QuickBooks Online

How to File 1099s Without the January Scramble

Earmark Team · February 2, 2026 ·

Alicia Katz Pollock, host of The Unofficial QuickBooks Accountants Podcast, just spent a week in what she calls “1099 Heaven,” teaching her comprehensive 1099 class and attending Nancy McClelland’s Ask a CPA workshop. She came away from that week ready to share a concentrated breakdown of everything accounting professionals need to know about 1099 filing.

“I’ve been watching the socials and people are asking, ‘Which report do I run so to filter out payments under $600 and payment processors?’ and, ‘How do I export to Excel?’” Alicia observes. “And the truth is, you don’t need to.”

QuickBooks Online has built-in tools that handle most of the filtering and analysis automatically. Yet every January, accounting forums light up with practitioners frantically exporting data to Excel, second-guessing payment methods, and chasing down W-9 forms as the deadline approaches.

In episode 125, Alicia breaks down what you actually need to know, including who qualifies for a 1099 (and why small errors won’t hurt you), which payment methods trigger reporting in our fintech-heavy world, and the QuickBooks tools that eliminate hours of manual work.

Understanding 1099 Compliance

Before diving into QuickBooks tricks and automation, you need to understand what these forms actually accomplish, and what’s changing in 2026.

Essentially, the 1099 system exists because the IRS wants to verify that contractors report their income. When you pay another business for services, you’re telling the IRS about that payment. They match your report against what the contractor claims on their taxes, making sure nobody’s working under the table.

“Literally millions of dollars, if not billions of dollars, is wasted in lost productivity while we chase down W-9 forms and file all these forms and do all of our research just to make sure that everybody is on the up and up,” Alicia says, not holding back her frustration. “So it’s kind of a vicious cycle.”

What’s New for 2026

This year brings a significant addition with Form 1099-DA for digital asset transactions. The IRS is finally tracking cryptocurrency sales and income, attempting to bring crypto economics into the traditional tax framework.

The $600 threshold that’s been in place for decades stays the same this year, but relief is coming. The One Big Beautiful Bill raises this to $2,000 starting in 2027. As Alicia notes, “The vast majority of my small businesses and micro businesses probably wouldn’t even qualify and won’t need to do this at all next year.”

Who Gets a 1099?

The rules are simpler than many make them:

Send 1099s to:

Self-employed individuals
LLCs filing as sole proprietors
Partnerships
Attorneys (even if incorporated)
Independent landlords (not property management companies)

Don’t send 1099s to:

S Corps
C Corps
Property management companies

Remember to check beyond your expense accounts. Balance sheet items like prepaid expenses, leasehold improvements, and due to/from accounts might contain qualifying payments. And if one company pays on behalf of another, the company that received the service files the 1099.

The Accuracy Question

Fear of making small mistakes keeps practitioners up at night unnecessarily.

“If your 1099 is off by $100 or $200, nobody’s going to come knocking on your door,” Alicia says reassuringly. “The IRS is short staffed. They’re really not looking for $600 in revenue. But if you’re talking hundreds of thousands of dollars, then it’s a bigger concern.”

The IRS primarily cares whether contractors report income lower than their total 1099s. If someone receives $200,000 in 1099s but reports $250,000 in income, no red flags appear. Problems only arise when reported income falls below documented payments.

Alicia shares a cautionary tale about a cleaning service client who paid cleaners as contractors for 15 years despite warnings. “Sure enough, she got audited after 15 years. And it turns out that the IRS agreed with me that they really are employees, so she now has some fines to pay.”

W-9 Best Practices

The key to avoiding January panic is to collect W-9s immediately when hiring someone. Don’t wait to see if they’ll hit the threshold; just send it. And don’t pay until you receive it back.

If contractors ignore your requests, you have leverage. Threaten to withhold 24% of their payment for backup withholding. “That warning is usually enough to get them to reply,” notes Alicia. If they still won’t cooperate, file the 1099 anyway with a blank EIN. “Unfortunately that might trigger an audit for them, but if they’re not sending you a W-9, well, what are they hiding?”

One persistent problem is W-9 forms often come back filled incorrectly, especially from LLCs. The form should show information for the entity actually paying taxes, not a pass-through or disregarded entity. Many people put their personal name on line one and business name on line two backwards, creating confusion about their tax status.

