Questions
Answers to questions about bookkeeping, payroll, and accounting. Don't see what you need? Contact us.
How much does a bookkeeper cost for a small business?
Small business bookkeeping typically costs $200 to $600 monthly for basic services. The actual price depends on transaction volume, industry complexity, and which services are included beyond basic monthly books.
Read answerWhat is the difference between bookkeeping and accounting?
Bookkeeping is recording and organizing financial transactions. Accounting is analyzing that data, preparing tax returns, and providing strategic guidance. Most small businesses need both, just at different levels.
Read answerHow often should a small business reconcile its accounts?
Monthly reconciliation is the standard for most small businesses. High-volume or cash-heavy businesses benefit from weekly or even daily reconciliation to catch errors and fraud faster.
Read answerWhen should I hire a bookkeeper instead of doing it myself?
Hire a bookkeeper when the time you spend on books costs more than paying someone else. If you're falling behind, dreading reconciliations, or making decisions without trusting your numbers, you've probably passed that point.
Read answerWhat are the signs that my business needs professional bookkeeping help?
Common signs include not knowing your actual profitability, falling months behind on reconciliations, dreading tax season, and spending hours on books instead of running your business. If your CPA is charging extra to clean up your records, that's a clear signal.
Read answerHow do I know if my bookkeeper is doing a good job?
Look for monthly reconciliations completed on time, accurate financial statements you can actually understand, and stress-free tax preparation. A good bookkeeper catches problems before you do.
Read answerWhat financial reports should a small business review monthly?
Every small business should review the profit and loss statement, balance sheet, and cash flow statement monthly. Beyond these three, accounts receivable and accounts payable aging reports help you manage cash and catch collection problems before they become serious.
Read answerShould I use cash basis or accrual basis accounting for my business?
Cash basis is simpler and works well for most small service businesses. Accrual basis gives you a more accurate picture of profitability and is required for larger companies or those with inventory.
Read answerWhat records do I need to keep for my small business?
Keep financial records, tax documents, employment files, business formation papers, contracts, and insurance policies. Most tax-related records should be kept for seven years, while formation documents and insurance policies should be kept permanently.
Read answerHow long should I keep business financial records?
Keep most business financial records for seven years to be safe. The IRS can audit back three years normally, or six years if they suspect substantial errors. Payroll and employment records have their own retention rules.
Read answerWhat is a chart of accounts and why does my business need one?
A chart of accounts is the list of categories your business uses to record every financial transaction. Without one, your books are just transactions with no organization, and your financial reports won't tell you anything useful.
Read answerHow do I separate personal and business finances?
Open a dedicated business bank account and use it exclusively for business transactions. Get a business credit card, pay yourself through regular documented transfers, and track everything through accounting software from day one.
Read answerWhat are the most common bookkeeping mistakes small businesses make?
Mixing personal and business finances, not reconciling accounts monthly, and waiting until year-end to organize records cause the most problems. These mistakes lead to missed deductions, cash flow issues, and stressful tax seasons.
Read answerHow can I improve my business cash flow?
Cash flow problems are usually timing problems. Invoice faster, follow up on overdue payments immediately, negotiate better terms with vendors, and build a rolling forecast so you see gaps before they become emergencies.
Read answerWhat is bank reconciliation and why is it important?
Bank reconciliation compares your internal accounting records to your bank statement to ensure they match. It catches errors, detects fraud, and ensures your financial statements are accurate enough to base decisions on.
Read answerHow do I track business expenses effectively?
Use separate business accounts, capture receipts digitally the same day, categorize expenses in your accounting software as they happen, and reconcile weekly instead of monthly. Consistency matters more than perfection.
Read answerWhat is the best accounting software for small businesses?
QuickBooks Online is the standard for most small businesses. It works well, integrates with almost everything, and nearly all accountants and bookkeepers support it. But the software matters less than how it's set up.
Read answerHow do I choose between QuickBooks Online and QuickBooks Desktop?
For most small businesses today, QuickBooks Online is the better choice. It offers cloud access, better integrations, and automatic updates. Desktop still makes sense for specific situations like complex manufacturing or construction with heavy job costing needs.
Read answerWhat should I look for when hiring a virtual bookkeeper?
Look for industry experience, clear communication practices, strong data security, transparent pricing, and verifiable references. The best virtual bookkeepers treat your business as a partnership and understand your state's specific requirements.
Read answerHow do I prepare my books for tax season?
Reconcile all accounts through December 31, categorize every transaction, gather 1099 forms, and run year-end reports. Clean books make tax prep faster and help you avoid missing deductions.
Read answerHow do I catch up on months of neglected bookkeeping?
Gather all your bank and credit card statements, then work month by month starting with the oldest incomplete period. Bank reconciliation is your foundation. Match every transaction to what actually happened before moving forward.
Read answerWhat is catch-up bookkeeping and how much does it cost?
Catch-up bookkeeping reconstructs and reconciles your financial records when they've fallen behind. Most small business projects cost $500 to $3,000 depending on how many months you're behind and how messy things got.
