A Growing E-Commerce Retailer
A single-member LLC selling direct-to-consumer had grown past $200,000 in annual profit, still filing as a disregarded entity and paying self-employment tax on the full amount. The owner had heard about S-Corp elections but was not sure whether the added payroll complexity would actually be worth it at their income level.
A Multi-Location Restaurant Group
A three-location restaurant operator was planning a round of kitchen equipment upgrades across two locations before year-end, without a clear picture of whether Section 179 expensing or bonus depreciation would produce a better outcome given the year's income and an upcoming loss-making expansion location.
A Two-Partner Consulting Firm
A two-partner professional services firm had filed for extension three years running because their books were never closed in time and K-1 allocations between partners kept getting disputed after the fact.
An Independent Contractor Who Received a CP2000 Notice
A self-employed contractor received a CP2000 notice proposing a five-figure balance due, based on a 1099 the IRS had on file that the contractor's own return appeared to be missing. The notice included a 30-day response deadline and language that read, to a non-specialist, like a final bill.
An Online Furniture Retailer Expanding Into New States
An online furniture retailer sold through both its own website and a large marketplace, with revenue that had grown steadily across a dozen states. No one had reviewed that growth against each state's current economic nexus thresholds, and the marketplace's own tax collection was assumed to cover everything.
A First-Year S-Corp With Two Shareholders
Two partners had converted their LLC to an S-Corp for tax savings but had unequal capital contributions and no formal process for tracking each shareholder's basis. Their prior preparer had filed the election but had not set up basis tracking, leaving both shareholders unsure how much of a future loss either could actually deduct.
A Business Owner With Three Years of Unfiled Returns
A sole proprietor had not filed a business or personal return in three years after a difficult personal period, and had received an IRS notice proposing a balance based on a substitute-for-return that counted 1099 income in full with no expenses deducted at all.
A SaaS Company Sorting Out Which States Actually Tax Its Product
A SaaS company had already registered correctly in every state where it had economic nexus, but was applying the same taxability assumption everywhere, collecting sales tax in states where its product was actually exempt, and missing a few states where it should have been collecting.
A Consultant Facing a Schedule C Correspondence Audit
An independent consultant received an IRS correspondence audit letter questioning several categories of Schedule C deductions at once, home office, vehicle, and a large one-time equipment purchase, with a document request and a response deadline that felt overwhelming to navigate alone.
An S-Corp Considering a Trust as a New Shareholder
An S-Corp owner wanted to transfer a portion of their shares into a trust for their children as part of a broader estate plan, without realizing that most types of trusts are not eligible S-Corp shareholders and that transferring shares into the wrong kind of trust could terminate the company's S-Corp election entirely.