This page contains a multitude of year end accounting resources we have gathered from the web and produced internally for our clients. Use the navigation links below to scroll through the page to find the resources you need. If you would like a personalized consultation from one of our small business / QuickBooks accounting experts, please feel free to call (888) 232-4758 anytime, or request a year end review to get started.
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December 02, 2025
Intuit Enterprise Suite Fall 2025: AI Agents & Multi-Entity Tools
Intuit Enterprise Suite Fall 2025: AI Agents, Smarter Data, and the End of Multi-Entity Chaos
Running a complex business just got a lot less complicated.
If you are managing multiple entities, wrestling with payroll anomalies, or drowning in “Excel Hell” trying to get a clear picture of your KPIs, the Fall 2025 update to Intuit Enterprise Suite (IES) was built for you.
At Out of the Box Technology, we are constantly looking for tools that don’t just “work,” but actually drive business velocity. This latest update shifts IES from a management platform to an active partner in your daily operations, leveraging powerful AI automation and deep business intelligence to do the heavy lifting.
Here is your breakdown of the features that are changing the game this season. Get the full story here.
1. Meet Your New Digital Workforce: AI Agents
The buzzword “AI” is everywhere, but IES is applying it where it counts: automating the mundane so your team can focus on strategy. This isn’t just a chatbot; it’s a set of specialized agents working in the background.
- The New Customer Agent: Think of this as your 24/7 sales assistant. It actively sources leads from your Gmail, drafts personalized outreach emails for you, and tracks sales opportunities so nothing slips through the cracks.
- The New Payroll Agent: Chasing employees for timesheets is a thing of the past. This agent collects hours and tips via text or the Workforce app, drafts the payroll for you, and—crucially—flags anomalies before they become errors.
- The Enhanced Finance & Accounting Agents: Your month-end close just got faster. These agents can now extract transactions from PDF statements, identify errors, suggest fixes, and generate performance summaries (monthly, quarterly, or yearly) that you can edit and export instantly.
2. Multi-Entity Management: Finally, A Single Source of Truth
For our mid-market clients, managing multiple entities has historically been a friction point. The Fall 2025 update tears down those silos.
- The Consolidated View: You no longer need to toggle between files to understand your total financial health. The new unified dashboard lets you manage financials across all entities in one view.
- Dynamic Allocations: This is a massive time-saver. Instead of manual journal entries, you can now allocate entire account balances across entities in a single step.
- Granular Permissions: Security meets flexibility. You can now grant specific non-admin roles (like A/P Managers or Bookkeepers) access to multi-entity functions without handing over the keys to the entire kingdom.
3. Business Intelligence (BI): Real-Time Insights, No Spreadsheets Required
If you are still exporting data to Excel to build your board reports, it’s time to stop. The new BI suite in IES brings enterprise-level reporting directly into your workflow.
- The KPI Scorecard: Your business pulse, visible at a glance. Access nearly 100 pre-defined KPIs or customize your own to track exactly what matters to your bottom line in real-time.
- Drag-and-Drop Dashboards: Whether you need to track Profitability or Cash Flow, you can use pre-built templates or build custom views with simple drag-and-drop widgets.
- Professional Management Reports: Impress stakeholders with polished packages that combine financial reports, variance analysis (with visual arrows and highlights), and written insights into one branded PDF.
4. Platform Power & Workflow Velocity
Efficiency is often found in the details. Intuit has polished the core experience to ensure money and data move faster.
- Instant Bill Pay: Cash flow management is about timing. The new Instant Payment option gets funds to vendors in minutes, while enhanced approval workflows give you tighter control over who releases those funds.
- Smarter Dimensions: Managing data tags is now seamless. You can bulk-manage dimension values in Spreadsheet Sync, and AI will even suggest values for your products and services to keep your data clean.
- Performance Under the Hood: With a modernized UI and faster payroll processing for companies up to 200 employees, the platform feels snappier and more responsive.
Ready to Optimize Your Enterprise?