Navigating the Payment Method Maze

Much of the 1099 confusion stems from uncertainty about which payments count. With the explosion of fintech platforms, determining what triggers reporting has become increasingly complicated.

The Foundation Rule

You send 1099s for payments from your bank account, including:

Cash and checks
Online bill pay
ACH transfers
Wire transfers
Zelle

You don’t send them for credit or debit card payments. The merchant processors handle their own 1099-K forms.

The Fintech Gray Zone

PayPal, Venmo, and similar platforms create confusion. The determining factors are whether you use the business or personal version and whether you’re paying “friends and family” or for “goods and services.”

Alicia recommends asking two key questions:

Does it charge a transaction fee? If yes, you likely don’t need a 1099
Does it have its own bank balance? PayPal and Venmo do, so that’s another sign you’re off the hook.

Business versions of these platforms send their own 1099-K forms. However, merchant services use different thresholds: $20,000 and 200 transactions, maintained by the One Big Beautiful Bill. This creates a gap where payments between $600 and $20,000 via credit card aren’t reported by anyone, and that’s perfectly fine from a compliance standpoint.

For navigating the infinite fintech combinations, Alicia strongly recommends Jennifer Diamond’s 1099Problems website.

Material Reimbursements

How contractors invoice determines the treatment:

When materials are wrapped into the service invoice, you include everything.
When materials are itemized separately, you exclude materials and report services only.
When materials are invoiced separately, you ignore them entirely.

“The IRS knows you’re paying them the full price for the whole service, and it’s up to the contractor to do their own deductions for their own material costs,” Alicia explains.

The Reference Number Secret

Alicia shares a “hot tip” most practitioners don’t know. QuickBooks expense forms have a reference number field that automatically excludes transactions from 1099 processing.

“You would think the payment method would be the thing that allows you to do the exclusion, but no. It doesn’t work that way,” she notes. Instead, enter “debit,” “card,” “Visa,” “MC,” “Chase,” “Discover,” “PayPal,” or “Amex” in the ref number field. The wizard recognizes these and excludes the transactions—a feature carried over from QuickBooks Desktop.

Mastering QuickBooks Online’s 1099 Tools

Despite QBO’s built-in capabilities, Alicia observes practitioners still asking which report to run in order to filter out for the $600 and for the payment processors. The tools exist, but many don’t know where to find them.

The Contractors Center Hub

The Contractors Center, located under Expenses and Bills (and under Payroll, if enabled), manages 1099-eligible vendors from start to finish. Any vendor with “track 1099” checked appears here automatically.

The standout feature is self-onboarding. Invite vendors via email to complete a digital W-9 through their QuickBooks account or the free QuickBooks Money app. The system captures everything, including their name, address, tax ID, entity type, and qualification status.

“Tell them to look for it because it looks like spam,” Alicia warns. “It just says QuickBooks needs your W-9 and bank info and who is going to click that?”

Payment Processing Options

The Contractors Center offers multiple payment methods, including:

QBO Payroll subscribers: Contractors treated as employees at your per-employee rate
Contractor-specific plan: $10.50 monthly for up to 20 contractors, $1.70 each additional
QBO Bill Pay: Standard functionality

The 1099 Preparation Wizard

Access the wizard via “Prepare 1099” in the Contractors Center or the dedicated 1099 section under Expenses and Bills in the new navigation.

There are two approaches available: “Try Autofilled Forms,” which is an AI-powered automation, or “Prep My Own” for manual step-by-step control.

“I tried it this year and honestly they came up with the same information,” reports Alicia. Choose based on comfort level—automation for hands-off clients, manual for those wanting verification.

Custom Reports for Analysis

The wizard includes two reports: Accounts to Pay Vendors and Vendor Transactions. “I turn on the track 1099 status and then filter it so the status is on and the amount is greater than $600 instead of looking at the big list of all the payments for all the vendors,” Alicia says, explaining her workflow.

State Filing Complications

Some states participate in the Combined Federal and State Filing Program, and QBO handles both simultaneously. Others require separate filing through state websites.

Alicia’s particular frustration is that she’s located in Oregon. “it stinks for me because QuickBooks doesn’t export any kind of report that I can import into Oregon’s filing system. So I wind up having to type them all in by hand.”

