Free guides · Connecticut
Free Tax Guides for Connecticut
Plain-English answers for the tax questions real life brings: a letter from the IRS or CT DRS, a confusing pay stub, a new baby, a side hustle or your first business. Written for Connecticut and free to read.
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Jump to Letters & pay Life changes Side income Rentals Business Sales tax Deadlines Tax letters, paychecks and your job Got mail from the IRS or Connecticut DRS, or a pay stub that makes no sense? Start here before you call or pay anything.
New Guide IRS & CT DRS Tax Letters Explained What CP2000, CP14, CP504, CP59 and common CT DRS notices mean, what to do next, and how to spot a scam letter. Open guide → New Guide CT Pay Stub Explained Every line on a Connecticut pay stub in plain English: OASDI, Medicare, CT income tax, CT Paid Leave, 401(k), HSA and more. Open guide → Guide How to Fill Out the CT-W4 What each CT-W4 withholding code means, which one fits your household, and how to add extra for side income. Open guide → New Calculator Can I Afford to Quit My Job? Estimate the savings you need to go full-time on your business or to retire. Open calculator → Life changes Big life events change your taxes. Each checklist covers the federal and Connecticut steps, in plain English.
New Start here Life Event Tax Guide All 9 checklists in one place: marriage, a new baby, a first home, job loss, a parent’s death, divorce, retirement, a side business and moving. See all checklists → New Checklist Just Got Married Filing status, name change, W-4 and CT-W4 withholding, and health coverage for newlyweds. Open checklist → New Checklist Just Had a Baby Your baby’s Social Security number, the Child Tax Credit, child care credit and withholding. Open checklist → New Checklist Buying Your First Home Mortgage interest, property taxes, closing papers and what to do before you buy. Open checklist → New Checklist Lost Your Job Unemployment is taxable: withholding, severance, retirement accounts and health coverage. Open checklist → New Checklist When a Parent Dies Final returns, estate income tax, Form 56, the CT-706 NT and inherited property. Open checklist → New Checklist Getting Divorced Filing status on Dec. 31, alimony rules, who claims the kids and withholding. Open checklist → New Checklist Retiring CT Social Security and pension exemptions, IRA withdrawals, RMDs and Medicare timing. Open checklist → New Checklist Starting a Side Business Self-employment tax, quarterly estimates, CT registration, records and deductions. Open checklist → New Checklist Moving to or From CT Part-year resident returns (CT-1040NR/PY), domicile, CT-source income and address changes. Open checklist → Side income, gig work and selling online Driving, delivering or selling on Etsy and eBay? Here is what you owe and what you can deduct.
New Guide hub CT Gig Driver Guide Driving for Uber, Lyft, DoorDash, Instacart or Amazon Flex in Connecticut: requirements, pay, car costs and taxes. Open guide → New Guide Etsy, eBay & Poshmark Seller Taxes 1099-K rules, hobby vs. business, deductions and CT sales tax for online sellers. Open guide → Guide Side Hustle Taxes in CT Day job plus side income: what you owe in self-employment, federal and CT tax, and how to cover it through withholding. Open guide → Guide 1099 Taxes in CT: What to Set Aside Paid on a 1099? What you owe, a worked example, key deductions and quarterly payments. Open guide → New Guide Uber Driver Guide (CT) Requirements, pay, rewards and taxes for Uber drivers in Connecticut. Open guide → New Guide Lyft Driver Guide (CT) Lyft requirements, rewards, rentals and taxes in Connecticut. Open guide → New Guide Delivery Driver Guide (CT) DoorDash, Uber Eats, Instacart, Amazon Flex and Grubhub compared. Open guide → New Guide Gig Driver Car Costs Your real cost per mile, rental break-even, maintenance and mileage deductions. Open guide → New Calculator Gig Driver Earnings Calculator Net hourly pay after car costs and a tax set-aside. Open calculator → Rental property and Airbnb Own a rental or host short stays in Connecticut or North Carolina? Day counts, depreciation, cash flow vs. taxable income, and occupancy taxes.
New Hub Rental Property and Airbnb Taxes Every rental and Airbnb tool and guide in one place, for Connecticut and North Carolina. See all rental tools → New Guide Airbnb and Short-Term Rental Taxes The 14-day rule, personal days, Schedule C vs. E, 1099-K, and occupancy tax in CT and Wilmington and Leland, NC. Read the guide → New Guide Rental Property Taxes for Landlords Schedule E, repairs vs. improvements, 27.5-year depreciation, passive loss limits and recapture. Read the guide → New Quick check Short-Term Rental Day Count Checker Enter rental days, personal days and average stay to see which rules probably apply. Check my rental → Starting or running a business From your first filing to your first hire, step by step for Connecticut. Buying equipment or a vehicle? Try the equipment depreciation calculator .
New Guide hub Starting a Business in CT State steps plus town-by-town checklists for Danbury, Shelton, Bridgeport, Stamford, Norwalk and New Haven. See town guides → New Guide Hire an Employee or Contractor? W-2 vs. 1099 in Connecticut: the IRS common-law test, the CT ABC test, payroll costs and misclassification penalties. Open guide → New Email course Your First Tax Season as a Business Owner A free 6-lesson email course: records, 1099s, deductions, self-employment tax, estimates and CT due dates. Join the course → Guide How to Start an LLC in Connecticut Name search, the $120 filing, registered agent, EIN, CT tax registration and the annual report. Open guide → Guide CT Estimated Tax Payments When CT and IRS estimated payments are due, who has to pay, how much is enough, and how to pay on myconneCT. Open guide → Guide CT LLC Annual Report The $80 fee, the filing window, your first due date, how to file and the scam letters to ignore. Open guide → Sales tax Registering, collecting, filing and paying sales tax in Connecticut and North Carolina, with the due dates for each filing schedule.
New Guide Connecticut Sales Tax Guide Getting your $100 CT permit, the 6.35% rate and special rates, taxable services, Form OS-114 due dates, and filing and paying in myconneCT. Open guide → New Guide North Carolina Sales Tax Guide Free NCDOR registration, county rates (New Hanover 7%, Brunswick 6.75%), Form E-500 due dates, and filing and paying online. Open guide → New Quiz Do I Need to Collect Sales Tax? Six quick questions for CT and NC sellers, service businesses and Airbnb hosts. Take the quiz → New Calculator CT & NC Sales Tax Calculator Add tax, back it out of a total, or estimate what’s due this period, with all 100 NC county rates. Open calculator → Deadlines and paperwork Never miss a date, and walk into tax season with everything in one place.
Rather have help with it? We prepare returns (priced by quote), help you understand a tax letter and prepare your response or payment plan, and review your household bills line by line.
Looking for numbers instead? See all free calculators and tools , or browse resources for individuals & families and for business owners .
General education only, not tax, legal, investment, or insurance advice.