The capabilities of Intuit Enterprise Suite are expanding rapidly. If you want to leverage these new AI Agents or need help setting up complex multi-entity allocations, our team is here to help.
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November 29, 2025
2026 Vision: The 5 Financial Questions To Ask This December
December is a deceptive month. On the surface, it is a flurry of holiday parties, client gifts, and the frantic race to close out the final invoices of the year. But for the most successful business owners, December is quiet. It is the month of vision.
While your competitors are distracted by the holidays, you have a brief window to look up from the daily grind and stare down the barrel of the new year. And 2026 looks different.
Economic forecasts for 2026 predict a period of “mild stagflation”—a unique challenge where growth is slow (projected at just 1.3% GDP growth) but costs, particularly labor and services, remain stubbornly high. The “growth at all costs” mindset of the early 2020s is dead. The theme for 2026 is resilient efficiency.
To navigate this, you cannot just rely on the same spreadsheet you used in 2024. You need to interrogate your business model.
At Out of the Box Technology, we help thousands of businesses transition from reactive bookkeeping to proactive strategy. Based on the data we are seeing and the economic indicators for the year ahead, here are the five critical financial questions you must ask yourself (and your finance team) before the ball drops.
Question 1: “If Revenue Stalls, How Long Can We Survive?”
The Core Issue: Liquidity & Cash Flow Visibility
It is the question no one likes to ask, but it is the statistic that defines small business survival. According to recent data, 82% of small business failures are due to poor cash flow management, not a lack of profit.
In 2026, cash is not just king; it is your oxygen. With interest rates remaining elevated, borrowing capital to plug a hole is expensive. Your business must be self-sustaining.
The “Paper Profit” Trap
Many CEOs look at their Profit & Loss (P&L) statement in December, see a healthy “Net Income” figure, and assume they are safe. This is the “P&L Paradox.”
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Profit includes unpaid invoices (Accounts Receivable) that you haven’t collected yet.
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Cash is what you have in the bank to pay payroll next Friday.
If your P&L says you made $100,000 last month, but your bank account is empty because your clients pay on Net-60 terms, you are technically profitable but operationally bankrupt.
The 2026 Action Plan
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Implement a 13-Week Cash Flow Forecast: Stop looking at last month’s rear-view mirror. You need a rolling 13-week forecast that predicts exactly when cash enters and leaves your account. This allows you to spot a cash crunch in February while it is still December.
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Audit Your AR Aging: In an economic slowdown, your clients will pay you slower. If your average “Days Sales Outstanding” (DSO) has crept up from 30 days to 45 days, you need to tighten your credit terms immediately.
Question 2: “Is My Tech Stack Accelerating Me, or Anchoring Me?”
The Core Issue: Automation & AI Integration
For years, “automation” was a buzzword. In 2026, it is a survival mechanism.
Labor costs are projected to rise by another 3.5% to 4% in 2026. If you are paying a human human wages to do work that a robot could do for pennies, you are mathematically disadvantaging your business.
The Rise of “Invisible Accounting”
The days of manual data entry are over. Leading platforms like QuickBooks Online and Sage Intacct are now heavily integrated with AI that can:
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Automatically categorize bank feeds with near-perfect accuracy.
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Match receipts to transactions without human intervention.
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Predict cash flow shortages based on historical patterns.
If your finance team (or your outsourced bookkeeper) is still manually typing invoice data or spending days on “bank reconciliations,” your tech stack is an anchor.
The 2026 Action Plan
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The “Click Audit”: Ask your team, “What task do you do every week that requires more than 50 clicks?” That is your target for automation.
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Integrate Your Silos: Does your CRM talk to your accounting software? If your sales team closes a deal in Salesforce or HubSpot, does it automatically generate an invoice in QuickBooks? If not, you are paying for data entry twice.
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Consult an Expert: At Out of the Box Technology, we specialize in App Advisory. We can review your workflow and tell you exactly which tools will shave 20 hours a month off your administrative load.
Question 3: “Are We Pricing for 2024 Costs or 2026 Realities?”