Corrections After Filing

If you make an error, QBO allows corrections after IRS acceptance. Replace incorrect forms with $0, add forgotten contractors, or submit corrected amounts. Third-party platforms offer similar capabilities.

Your 1099 Action Plan

As Alicia emphasizes throughout the episode, the tools exist to make this process manageable. Stop exporting to Excel. Stop manually filtering. Use the automation that’s already there.

Looking ahead, the 2027 threshold increase to $2,000 will eliminate this requirement for many small businesses entirely. Until then, master these tools and workflows to transform 1099 season from a compliance nightmare into a streamlined process.

For an even deeper dive into 1099 filing, check out Alicia’s Payroll Perfection bundle, which includes QBO Payroll, QuickBooks Time, and payroll compliance training. And be sure to listen to the full episode for additional insights from Alicia’s week in “1099 Heaven.”

Alicia Katz Pollock’s Royalwise OWLS (On-Demand Web-based Learning Solutions) is the industry’s premier portal for top-notch QuickBooks Online training with CPE for accounting firms, bookkeepers, and small business owners. Visit Royalwise OWLS, where learning QBO is a HOOT!

Your QuickBooks Is Smarter Than You Think (And Getting Smarter Every Day)

Earmark Team · January 7, 2026 ·

When you can upload a photo of a bank statement and watch QuickBooks turn it into perfectly categorized transactions, you know something big is happening in the accounting world. The tedious work that once took hours is disappearing, replaced by something far more valuable: actual business insights.

In episode 114 of The Unofficial QuickBooks Accountants Podcast, titled “Those Sneaky AI Agents,” hosts Alicia Katz Pollock and Dan DeLong explore the seven AI agents that Intuit built into QuickBooks Online. After testing these tools extensively, they conclude it’s “90% AI and 10% marketing,” a ratio that should interest any accounting professional wondering if these changes matter.

The Seven AI Agents

Intuit rolled out seven different AI agents across QuickBooks: accounting, payments, customer, finance, project management, analytics, and payroll. As Alicia explains, “All of this is not even version 1.0. It’s kind of version 0.5 at this point.” Some features are in beta, others depend on which QuickBooks version you use, and a few you might not see unless you’re using specific features like projects or payroll.

But these agents are turning QuickBooks from a recording system into something that actually helps you make decisions. “What they’re trying to do,” Alicia notes, “is take the data, make it actionable, and give us insight into what’s happening in the business so we can actually take action on it.”

The Accounting Agent: Your New Data Entry Partner

The accounting agent has completely redesigned how bank feeds work. While teaching a three-hour class on the new features, Alicia made a surprising discovery. “All the things I was taking out were all of the gotchas and the troubleshooting.” Problems that plagued users for years, like dealing with duplicate transfer rules, simply don’t exist anymore.

The new banking interface features inline editable fields, meaning you can categorize transactions without constantly clicking into detailed views. Yes, it looks more cluttered at first, especially on smaller monitors. But there’s a fix: hit Control+Period (or Command+Period on Mac) to activate Zen mode, which folds away the sidebar and gives you full screen for your banking work.

The AI now explains why it’s suggesting certain categorizations. As Alicia describes it, “This is why you are off base, or oh, this is why that actually makes sense.” The downside is you have to retrain the AI from scratch. The good news is it learns fast—usually after seeing each transaction type once for monthly items, or three times for quarterly ones.

The Game-Changing PDF Upload

Here’s where things get really interesting. If your bank doesn’t connect to QuickBooks, you no longer need to wrestle with CSV files. Just drag in a PDF, JPEG, or PNG of your statement—even a photo from your phone works. The AI scrapes the document and creates a functioning bank feed with all the categorization benefits of a direct connection.

There are limits. Statements with both checking and savings accounts on the same page won’t work (though you could split them with a PDF editor). Complex statements get sent to human reviewers who typically respond within two hours, and they use your statement to improve the system for everyone.

Collaboration Without Meetings

The new collaboration feature adds a speech bubble icon to each transaction. Click it to ask questions, request documentation, or explain unusual expenses, all without scheduling a meeting. One of Alicia’s clients who previously met monthly with her bookkeeper immediately saw the value. “She is really excited to not necessarily have to meet in real time.”

