Don't rush to form an S-Corp. The tax savings typically don't outweigh the added costs and complexity, like running payroll, until your business is generating at least $60,000 to $80,000 in profit. Before that, a sole proprietorship or standard LLC is often more efficient.
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High top-line revenue is a vanity metric if it doesn't translate to profit. By setting a high margin target (e.g., 80%+) and enforcing it through pricing and cost management, you ensure the business is sane and profitable, not just busy.
Don't default to a 50/50 split on day one. Instead, agree to formally discuss equity only after reaching a predefined milestone, like $10,000 in revenue. This allows you to base the split on demonstrated contribution and commitment, avoiding the resentment from premature, misaligned agreements.
Most new entrepreneurs wait for revenue before formalizing their business with an LLC or hiring an accountant. The savvier approach is to establish this legal and financial foundation from day one, even before profitability. This professionalizes the venture immediately, forces a serious mindset, and builds a solid base for future growth.
The clearest indicator that a side hustle is ready to become a full-time business isn't just profit, but substantial top-line revenue generated with limited, part-time hours. If a business can generate over $150k in sales from weekend work alone, it demonstrates massive untapped potential and product-market fit, signaling it's time to take the leap.
Instead of seeking a soul-fulfilling first venture, focus on a business that pays the bills. This practical approach builds skills and provides capital to pursue your true passion later, without the pressure of monetization.
An LLC is a legal designation for liability protection, not a tax classification in the eyes of the IRS. By default, a single-member LLC is taxed identically to a sole proprietorship. To change this, you must proactively file to be taxed as an S-Corporation.
Escape the trap of chasing top-line revenue. Instead, make contribution margin (revenue minus COGS, ad spend, and discounts) your primary success metric. This provides a truer picture of business health and aligns the entire organization around profitable, sustainable growth rather than vanity metrics.
Contrary to popular belief, spending money just for a year-end tax write-off can be a poor financial move. If your income is on a sharp upward trajectory, delaying the expense to the next year could result in a larger tax saving, as you'll likely be in a higher tax bracket.
Tax attorney Brayden Drake admits he formed his S-Corp two years too early. Inconsistent revenue made it difficult to pay himself a required salary, leaving insufficient profit distributions to generate significant tax savings. This premature move added complexity without the financial benefit.