individuals, families, and business owners to provide both financial planning and investment management services. By serving as the primary financial advisor and administrator, Buttonwood is essentially acting as the family's "CFO" while the client remains as the family "CEO." Buttonwood strives to organize, formalize, implement, and monitor financial strategies consistent with clients' multi-generational goals and objectives. What makes a boutique wealth management firm different? Boutique wealth management firms typically offer more personalized service, deeper advisor relationships, and a fiduciary-first approach. Advisors and their support teams generally work with fewer clients and provide more integrated guidance and may reach a deeper level of strategy across investments, tax, business and estate planning, and financial planning. How do I choose an experienced financial advisor? We often see the following criteria: Look for advisors with a fiduciary obligation, verifiable credentials (CFP, CFA, or similar), a transparent fee structure, and experience working with clients whose situations are similar to your own. Confirm the advisor's registration status at adviserinfo.sec.gov. B uttonwood Financial Group is a registered investment adviser. The information provided in this article is for general informational purposes only and does not constitute investment, financial, tax, or legal advice. Past results are not indicative of future performance. All investing involves risk, including possible loss of principal. Please consult a qualified professional for advice specific to your situation.

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