The “Ready to Post” feature finds the sweet spot between automation and control. Instead of auto-adding transactions, it identifies high-confidence categorizations and presents them in a bubble at the top of your feed. As Alicia explains, “These are the transactions that we are pretty darn sure we got right.” Review them all and accept them with just two clicks.

Smarter Reconciliation and Problem Detection

The new reconciliation screen looks complex at first, but it’s actually brilliant. Upload your bank statement, and QuickBooks shows you exactly where problems hide. Not just “you’re off by $150,” but whether the difference is in deposits or payments.

Each transaction now has two rows: one showing what the statement says, another showing what QuickBooks says. Colored badges instantly communicate status. Green means matched. Blue means it’s in QuickBooks but not on your statement. Orange flags special situations like voided transactions.

The anomaly detection feature takes this further. Blue sparkles appear on reports when something breaks from normal patterns. Alicia describes her old process: “I’ve always had to run a P&L by month and physically scan all of the numbers and then drill in to go see, well, why is this one higher than usual?” Now the AI simply tells her: “You have this extra transaction for five times as much as usual.”

The Payments and Customer Agents: Growing Your Business

The payments agent analyzes your invoice history to surface potential issues. When Alicia’s system revealed “84% of your invoices last year were paid late, or not at all,” it immediately suggested adding a 2% late fee and provided the setup right there.

For each customer, it tracks payment patterns individually. Do they always pay three days late? Twenty days late? This insight helps you make smart decisions about payment terms and follow-up strategies.

The Customer Hub (currently in beta) adds full CRM capabilities to QuickBooks. It can scan your Gmail or Outlook for business conversations and turn them into leads. Track prospects through your pipeline from inquiry to close. But the real magic happens after the sale.

The system can send automatic feedback surveys after invoice payment. Happy customers (4-5 stars) get asked when they want to work together again and if they know anyone who needs similar services. These responses appear as work requests and warm referrals in your Customer Hub. As Alicia emphasizes: “That’s new business. That is money in your pocket.”

Evolution, Not Replacement

These AI agents aren’t replacing accountants; they’re freeing us from tedious work to focus on what matters. As Dan notes about modern business, “If you’re waiting for a quarterly report to be done three months ago to make a decision these days, that’s just not fast enough.”

The key is Dan’s “trust but verify” approach. The AI excels at pattern recognition but needs human judgment for context. When his payments agent incorrectly suggested late fees for on-time payments, human insight caught what the AI missed.

Alicia’s advice? Start clicking those blue sparkles. Give feedback with the thumbs up and thumbs down buttons. Don’t just dismiss features because they’re in your way; actually evaluate if they’re helpful. As she puts it, “Thumbs down is ‘No, this thing is not accurate and it’s not helpful,’ not ‘I don’t want to look at it right now.'”

Ready to see these “sneaky AI agents” in action? Listen to the full episode where Alicia and Dan demonstrate each feature, share implementation strategies, and explain exactly which upgrades might be worth it for your practice. The future of accounting is here, right in your QuickBooks account.

Navigating QuickBooks Online’s Interface Changes: From Frustration to Opportunity

Earmark Team · December 1, 2025 ·

QuickBooks Online’s latest interface changes have left many accounting professionals feeling like the ground is shifting beneath them. Just when you get the hang of one workflow, the layout moves, the buttons change, and suddenly everything takes twice as long.

In episode 106 of The Unofficial QuickBooks Accountants Podcast, titled “Cha-Cha-Cha-Changes: Navigating QuickBooks Online’s New Interface,” host Alicia Katz Pollock, MAT, dives into what these updates mean in practice. She acknowledges the frustration many users feel without brushing it aside.

Understanding the Real Disruption

“I am not minimizing your experience when I’m talking about this stuff. I am not discounting your turmoil in any way,” Katz Pollock emphasizes early in the episode. What she’s trying to do is provide perspective and practical solutions.

The productivity hit is real. Two weeks before recording, Katz Pollock’s screens were loading so slowly, she’d “literally click to open a sales receipt and the framework would come up and literally nothing would load.” She’d start chugging water and get “six or eight sips in” before the transaction appeared. While performance has improved since then, the delays remind us we’re not just learning new workflows. We’re doing it while the platform struggles with its own growing pains.