Read answerHow long does it take to clean up messy books?
Most cleanups take 2 to 8 weeks depending on how far behind you are and how complex your transactions are. A few months of missed reconciliations is faster than years of neglected records with missing documentation.
Read answerCan a bookkeeper fix years of disorganized financial records?
Yes, a qualified bookkeeper can reconstruct and organize years of neglected financial records. The process involves gathering bank statements, sorting through documentation, and systematically rebuilding your books month by month.
Read answerWhat documents do I need to provide for a bookkeeping cleanup?
Bank statements for all business accounts are the foundation. You'll also need credit card statements, payroll records if you have employees, prior tax returns, and access to your existing accounting software.
Read answerHow do I know if my books need a cleanup versus a fresh start?
Cleanup works when you have bank statements and the basic structure exists but wasn't maintained. Fresh start makes sense when years of unreconciled data or missing documentation would make cleanup cost more than the historical records are worth.
Read answerWhat happens if I file taxes with inaccurate books?
Filing taxes with inaccurate books leads to one of two problems: you underpay and face IRS penalties, or you overpay and lose money you didn't owe. Either way, messy books create risk that's avoidable with proper records.
Read answerHow far back should I fix my bookkeeping records?
Three years is the practical minimum because it matches the standard IRS audit window. Going further back depends on your specific needs like selling the business, getting a loan, or investor due diligence.
Read answerWhy are my QuickBooks accounts not reconciling?
Usually it's duplicate transactions, a wrong starting balance, or transactions dated in the wrong period. Finding the discrepancy requires checking bank feeds, comparing statement dates, and reviewing any modified transactions.
Read answerHow do I fix uncategorized transactions in QuickBooks?
Find uncategorized transactions in the Banking tab's For Review section or by running a report filtered by Uncategorized Expense or Income. Open each transaction, assign the correct category, and save.
Read answerWhat is the fastest way to get my books ready for tax filing?
The fastest path depends on your current state. If books are maintained monthly, you need final reconciliation and year-end adjustments. If you're behind, professional catch-up services can compress months of work into days.
Read answerCan a bookkeeper help me if I'm behind on quarterly estimated taxes?
A bookkeeper helps by getting your books current so you know your actual income and can calculate what you owe. They provide the foundation your tax professional needs to determine estimated tax amounts and catch-up payments.
Read answerHow do I organize receipts and invoices I've been collecting all year?
Start by separating receipts from invoices, then sort into expense categories that match your bookkeeping. Digitize paper receipts, match everything to bank statements, and set up a simple weekly habit so you never face the same pile next year.
Read answerWhat are the consequences of not keeping up with bookkeeping?
You lose visibility into your cash position, face penalties and higher accounting fees at tax time, and make business decisions without accurate data. The longer you wait, the more expensive and time-consuming the catch-up becomes.
Read answerShould I start over with new books or fix my existing records?
In most cases, fixing your existing records is the better choice. Starting over sounds appealing but doesn't erase tax obligations or the need for historical documentation. The right answer depends on how far behind you are and what's actually wrong.
Read answerHow do I set up QuickBooks for my small business?
Start by choosing QuickBooks Online over Desktop for most situations, then focus on getting your chart of accounts right before connecting banks. The initial setup takes a few hours, but doing it correctly saves significant cleanup time later.
Read answerWhat is the best QuickBooks plan for a small business?
Most small businesses do well with QuickBooks Online Essentials or Plus. The right choice depends on how many users need access, whether you track inventory, and if you need project-level profitability tracking.
Read answerHow do I connect my bank accounts to QuickBooks?
In QuickBooks Online, go to Banking, click Link Account, and search for your bank. You'll log in with your online banking credentials, select accounts to connect, and transactions will start importing automatically.
Read answerWhat is the correct chart of accounts for my industry?
There isn't one universally correct chart of accounts for any industry. The right structure depends on your specific business, what information you need for decisions, and how your accountant categorizes things for taxes.
Read answerHow do I import historical transactions into QuickBooks?
QuickBooks offers several import options depending on your data source and how far back you need to go. Bank feeds pull recent history automatically, while CSV imports work for older transactions. The key is proper formatting and verification after import.
Read answerCan someone help me learn how to use QuickBooks?
Yes, professional training is available and often saves hours compared to piecing together free tutorials. A trainer can configure your chart of accounts correctly, teach you the features you'll actually use, and catch mistakes before they compound.
Read answerHow do I set up invoicing in QuickBooks Online?
Start by setting up your products or services list and customizing your invoice template with your logo and payment terms. Connect online payments to get paid faster, and use recurring invoices and automatic reminders to save time on repetitive tasks.
Read answerWhat are the most common QuickBooks setup mistakes?
The most common QuickBooks setup mistakes include using default chart of accounts without customization, choosing the wrong accounting method, and entering incorrect opening balances. These errors compound over time and become harder to fix.
Read answerHow do I give my accountant access to my QuickBooks file?