The Core Issue: Margin Protection & Inflation
A common tragedy we see in January is the business owner who worked harder than ever the previous year, sold more widgets than ever, but made less money.
Why? Inflationary creep.
Your vendors raised their prices. Your software subscriptions went up. Your rent increased. Your employees got raises. But if you kept your pricing flat to “stay competitive,” you absorbed all those cost increases directly into your margin.
The Psychology of Pricing
Many business owners fear that raising prices will lose them customers. The data suggests otherwise. In a B2B environment, clients value reliability and quality over a 5% price difference. In fact, underpricing your services can often signal a lack of confidence or quality to enterprise buyers.
The 2026 Action Plan
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Run a “Gross Margin Analysis” by Product/Service: Do not just look at your overall margin. Break it down. You may find that your “bestseller” service is actually a loss leader once you factor in the new cost of labor.
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Implement “Micro-Increases”: Instead of a shocking 15% price hike every three years, move to a model of small, annual adjustments (e.g., 3-5%) that reflect the Consumer Price Index (CPI).
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Standardize “Scope Creep” Fees: If you are in a service industry, 2026 is the year to stop giving away work for free. Clearly define what is “out of scope” and charge for it.
Question 4: “Is My Workforce Optimized for ROI?”
The Core Issue: Labor Efficiency & Retention
Talent scarcity is easing slightly, but “Labor Quality” remains the #1 problem for small business owners according to the NFIB.
The question for 2026 is not “How many people can I hire?” but “What is the Revenue Per Employee (RPE) of my current team?”
The Fractional Revolution
One of the massive trends for 2026 is the shift toward Fractional Leadership. Small businesses often cannot afford a $180,000/year CFO, plus benefits, plus equity. But they desperately need the strategic insight that a CFO provides. Hiring a Fractional Controller or Fractional CFO allows you to access high-level expertise for a fraction of the cost. You get the strategy without the overhead.
The 2026 Action Plan
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Calculate Your RPE: Divide your total revenue by your Full-Time Equivalent (FTE) count. Track this metric quarterly. If it is trending down, your efficiency is slipping.
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Audit Your “Org Chart” for Gaps: Are you asking your Office Manager to be your CFO? That is a dangerous game. Ensure that financial roles are filled by financial professionals, even if they are outsourced.
Question 5: “Who Is Watching the Store When I’m Not?”
The Core Issue: Internal Controls & Fraud Prevention
As businesses move to remote/hybrid models and rely more on digital payments, the risk of internal and external fraud increases.
A shocking report by the ACFE found that organizations lose 5% of revenue to fraud each year, with small businesses being disproportionately victimized because they lack the internal controls of larger corporations.
The “Trust but Verify” Doctrine
If you are the only one approving bills, you are a bottleneck. If your bookkeeper is the only one looking at the bank feed, you are a target.
2026 requires a “Segregation of Duties.” The person who writes the checks should never be the person who reconciles the bank account.
The 2026 Action Plan
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Implement “Segregation of Duties”: Even if you have a small team, separate the authorization of payments from the recording of payments.
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Digital Audit Trails: Use software like Bill.com or Dext that creates an immutable digital audit trail of who approved what invoice and when.
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Third-Party Review: Having an external firm (like Out of the Box Technology) review your books monthly acts as a powerful deterrent to internal fraud. When employees know a third party is watching, the temptation disappears.
Conclusion: Strategy Over Stamina
For too long, the small business mantra has been “work harder.” If you want to grow in 2026, you must “think clearer.”
The businesses that thrive next year will not be the ones that just sold the most; they will be the ones that managed their cash flow the best, automated the most low-value tasks, and protected their margins with ferocity.
These five questions are your starting point. If you found yourself answering “I don’t know” to any of them, it is time to bring in backup.
Out of the Box Technology is more than just a bookkeeping firm. We are your strategic partner. From Fractional Controller services that give you high-level insight, to QuickBooks consulting that optimizes your tech stack, we help you build a business that is ready for whatever the 2026 economy throws your way.