Katz Pollock frames this challenge through a lens every accountant understands: onboarding time. “When I bring on a new hire, I don’t actually expect them to be productive out of the gate,” she explains. The same applies here. Build in grace periods over the next month or two. Communicate with clients about timeline adjustments if needed. This isn’t making excuses, it’s acknowledging reality.

Practical Solutions You Can Use Today

Instead of dwelling on what’s changed, Katz Pollock offers concrete navigation solutions that work right now.

First, she shares a few helpful navigation tricks:

Right-click links to open them in new tabs (two clicks instead of hunting for the missing “New Window” option)
Drag menu items up to your tab bar to create new tabs instantly
Bookmark frequently used pages like the Reminders list (which requires three clicks to reach otherwise)
Customize your menu using the pinned section in the bottom left corner

Katz Pollock strongly recommends RightTool by Hector Garcia and Mark Corum. “For me, it’s essential equipment,” she says. This browser extension adds shortcuts and automations, like copying classes down entire journal entry columns with one click.

Other interface changes accountants need to know about include:

The Transactions menu is now called Accounting
Sales is now Sales and Get Paid (highlighting the underused payment links feature)
Apps moved to Integrations in the upper right corner
Accountant Tools briefcase became My Menu in the upper left

The new sticky second-tier menus actually improve navigation once you get used to them. When doing customer work, all the customer links stay accessible without constant back-and-forth clicking.

Hidden Features Worth Exploring

While everyone’s focused on what’s different, Katz Pollock discovered several improvements that solve long-standing problems.

The Tasks feature (clipboard icon in upper right) now lets you link directly to specific transactions. “When you click “link a record,” you can actually pick an invoice or a bill or almost any kind of transaction,” Katz Pollock explains. You can attach backup documents, assign priorities, and even create recurring tasks in QBO Advanced to outline your entire workflow.

Inventory improvements are coming. New QBO files now offer FIFO or Moving Cost Average valuation methods. The development team is working on assemblies and units of measure—features that previously required third-party apps.

The Sales Tax Center has its own menu section with a product grid where you can assign tax settings to all products at once, instead of editing each individually. You can even turn sales tax off now, which wasn’t possible before.

For bookkeepers managing client billing, you can now transfer wholesale billing rates directly to another accountant user without losing discounts. This means no more calling Intuit support.

The AI Reality Check

Here’s where Katz Pollock puts the tough realities on the table. While we complain about AI pop-ups in QuickBooks, the entire industry is racing in a different direction.

“The new general ledgers that are generating all the buzz are like Digits and Puzzle,” she notes. “Their entire general ledger is built on AI first. The manual work is the secondary thought.”

This is a fundamental change rather than a gentle evolution. The choice isn’t whether to accept AI in accounting software. It’s whether to work with AI that still respects manual oversight (like QuickBooks) or jump to platforms where human input is treated as an afterthought.

Turning Disruption into Opportunity

Rather than just updating her QuickBooks courses piecemeal, Katz Pollock is seizing this moment for a complete overhaul. Starting September, she’s teaching her entire Royalwise OWLS curriculum in sequence, all in the new interface, at an accelerated pace: one class per week through June, progressing from basics through advanced features

Annual membership is $1,500. This includes more than 35 classes, 81 hours of CPE credit, plus monthly Q&A sessions. There’s also a business membership option covering fundamentals through December—perfect for clients who need training. Her “Great QBO Refresh” opportunity can be found at http://royl.ws/QBO-Refresh?affiliate=5393907.

“Investing a little bit of time in direct education,” Katz Pollock explains, “means you don’t have to spend all that time spinning your wheels down the road.”

Making Your Voice Heard

Throughout the interface, you’ll find feedback links specific to each feature. “Don’t just say, I don’t like that the pane takes up too much room,” Katz Pollock advises. “Say, ‘I would like an option to have this pane open up or not’.”

Be specific and actionable. The more people who communicate similar needs, the more likely changes will happen. Remember, Intuit uses MVP (Minimum Viable Product) philosophy. They release features to gauge interest, then develop or abandon based on user engagement. The more people who comment about a feature, the quicker the feedback will be implemented.

Looking Ahead

Katz Pollock will be at several conferences this fall, including Women Who Count in Mesa, Intuit Connect in Las Vegas, and Hector Garcia’s Reframe conference in Miami. These events offer opportunities to learn more about upcoming changes and connect with other professionals navigating the same challenges.

