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1,423 plain-English guides on cross-border moves, US and Canadian returns, and small-business money. Each one ends in what to do next, and says when a written Position Check is the smarter first step.

CROSS-BORDER A Canadian Corporation With a U.S. Shareholder
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1,423 guides
Small Business Tax

Roofing Contractor Deductions: The Materials, the Trucks, the Fall Protection, and the Storm Season That Arrives All at Once

September 29, 2026

A roofing contractor's costs are materials by the square, crews on ladders, trucks and dump trailers, and a safety program OSHA makes mandatory. Storm work — a hail event that fills the calendar for a season — adds insurance-paid jobs, supplements, and a cash surge that hides the year's real profit. Here is each deduction category, the elections, and the bookkeeping that keeps storm season readable.

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Small Business Tax

Roofing Contractor Entity Structure: The LLC, the S Election, and the Workers' Compensation Line That Decides the Arithmetic

September 29, 2026

A roofing contractor's entity decision starts from a liability profile that ends businesses — falls, leaks, storm-season disputes — and a payroll whose workers' compensation cost changes every number in the S election worksheet. The LLC or corporation is the floor; the election pays once profit clears a superintendent's salary; and the crew's classification, which the carrier's audit will test, decides whether the payroll exists. Here is the analysis for a solo roofer, a residential company, and a storm-chasing operation.

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Small Business Tax

Roofing Contractor Estimated Taxes: The Hail Year, the Depreciation Holdback, and the Quiet Year That Follows

September 29, 2026

A roofing contractor's income is the least predictable in the trades: a hail event can triple a year's revenue in one season, insurance checks arrive in two pieces months apart, and the year after a storm can be half the size. The estimated-tax setup has to survive both. Here is the safe harbor and reserve for a storm business, the cash-method timing on insurance jobs and holdbacks, and the recompute that keeps a hail year's tax from landing in April of a quiet one.

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Small Business Tax

Salon and Barbershop Deductions: The Chairs, the Product, the Tips, and the Booth Renter Who Isn't Your Employee

September 29, 2026

A salon or barbershop runs on one of three staffing models — booth renters who are their own businesses, commission stylists who are employees, or hourly employees — and the model decides most of the return: whether the owner reports rent or payroll, who deducts the product, and how the tips flow. Add the retail line with its sales tax, the equipment and build-out, and the licensing every state requires, and the deductions have a shape the other service trades don't share. Here is each category by model.

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Small Business Tax

Salon and Barbershop Entity Structure: The LLC, the S Election, and the Owner Behind the Chair

September 29, 2026

A salon owner's entity decision depends on whether the owner is behind a chair or behind the desk: an owner-stylist's reasonable salary is a working stylist's earnings plus management, which consumes most of a small salon's profit, while an owner who manages a salon of employees has the payroll the S election needs and a manager's salary against a larger distribution. The liability — a chemical burn, a slip, a renter's client — makes the LLC the floor. Here is the analysis for a solo suite, a mixed salon, and an employee salon with retail.

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Small Business Tax

Salon and Barbershop Estimated Taxes: Daily Cash, Holiday Season, and the Year the Renters Became Employees

September 29, 2026

A salon's income is daily and steady — appointments every day, paid at the chair — with a holiday-season peak, a January dip, and a retail line that spikes in December. The estimated-tax setup is the easy case with two salon-specific items: the rent-versus-payroll model that shapes the profit, and the year a classification cleanup converts renters to employees and changes every number. Here is the routine for an owner-stylist on Schedule C and an S corporation salon with staff.

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Small Business Tax

Short-Term Rental Entity and Estimated Taxes: The LLC Per Property, the Lender's Consent, and the Season the Bookings Follow

September 29, 2026

A short-term rental host's entity question is mostly liability — an LLC per property, with the mortgage lender's consent — because rental income on Schedule E carries no self-employment tax for an S election to save. The estimated-tax question is a season that follows the destination, platform payouts that arrive after the stay, and a cost-segregation year whose loss can eliminate the host's tax on wages. Here is both, for a single-property host and a multi-property operator with a Schedule C management arm.

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Small Business Tax

Short-Term Rental Taxes: Schedule E or Schedule C, the Seven-Day Rule, the Fourteen-Day Rule, and the Loophole That Isn't One

September 29, 2026

A short-term rental's tax treatment depends on three tests most hosts have never heard of: whether substantial services make it a business on Schedule C (with self-employment tax) rather than a rental on Schedule E; whether an average stay of seven days or less takes it out of the passive rental rules so a materially participating host can deduct losses against wages; and whether personal use limits the deductions. Add the fourteen-day rule, the depreciation life question, the occupancy taxes, and the cleaning fees, and the return has its own logic. Here is each rule and how they combine.

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Small Business Tax

Therapist and Counselor Private Practice Taxes: The Home Office, the Telehealth Licenses, the Insurance Panels, and the Sliding Scale

September 29, 2026

A therapist, counselor, or psychologist in private practice runs one of the leanest professional businesses — an office or a home office, a laptop, a telehealth platform, a license in every state where clients sit — with a compliance layer (HIPAA, the licensing board, the insurance panels' credentialing) and a revenue mix of insurance reimbursements, self-pay, and sliding-scale fees. Here is each deduction, the multistate question telehealth created, the collections lag from the panels, and the specified-service label that shapes the entity.

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Small Business Tax

Therapist Private Practice Entity and Estimated Taxes: The PLLC, the S Election in the Phase-Out Range, and the Panel Payments That Lag

September 29, 2026

A solo clinician's entity decision sits in the one place the specified-service rules make interesting: the QBI phase-out range, which higher-earning clinicians and group owners reach, and where the S election's salary and the retirement contribution both move the deduction. The estimated taxes run on session income with a collections lag from the insurance panels, no withholding, and a September that is the practice's slowest month. Here is both, for a solo clinician on Schedule C and a group practice with associates.

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Small Business Tax

Tree Service Company Deductions: The Bucket Truck, the Chipper, the Climbing Gear, and the Insurance That Prices the Trade

September 29, 2026

A tree service company is equipment-heavy and injury-prone: bucket trucks, chippers, stump grinders, cranes, and climbing gear on the asset side; the highest workers' compensation rates in the landscape trades and a general liability policy priced for falling limbs on the cost side. Storm work adds lumpy revenue; firewood and mulch add a product line. Here is each deduction category, the depreciation elections for six-figure equipment, and the compliance costs that are deductible because they're mandatory.

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