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November 28, 2025
Preparing Your Payroll & W2s for January
While the finance world often fixates on 1099s in January, a larger, more complex beast is waiting in the wings: Payroll Year-End.
For most businesses, payroll is “set it and forget it”—until December. Then, suddenly, you are faced with a minefield of fringe benefit adjustments, retirement plan limits, and strict IRS deadlines.
The stakes for W-2s are arguably higher than for 1099s. These forms determine your employees’ personal tax refunds. A mistake here doesn’t just annoy the IRS; it angers your workforce.
As we approach the 2026 filing season (for the Tax Year 2025), there are critical updates you need to know. From the “Weekend Rule” shifting the filing deadline to new, higher contribution limits for your 401(k) plans, here is your executive guide to surviving the payroll rush.
The “Other” January Rush: Critical Deadlines
Just like with 1099s, the standard “January 31st” deadline has a twist this year.
Because January 31, 2026, falls on a Saturday, the deadline for filing Form W-2 with the Social Security Administration (SSA) and furnishing copies to your employees moves to February 2, 2026.
Warning: Do not let this extra weekend make you complacent. The penalties for late filing are indexed for inflation and are now steeper than ever.
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Tier 1 (Up to 30 days late): $60 per return.
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Tier 2 (Through Aug 1): $130 per return.
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Tier 3 (After Aug 1): $340 per return.
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Intentional Disregard: $680+ per return.
If you have 50 employees and you simply “forget” to file until September, that is a $17,000 mistake.
The Year-End Payroll Audit: A 5-Step Checklist
Before you authorize your payroll provider to generate W-2s, run through this audit. Once a W-2 is filed, correcting it (Form W-2c) is a manual, expensive nightmare.
1. The “Constructive Receipt” Trap (Bonuses)
A common question we get: “I want to give my team a bonus for 2025 performance, but I’m low on cash. Can I cut the check on January 5th but date it December 31st so they get it on their 2025 W-2?”
The Answer: No. This violates the Doctrine of Constructive Receipt.
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If the employee receives the funds in 2026, it is 2026 income.
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It goes on the 2026 W-2.
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The company takes the deduction in 2026 (for cash-basis taxpayers).
If you want the bonus to count for 2025, the check must be in the employee’s hands (or direct deposited) on or before December 31, 2025.
2. S-Corp Shareholder Health Insurance
If you own an S-Corporation and own more than 2% of the stock, the IRS has very specific rules for your health insurance.
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The company must pay the premiums (or reimburse you).
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That amount must be included in Box 1 (Wages) of your W-2.
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It is subject to income tax withholding but exempt from FICA (Social Security/Medicare) taxes.
Critical Step: Ensure your payroll provider has marked these premiums as “S-Corp Owner Health Insurance” before the final run. If you miss this, you risk losing the self-employed health insurance deduction on your personal 1040.
3. Personal Use of Company Cars
Do your sales reps drive company vehicles? Did they drive them for personal errands or commuting? That personal usage is a taxable fringe benefit. You must calculate the value of that personal use (using the “Lease Value Rule” or “Cents-Per-Mile” method) and add it to their W-2 income. This is often the #1 audit trigger for small fleets.
4. Verify Social Security Numbers (SSN)
Using a nickname or a typo in an SSN will trigger a mismatch letter from the SSA. Pro Tip: Use the Social Security Administration’s Social Security Number Verification Service (SSNVS) to batch-check your employee list before January 15th.
5. Review “De Minimis” Benefits
Did you give out $500 gift cards for the holidays? That is not a de minimis benefit. Cash (and cash equivalents like gift cards) are always taxable wages, regardless of the amount. You must add the value of those gift cards to your payroll so taxes can be withheld.
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Exception: A holiday turkey or a ham is considered de minimis and tax-free. (Yes, the IRS specifically mentions turkeys).
New Limits for a New Year (2026 Projections)
As you configure your payroll software for the first run of January 2026, you need to update your deduction limits. The IRS has announced increases due to inflation.
401(k) & 403(b) Limits
Retirement savers get a boost this year.