The bottom line? Yes, these changes are disruptive. Yes, they cost us time and cause frustration. But they also push us to evolve. As Katz Pollock reminds us, the choice isn’t whether to adapt; it’s whether to approach change strategically or reactively.

Listen to episode 106 for Katz Pollock’s complete analysis, more navigation tips, and a healthy dose of perspective on thriving in a profession where the only constant is change. Whether you’re drowning in the new interface or ready to master it, this episode provides both the validation and practical strategies you need.

Visit royalwise.com/qbo-refresh to learn more about the Great QuickBooks Refresh training program, or find the podcast at uqb.show/106.

Inside QuickBooks Online’s Biggest Transformation Since Going Cloud-Based

Earmark Team · September 10, 2025 ·

You’re reviewing a client’s profit and loss report when you notice little sparkle icons next to several expense categories. Curious, you hover over one and get an instant explanation: “Office supplies increased 127% compared to last month due to these three transactions.” What used to require detective work across multiple screens now happens automatically, with AI explaining not just what happened, but why.

This isn’t a future vision—it’s happening right now in QuickBooks Online’s July 2025 updates. On the latest episode of The Unofficial QuickBooks Accountants Podcast, hosts Alicia Katz Pollock from Royalwise and Dan DeLong from School of Bookkeeping break down Intuit’s massive “In the Know” session, where the company unveiled what they’re calling “QuickBooks on the Intuit platform.”

The transformation goes far beyond typical software updates. AI agents now work like digital detectives, scouring your data for patterns and anomalies. Banking feeds can automatically process PDF statements. Client communication occurs directly within QuickBooks, eliminating the spreadsheet shuffle. And those sparkle icons on reports? They’re AI-powered insights flagging unusual trends before your clients notice them.

But here’s what every accounting professional needs to understand: this isn’t an optional upgrade. By September 2025, everyone will be permanently on the new platform, with no opt-out option. The window to influence the final product closes soon.

AI Agents Become Your Digital Workforce

The heart of QuickBooks’ transformation lies in what Intuit calls “Agentic AI”—intelligent agents that actively hunt through your data for insights. Alicia explains her mental image: “I always imagine an AI bot in a detective hat, because that’s how I think about the AI is looking through the data and scouring it.”

The accounting agent, available for Essentials plans and higher, represents the biggest shift in how bookkeepers handle transactions. Instead of facing a wall of uncategorized entries, the system now identifies transactions that are “data-backed and likely to be accurate” and pre-checks them for posting. When three transactions meet this criterion, a banner appears announcing “three transactions ready to post.”

The game-changer is anomaly detection. Those sparkle icons appearing next to categories on profit and loss reports identify unusual trends automatically. Dan shares his experience: “I’ve seen it on some reports where the prior month there was a specific project that was done, and it said it right there on the screen like it went down this amount of percent because these two invoices were in the prior month.”

The categorization intelligence has evolved beyond simple pattern matching. The AI now recognizes that Shell and Arco are both gas stations, suggesting similar categories across different vendors. It scrapes bank descriptions for contextual clues and provides multiple suggestions for ambiguous transactions—offering both “meals and entertainment” and “travel meals” for restaurant charges, depending on your patterns.

Perhaps most significantly, categorization history has expanded from 12 to 24 months—a change Alicia specifically requested. This ensures annual charges can reference the previous year’s categorization, eliminating frustration with recurring yearly expenses.

Platform Integration Changes Everything

What Intuit calls “QuickBooks on the Intuit platform” represents more than rebranding—it’s the breakdown of decades-old product silos. As Dan explains, “their core offerings of TurboTax, MailChimp, and QuickBooks are getting homogenized here. And they can essentially talk to each other.”

The logic makes sense when you consider user patterns. As Alicia notes, “a lot of people use MailChimp who have never used QuickBooks. There’s a lot of people who file their taxes with TurboTax who have never used QuickBooks. So merging them all together is a natural evolution.”

The new interface features an app carousel with customer hubs, sales hubs, accounting hubs, marketing hubs, and business tax hubs. The customer hub will integrate MailChimp directly within QuickBooks, while business tax functionality brings TurboTax capabilities to the accounting workflow.

