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Representative Client Scenarios

A look at the kind of work behind each service - the situations clients bring us, how we approach them, and the outcomes that approach is built to produce.

These are composite scenarios built from the kind of work each service actually involves, not write-ups of specific clients.

Business Tax & Compliance

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.

Bookkeeping & Accounting

A Direct-to-Consumer Skincare Brand

An online skincare brand had grown quickly through a mix of its own site and a large marketplace channel, but had never separated cost of goods sold from operating expenses cleanly, making gross margin impossible to calculate with any confidence. Sales tax registration had also never been reviewed against the states where revenue had crossed economic nexus thresholds.

A Regional Healthcare Staffing Agency

A staffing agency placing healthcare workers across several facilities had outgrown its part-time bookkeeper. Monthly closes were arriving six to eight weeks late, and payroll for W-2 staff and 1099 per-diem workers was tracked in two disconnected systems that never reconciled to the books.

A Growing Agency With a Close That Kept Slipping

A 20-person agency was closing its books six to eight weeks after month-end, and even then some accounts had never been reconciled at all. Leadership was making margin and hiring decisions off numbers that were sometimes two full months stale by the time anyone looked at them.

A Construction Contractor With No Job-Costing Visibility

A general contractor running eight concurrent jobs kept one blended set of books with no per-job cost tracking, which made it impossible to know whether a given job was actually profitable until it closed out, sometimes a year or more after it had started.

Reporting & Advisory

A Venture-Backed SaaS Startup

A twelve-person SaaS company was six months from running out of cash and was about to start a fundraising process, but the founders had never built a real cash flow model, just a spreadsheet that tracked the bank balance after the fact.

A Boutique Marketing Agency

A 15-person marketing agency was profitable overall but had no visibility into which of its five service lines, paid media, content, SEO, design, and web development, were actually making money versus quietly subsidized by the others.

A Pre-IPO Fintech Company

A fintech company targeting a Nasdaq listing within eighteen months had books that were reasonably accurate for board reporting purposes but had never been through a formal GAAP conversion or a PCAOB-standard audit, and equity accounting for several years of option grants had never been reconciled to the cap table.

Real Estate

A Multifamily Property Investor

An investor had just closed on a $2.8 million apartment building and was planning to depreciate it on the standard 27.5-year schedule, the same way as every other property in the portfolio, without evaluating whether a cost segregation study made sense for this specific asset and hold period.

A Retiring Commercial Landlord

A landlord in their early sixties was planning to sell a commercial property held for over twenty years, with substantial appreciation and years of accumulated depreciation, and wanted to reinvest into a lower-maintenance property without triggering a large capital gains and recapture tax bill.

A Family-Owned Property Portfolio

A family holding eight rental properties across three separate LLCs had one shared bank account and one blended set of books, making it impossible for any of the three siblings involved to see which properties were actually performing and which were being subsidized by the others.

A Short-Term Rental Owner Pursuing Active Loss Treatment

An owner of two short-term rental properties had substantial paper losses from depreciation but had never confirmed whether the properties actually qualified for the short-term-rental exception to the passive activity rules, or whether actual hours of involvement would support material participation if the position were ever questioned.

Personal & Family Tax

A Tech Executive With Equity Compensation

A mid-level executive at a pre-IPO tech company was approaching a large incentive stock option vesting cliff and had never modeled the alternative minimum tax exposure that exercising a large batch of ISOs in one calendar year could create.

A Remote Software Engineer Working Across Three States

A remote software engineer had relocated twice within a single year for personal reasons while keeping the same employer, and had no idea how to allocate income between three different states or whether they owed a return in a state they had only lived in for ten weeks.

A Family With Overseas Property and Accounts

A family with parents who had immigrated decades earlier still held a bank account and a small rental property overseas, and had never filed an FBAR or FATCA disclosure because they did not know the obligation existed until a bank's compliance letter raised the question.

A Family Trust After a Parent's Passing

Three adult siblings became co-trustees of their late parent's revocable trust, which converted to an irrevocable trust at death, and none of them had ever dealt with a fiduciary income tax return or knew how K-1 distributions to beneficiaries actually worked.

A Green Card Holder With an Overseas Family Business Interest

A green card holder retained a minority ownership stake in a family-operated business overseas and had been filing a routine US return for years without anyone reviewing whether that stake created a controlled-foreign-corporation inclusion, or whether foreign tax already paid was being credited correctly on the US return.

A Founder Approaching a Liquidity Event With QSBS Stock

A founder holding stock ahead of a likely acquisition had never confirmed the stock actually met the Section 1202 Qualified Small Business Stock requirements, the active-business test, the gross-asset limit at issuance, and the five-year holding period, and was unaware that gifting shares to a trust before a sale could extend the exclusion to another taxpayer's cap.

Entity, Payroll & Specialty

A First-Time Founder Launching a Delaware C-Corp

A first-time founder building a venture-track startup had incorporated as an LLC on the advice of a general-purpose online formation service, without realizing that most institutional investors would require a Delaware C-Corp structure before writing a check.

A Remote-First Agency Hiring Across Five States

A ten-person remote agency had hired employees in five different states over eighteen months without registering for payroll tax withholding in three of them, discovered only when a state sent a notice after an employee's W-2 did not match state wage records.

A Growing Nonprofit Needing a Bank-Required Review

A nonprofit that had grown past $2 million in annual revenue was told by its bank that a line of credit renewal would require a reviewed financial statement instead of the internally prepared statements it had always used, and the organization had never been through a formal review engagement.

A Business Owner Planning Retirement and Succession

A business owner in their late fifties wanted to begin transitioning ownership of their company to two adult children over the next decade, but had never coordinated the tax side of a gradual transfer with their existing estate attorney's succession plan or their retirement account contribution strategy.

A Growing Company Crossing the 401(k) Audit Threshold

A company's 401(k) plan crossed the participant count that triggers a DOL/ERISA requirement for an annual plan audit, a requirement no one on the finance team had budgeted for or planned around. The gap surfaced only when the plan's recordkeeper flagged the headcount during a routine renewal.

A Family Coordinating Multi-Generational Gifting

Grandparents wanted to help fund college for four grandchildren and reduce future estate tax exposure, but had been making ad hoc cash gifts each year with no coordination between the annual gift tax exclusion, 529 plan contributions, and their lifetime gift and estate tax exemption.

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