In QuickBooks Online, go to Settings, then Manage Users, and invite them as an Accountant user. For QuickBooks Desktop, you'll either create an Accountant's Copy or share the file directly.
Read answerShould I migrate from QuickBooks Desktop to QuickBooks Online?
It depends on how you work and what features you rely on. QuickBooks Online offers cloud access and easier collaboration, while Desktop provides more robust tools for inventory and job costing.
Read answerHow do I set up payroll for my small business?
Setting up payroll requires an EIN, state tax registrations, employee paperwork, and a system for calculating wages and remitting taxes. Most small businesses use payroll software or outsource the function entirely.
Read answerWhat is the difference between a W-2 employee and a 1099 contractor?
A W-2 employee works under your direction with taxes withheld from their pay, while a 1099 contractor operates independently and handles their own taxes. The distinction affects your payroll obligations, paperwork requirements, and legal exposure.
Read answerHow do I classify workers correctly to avoid IRS penalties?
The IRS evaluates three factors: behavioral control, financial control, and the type of relationship. Massachusetts applies an even stricter test. Getting this wrong means back taxes, penalties, and interest that add up fast.
Read answerWhat payroll taxes am I responsible for as an employer?
Employers pay Social Security, Medicare, and federal and state unemployment taxes directly. You also withhold federal and state income taxes plus the employee's share of FICA from each paycheck and remit them on the employee's behalf.
Read answerHow often should I run payroll for my employees?
Your state determines the minimum frequency. Massachusetts requires weekly or bi-weekly payment for most employees. Within legal limits, bi-weekly is the most common choice because it balances administrative work with employee cash flow needs.
Read answerWhat is the cost of outsourcing payroll for a small business?
Most small businesses pay $50 to $200 per month for outsourced payroll, depending on employee count and pay frequency. Pricing typically includes a base fee plus a per-employee charge, with extras like multi-state filings adding cost.
Read answerHow do I handle payroll for employees in multiple states?
You need to register with each state where employees work, withhold taxes according to that state's rules, and pay state unemployment insurance separately for each jurisdiction. The complexity comes from every state having different rates, forms, and deadlines.
Read answerWhat are the Massachusetts payroll tax requirements?
Massachusetts employers must handle state income tax withholding, unemployment insurance contributions, and Paid Family and Medical Leave. Each requires separate registration and quarterly filings, with rates that change annually.
Read answerHow do I set up direct deposit for my employees?
Start by choosing a payroll provider that supports ACH direct deposits, then collect authorization forms from each employee with their bank details. Connect your business bank account to the payroll system and allow time for account verification before running your first payroll.
Read answerWhat is FUTA and how does it affect my business?
FUTA is the Federal Unemployment Tax Act. It's a payroll tax employers pay to fund unemployment benefits. The effective rate is usually 0.6% on the first $7,000 of each employee's wages, costing about $42 per employee annually.
Read answerHow do I handle tip reporting for restaurant employees?
Employees report tips to you monthly, and you withhold taxes through payroll. Credit card tips track automatically through your POS, but cash tips require employee reporting. Large restaurants have additional Form 8027 filing requirements.
Read answerWhat payroll records am I required to keep?
Federal law requires you to keep payroll records for at least four years. This includes employee information, wage and hour data, tax filings, and payment records. Different agencies have slightly different requirements, so keeping everything for four years covers your bases.
Read answerHow do I correct a payroll tax filing mistake?
File Form 941-X to correct federal quarterly payroll tax returns, and handle state corrections through MassTaxConnect for Massachusetts. Act quickly because penalties and interest continue to accrue until corrections are filed.
Read answerWhen are payroll taxes due for small businesses?
Federal payroll tax deposits are due either monthly or semi-weekly depending on your total tax liability. Quarterly Form 941 is due at the end of the month following each quarter. Annual forms like W-2s and Form 940 are due by January 31.
Read answerShould I use a payroll service or handle payroll myself?
DIY payroll can work with one or two employees in a single state if you use software and have time to manage compliance. For most businesses with multiple employees or multi-state operations, outsourcing saves time and reduces the risk of costly penalties.
Read answerWhat is sales tax nexus and how does it affect my business?
Sales tax nexus is the legal connection between your business and a state that requires you to collect and remit sales tax there. You can trigger nexus through physical presence or by exceeding economic thresholds like $100,000 in sales to that state.
Read answerHow do I know if I need to collect sales tax in other states?
You need to collect sales tax in another state when you have nexus there, either through physical presence or by crossing economic thresholds. Most states require collection once you hit $100,000 in sales or 200 transactions annually.
Read answerWhat are the economic nexus thresholds by state?
Most states set the threshold at $100,000 in sales or 200 transactions per year. Once you exceed either number in a state, you're required to register, collect sales tax, and remit it regardless of whether you have a physical presence there.
Read answerHow did the Wayfair decision change sales tax requirements?
Before 2018, you only collected sales tax in states where you had physical presence. The Wayfair decision let states require collection based on economic activity alone, typically once you exceed $100,000 in sales or 200 transactions.
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