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2,121 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 Diagnostic is the smarter first step.

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Page 37 of 89, newest first.

Tax Planning

Solo 401(k) vs. SEP IRA vs. SIMPLE IRA: Which Retirement Plan Is Best for Your Business?

A side-by-side comparison of the three main retirement plans for small business owners: contribution limits, employee obligations, deadlines.

Sep 5, 2026
Tax Planning

Retirement Plan Comparison for Business Owners: Solo 401(k) vs. SEP-IRA vs. SIMPLE IRA vs. Defined Benefit

Choosing the right retirement plan is one of the highest-impact tax decisions a business owner can make. 2025 retirement plan contribution limits: | Plan.

Sep 5, 2026
Tax Planning

Retirement Plan Comparison for Small Business Owners: Solo 401(k), SEP-IRA, SIMPLE IRA, and Defined Benefit

Solo 401(k) allows $23,500 employee deferral plus up to $46,500 employer contribution ($70,000 total for 2025). SEP-IRA allows 25% of compensation.

Sep 5, 2026
Tax Planning

Retirement Plan Comparison for Self-Employed: SEP IRA vs. Solo 401(k) vs. SIMPLE IRA

The Solo 401(k) allows the highest contributions for most self-employed business owners ($23,500 employee + 25% employer = up to $70,000 total in 2025).

Sep 5, 2026
Tax Planning

SEP IRA vs. Solo 401(k) vs. SIMPLE IRA: Retirement Plan Comparison for Small Business

Solo 401(k) allows the highest contribution ($23,500 employee + 25% employer, up to $70,000 combined for 2025). Compare SEP-IRA, solo 401(k), and SIMPLE.

Sep 5, 2026
Tax Planning

Retirement Plans for Small Businesses with Employees: SIMPLE IRA, SEP, and 401(k)

Small businesses with employees have different retirement plan considerations than solo operators. Retirement plans for businesses with employees.

Sep 5, 2026
Tax Planning

Small Business Retirement Plans: Solo 401(k) vs. SEP IRA vs. SIMPLE IRA (2025)

The Solo 401(k) allows the highest contributions ($70,000 in 2025 for those under 50, $73,500 for 50+, $81,250 for ages 60-63).

Sep 5, 2026
Tax Planning

Retirement Plan Startup Tax Credit: Up to $15,000 for New 401(k) or SIMPLE Plans (SECURE 2.0)

Small businesses with up to 50 employees can claim a tax credit of up to $5,000/year for 3 years for starting a retirement plan.

Sep 5, 2026
Tax Planning

R&D Tax Credit for Small Businesses (IRC 41): Complete Guide

Small businesses with under $5 million in gross receipts can use the R&D credit to offset payroll tax (up to $500,000/year).

Sep 5, 2026
Small Business & Bookkeeping

ROBS (Rollover for Business Startups): Using Retirement Funds to Start a Business Tax-Free

A Rollover for Business Startups (ROBS) is a strategy that allows an entrepreneur to use funds from an existing retirement account (401(k), IRA.

Sep 5, 2026
Tax Planning

Roth IRA Conversions for Business Owners: Timing, Income Management, and the Backdoor Strategy

Business owners can manage their income through salary, distributions, and deductions to optimize Roth conversions. Covers key rules, filing requirements,.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Election: Form 2553 Requirements, Deadlines, and Late Election Relief

The S-corp election changes how a business is taxed without changing its legal structure. Form 2553 deadlines, requirements, and late-filing relief.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Election Timing: Deadlines, Late Election Relief, and When It Makes Sense

An S-Corp election (Form 2553) must be filed by March 15 of the tax year to be effective for that year (or within 2 months and 15 days of formation.

Sep 5, 2026
Small Business & Bookkeeping

S Corp Late Filing Penalty: $255 Per Shareholder Per Month

The S corp late filing penalty is $255 per shareholder per month, up to 12 months, for returns due in 2026 ($245 in 2025). It applies even with $0 tax due. How abatement works.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Reasonable Compensation: How to Set Owner Salary, IRS Audit Factors, and Payroll Tax Savings

Setting reasonable compensation for an S-Corp owner-employee is the most important tax planning decision for an S-Corporation, and pay that's too low can be reclassified as wages.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Shareholder Basis and AAA Tracking: How Distributions, Losses, and Income Affect Your Tax Position

Every S-Corp shareholder must track two separate accounts that determine the tax treatment of distributions and the deductibility of losses.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Shareholder Basis and Distributions: AAA, OAA, PTI, and the Ordering Rules That Determine Taxability

S-corp shareholder basis determines whether distributions are tax-free or taxable. How AAA, OAA, PTI, and the ordering rules work in practice.

Sep 5, 2026
Small Business & Bookkeeping

Small Business Sales Tax: Nexus Rules, Collection Obligations, and Common Mistakes

After South Dakota v. Wayfair (2018), businesses can have sales tax nexus in states where they have no physical presence.

Sep 5, 2026
Small Business & Bookkeeping

Sales Tax Nexus for Small Businesses: When You Must Collect and Remit

Remote sellers must register and collect once they pass a state's own threshold, such as $100,000 in Florida or Pennsylvania and $500,000 in California or Texas. How to check.

Sep 5, 2026
Small Business & Bookkeeping

Sales Tax Nexus After Wayfair: Economic Nexus, Marketplace Facilitator Laws, and Compliance

Since Wayfair, each state sets its own economic nexus threshold, such as $100,000 in Florida and $500,000 in California, Texas and New York. Marketplace rules vary too.

Sep 5, 2026
Small Business & Bookkeeping

Sales Tax Nexus and Obligations for Small Business Owners

Sales tax nexus comes from physical presence or passing a state's own sales threshold, such as $100,000 in Pennsylvania or $500,000 in Texas. Which sales count differs by state.

Sep 5, 2026
Small Business & Bookkeeping

Sales Tax on Services: Which States Tax Service Businesses and How to Comply

Most states exempt services from sales tax, but a growing number tax specific service categories. States that broadly tax services (most services taxable).

Sep 5, 2026
Small Business & Bookkeeping

Accountable Plan for S-Corp Owners: Tax-Free Expense Reimbursement

An accountable plan allows an S-Corp to reimburse the owner-employee for business expenses tax-free. Under the TCJA (2018-2025.

Sep 5, 2026
Small Business & Bookkeeping

S-Corp Basis Tracking: Why It Matters and How to Calculate Shareholder Basis

S-Corp shareholders must track their stock and debt basis to determine the deductibility of losses, the tax treatment of distributions.

Sep 5, 2026