BookSmart Bookkeeping and Consulting, LLC

BookSmart Bookkeeping and Consulting, LLC Vision: For every business to create, build and love their wildly successful business.

Our ideal customers align with ethical values and are focused on building financial success through transparency and a great tech stack!

06/16/2026

Converting a rental into your primary home can be a smart move — both for your living situation and for taxes — but it’s not as simple as move in, sell, and keep the profit.

06/15/2026

Surrendering, selling, or transferring a life insurance policy can lead to different tax implications. Watch this video for a brief overview.

06/12/2026

Venmo, PayPal, Cash App, Stripe, and other payment apps can create tax reporting obligations for freelancers and small business owners. Learn how Form 1099-K works, what income must be reported, and how to avoid bookkeeping headaches.

06/11/2026

Youth sports can have surprising tax implications. Learn when sports expenses, charitable activities, medical costs, and NIL income may qualify for tax benefits.

06/10/2026

From Venmo income to freelance gigs and creator revenue, many Gen Z workers are facing unexpected tax bills. Learn how side hustle taxes work and how to avoid common mistakes.

06/09/2026

A temporary tax break allows eligible workers to deduct qualified tips from 2025 through 2028. Learn who qualifies and the reporting rules that apply.

06/08/2026

Taxpayers with deferred capital gains in Qualified Opportunity Funds should prepare now for the potential tax liability due in 2026 and explore available tax-saving strategies.

06/04/2026

Crowdfunding can raise capital, support causes, or launch new ventures—but it also creates tax responsibilities. Learn what organizers and contributors need to know.

06/02/2026

Learn how Health Savings Accounts and High-Deductible Health Plans can lower taxes, reduce healthcare costs, and help build long-term savings.

06/01/2026

If your withholding is insufficient or you receive income without tax withholding, you may need to make an estimated tax payment by June 15.

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Portland, CT
06480

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