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Employee Deferral Limit: Increases to $24,500 (up from $23,500).
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Catch-Up Contribution (Age 50+): Increases to $8,000.
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Note: If you have employees aged 60-63, the SECURE 2.0 Act allows for a special “Super Catch-Up” of $11,250 (check your specific plan document).
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Social Security Wage Base
For high earners, the Social Security tax (6.2%) stops once they hit a certain income ceiling.
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2026 Wage Base: Increases to $184,500 (up from $176,100).
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Action Item: Ensure your payroll software is updated so you don’t stop withholding too early.
Health Savings Accounts (HSA)
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Self-Only Coverage: $4,400
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Family Coverage: $8,750
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Action Item: If employees have set “flat dollar” deductions for their HSAs, remind them to increase their contributions to take advantage of the new cap.
Decoding W-2 Box 12: The Most Confusing Box
Box 12 is where you report specific codes for various benefits. Using the wrong code is a fast track to an IRS notice. Here are the most common ones for small businesses:
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Code D: 401(k) Elective Deferrals. (The most common code).
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Code W: Employer AND Employee contributions to an HSA. (Yes, you must report both combined).
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Code DD: Cost of Employer-Sponsored Health Coverage.
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Note: This is for information only (it’s not taxable). It is mandatory for employers who filed 250+ W-2s, but optional (though recommended) for smaller employers.
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Code V: Income from the exercise of non-statutory stock options.
How Out of the Box Technology Simplifies Payroll
Payroll isn’t just about cutting checks; it’s about compliance, tax filings, and integrating with your accounting data.
If your current payroll process involves manual spreadsheets or disconnected systems, you are risking errors.
At Out of the Box Technology, we offer comprehensive payroll solutions that integrate seamlessly with QuickBooks.
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Automated Tax Filings: We handle the federal, state, and local filings so you never miss a deadline.
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Year-End Adjustments: We manage the S-Corp health insurance and fringe benefit add-backs for you.
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W-2 Distribution: We furnish digital and physical W-2s to your team, keeping you compliant with the February 2nd deadline.
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QuickBooks Integration: Your payroll journals map perfectly to your General Ledger, automating your job costing and expense tracking.
Don’t let the “Weekend Rule” catch you off guard. Let us handle the heavy lifting.
[CTA: Get Your Payroll Audit Today]
Frequently Asked Questions (FAQ)
What is the W-2 filing deadline for 2026? For the 2025 tax year, W-2s must be filed with the SSA and furnished to employees by February 2, 2026. The usual January 31st deadline falls on a Saturday, so it shifts to the next business day.
Are holiday gift cards taxable for employees? Yes. The IRS considers gift cards to be “cash equivalents.” They are always taxable wages and must be reported on the W-2, regardless of the amount (even a $25 card). Tangible gifts like a turkey or a gift basket are generally tax-exempt de minimis benefits.
How do I report health insurance for S-Corp owners? For shareholders owning more than 2% of an S-Corp, health insurance premiums paid by the company must be included in Box 1 (Wages) of the W-2. They are subject to income tax withholding but exempt from Social Security and Medicare taxes.
What is the 2026 401(k) contribution limit? For 2026, employees can contribute up to $24,500 to their 401(k). Those aged 50 and older can contribute an additional $8,000 catch-up contribution.
Can I handwrite W-2s for my employees? Technically yes, but it is highly discouraged. Handwritten forms are prone to processing errors. Additionally, if you have 10 or more information returns (W-2s and 1099s combined), you are required to e-file.
Conclusion: Start the Year Clean
A clean W-2 run is the best gift you can give your employees (and yourself) to start the new year. It sets the tone for a smooth tax season and keeps your business off the IRS penalty radar.
Take the time now—before the holidays—to audit your fringe benefits, verify SSNs, and update your deduction limits for 2026.
If you are unsure about S-Corp add-backs or constructive receipt rules, reach out to the experts at Out of the Box Technology. We ensure your payroll is precise, compliant, and stress-free.
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