The enhanced bank feeds represent the most visible daily change. Alicia, who has been beta testing and providing daily feedback to developers, describes the evolution: “Everything that we knew and loved about the banking feeds is still there, but they kind of changed it.” The new system allows inline transaction editing, customizable column displays, and comprehensive transaction details.

The revolutionary statement import feature can process PDF bank statements and extract transactions automatically. While currently requiring human oversight—hence the two-hour processing time, at least for now—this capability could eliminate entire businesses built around transaction import services. As Alicia explains, “there’s a human being looking at it to see if it did a good job or not, and if it didn’t do it right, it’s actually going to a human being who is fixing the programming.”

Interface changes aren’t just cosmetic. The new left navigation is “brighter, it’s lighter, it’s prettier” with collapsible sections and bookmark functionality for one-click access to frequently used screens. The transformation from “Add” to “Post” in banking feeds reflects more technically accurate accounting language.

Client Communication Gets Built-In

The context gathering system eliminates the bookkeeper’s perpetual question: “What was this transaction for?” Built directly into QuickBooks, this feature threatens third-party apps by providing client communication tools within the core platform.

Alicia explains the problem this solves: “When you don’t know what something’s for, you have to go ask. And in the old days, we used to use spreadsheets for that. More recently, we’ve been using apps like Uncat, Keeper, or Financial Cents, where you can communicate with your clients right inside the app, but now you can do it right inside QBO.”

The system creates a to-do list maintained within QuickBooks, allowing bookkeepers to ask clients questions without requiring client QBO access. Clients receive emails with magic links to respond, and “it’s always the same link. And so you can just have your clients save it and bookmark it as the place to go.”

The expense forwarding feature allows anyone to send not just expenses but also income transaction directly into the system. However, this convenience introduces new risks. Alicia warns, “If you don’t have a bill approval process, you may have somebody who just goes in and pays everything without questioning anything. You actually could wind up paying bad actors who just sent random bills into your account to see if they could.” She reminds everyone to make sure they only give these email addresses to people they can trust.

The integration of Bill Pay Basic across all plans, including Simple Start, amplifies these concerns. Firms handling bill payments may want to consider upgrading clients to QBO Advanced, which includes mandatory bill approval workflows.

The September Deadline and What It Means

The timeline carries strategic implications beyond software preference. This isn’t a typical update where holdouts can postpone adoption—it’s a mandatory migration with a hard September deadline.

July offered opt-in/opt-out flexibility. August brought automatic transitions for new brand files. Crucially, all ProAdvisors’ clients were switched simultaneously. As Dan notes, “They threw accountants a bone” by ensuring firms wouldn’t juggle clients across different interfaces. September completes the mandatory transition, and by the month’s end, the new platform becomes permanent with no opt-out option.

The current period is critical for shaping the final product. As Alicia emphasizes from her beta testing: “This is the time to make sure that the platform works for us. They need your feedback.” Her daily communication with development teams resulted in interface improvements that serve real accounting workflows.

For firms considering the timeline, the choice is clear: engage now to influence the outcome, or adapt in September to whatever system emerges. The difference between being a beta participant and a forced adopter could determine whether your practice thrives or struggles.

Training and Resources Coming

Recognizing the scope of change, Intuit announced new training opportunities. Two courses are coming in October: one about understanding Agentic AI in general, and another specifically about AI agents in QuickBooks. There’s also ongoing research about what accounting professionals want to see in ProAdvisor Academy.

Alicia is completely rebuilding her training library at Royalwise. “I’ve got over 50 different courses of over 100 hours of QuickBooks Online content. So in September we are going to start over again from scratch,” she explains. Her Community and Coaching memberships will provide free entry into all webinars as she recreates content for the new platform.

Shape the Future or Be Shaped by It

The July 2025 QuickBooks updates represent the most significant transformation since moving to the cloud. AI agents are becoming the invisible workforce handling pattern recognition and routine categorization. New communication tools eliminate constant client back-and-forth. Interface changes reflect a fundamental shift toward integrated business management.

For accounting professionals, these changes represent both opportunity and risk. Those who engage now can influence the final product through feedback. As Alicia’s daily communication with developers shows, active participants can achieve solutions that serve the profession’s real needs.

But come September’s mandatory transition, the window for input closes. Firms will adapt to whatever system emerges from this beta period. The most successful professionals will view this transition as evolution—an opportunity to eliminate tedious data entry and focus on high-value advisory work.

