Tax Decisions, Explained

Educational writing on the questions our clients ask most.

Plain-language articles on capital gains, real estate transactions, business planning, QuickBooks workflows, and IRS matters — written from an Enrolled Agent's perspective.

Capital Gains5 min read

How capital gains are taxed

Federal treatment, rates, and where New Jersey diverges.

By Paul McCloud, EADiscuss →
Capital Gains5 min read

Short-term vs. long-term capital gains

Why the holding period is often the most consequential planning lever.

By Paul McCloud, EADiscuss →
Capital Gains5 min read

Establishing cost basis

The records that determine the size of the taxable gain.

By Paul McCloud, EADiscuss →
Real Estate5 min read

Selling appreciated real estate

Depreciation recapture, basis adjustments, and pre-sale planning.

By Paul McCloud, EADiscuss →
Business5 min read

Tax planning before selling a business

Structure, timing, and coordination with legal and financial advisors.

By Paul McCloud, EADiscuss →
New Jersey5 min read

New Jersey taxation of capital gains

How New Jersey generally treats gains as ordinary income.

By Paul McCloud, EADiscuss →
Payments5 min read

Estimated payments after a major sale

Why the quarter of the sale often matters more than April.

By Paul McCloud, EADiscuss →
Capital Gains5 min read

Using capital losses strategically

Offsetting gains, ordinary income limits, and carryforwards.

By Paul McCloud, EADiscuss →
Business5 min read

Quarterly planning for business owners

A rhythm that produces fewer surprises at year-end.

By Paul McCloud, EADiscuss →
QuickBooks5 min read

QuickBooks best practices

The small setup and workflow choices that pay off all year.

By Paul McCloud, EADiscuss →
Business5 min read

When a business has outgrown basic bookkeeping

Signals it may be time to upgrade your accounting workflow.

By Paul McCloud, EADiscuss →
IRS5 min read

Responding to IRS notices

A calm, practical framework for the letter that just arrived.

By Paul McCloud, EADiscuss →

Articles are educational and general in nature. They do not constitute tax, legal, or investment advice, and tax treatment always depends on each client's specific facts and circumstances.

Before the decision is final

Before you sell, restructure, respond, or file — understand the tax impact.

Start with a focused conversation about what is changing and what you need to know before moving forward.

Personal guidance · Secure process · Clear next steps