Don’t let this transformation happen to you—be part of shaping it. The September deadline isn’t just about software—it’s about the future of the accounting profession itself.

June 2025 QuickBooks Updates: Inventory, Square Integration, and What’s Coming

Earmark Team · August 6, 2025 ·

Picture this: You’re an accounting professional starting your Tuesday morning routine, coffee in hand, ready to tackle your client’s monthly reconciliation. But when you log into QuickBooks Online, something’s different. The familiar black navigation bar that’s guided your workflows for years has vanished, replaced by sleek gray buttons and flyout menus. Your muscle memory falters for a moment as you hover over unfamiliar icons, wondering if this change will derail your carefully orchestrated productivity schedule.

This scenario is the reality facing thousands of accounting professionals as QuickBooks Online undergoes its most significant transformation in years. In this episode of The Unofficial QuickBooks Accountants Podcast, host Alicia Katz Pollock and guest host Matthew “Spot” Fulton from Parkway Business Solutions broke down the latest “Now You Know” updates, revealing what’s new and why these changes matter for the future of accounting technology.

The Big News: Inventory Module Goes Standalone

The most significant announcement buried deep in a Firm of the Future article is a complete restructuring of how QuickBooks Online offers inventory features. After years of forcing users into QuickBooks Plus for inventory capabilities, Intuit is finally separating the inventory module into a standalone $40-per-month add-on.

“Until now, if you wanted inventory, you would subscribe to Plus,” Katz Pollock explains. “But they had users who were using Simple Start or Essentials, where they have their inventory in other places. They don’t need everything in Plus, but they do need QuickBooks inventory.”

This change eliminates a long-standing barrier for businesses running Simple Start ($30/month) or Essentials ($65/month) who needed inventory capabilities but couldn’t justify the cost of jumping to Plus. Instead of making that expensive leap, they can add inventory functionality for $40 monthly.

The thinking behind this move connects to QuickBooks’ broader Commerce Center strategy. “They’re doing this because of the commerce tools they’re building out,” Katz Pollock notes. “They have the Commerce Center, which is designed to be a one-stop shop, your single point of truth for integrations with shopping carts like Shopify, or your own website, or eBay or Etsy.”

But there’s a catch. Intuit is also wrapping the shipping label feature into the inventory module, sunsetting it as a standalone option. This means if you currently use shipping labels without inventory, you’ll need to either upgrade to Plus or add the inventory module to maintain that functionality.

The shipping integration actually works quite well, according to Katz Pollock’s testing. “The shipping module adds tracking right inside the invoice,” she explains. “You have those fields for the shipping address and then the tracking number. This auto-populates the tracking for you.”

Square Connector Gets a Major Upgrade

While inventory restructuring grabbed headlines, the Square connector improvements might have a more immediate impact on many practices. The previous “Connect to Square” integration had limitations that frustrated accountants and clients.

“The transactions were slow to appear. There was not a lot of transaction detail. The matching was limited,” Katz Pollock summarizes. “The way Square manages its holds and its adjustments, kind of like PayPal, it can be really confusing.”

The new Square connector addresses these pain points systematically:

Faster transaction processing. Sales now appear within hours instead of days, dramatically improving cash flow visibility.
Better transaction detail. You can now see net amounts, fees, tips, and taxes all broken out separately within each payout batch.
Improved matching. The system better recognizes and matches transactions, reducing manual reconciliation work.
Sales tax integration. Perhaps most importantly, the connector now imports and tracks sales tax automatically.

However, the new system imports individual transactions rather than daily batch summaries, which could create challenges for high-volume businesses. Katz Pollock shared concerns about a cornfield maze client who processes hundreds of daily transactions. “This integration right now looks like it’s individual sales. So that would import all hundreds of them every day, which is not going to be ideal for us.”

Intuit acknowledges this limitation, with batch summary imports planned for “version two” of the connector. The new system supports classes and locations, works with all QuickBooks Online versions, and remains free to use.

Interface Revolution: The New Dashboard Arrives

The most visible change coming to QuickBooks Online is the complete interface redesign, and it’s closer than you might think. The new dashboard represents QuickBooks’ most significant user experience transformation in years, but it’s designed to minimize disruption to existing workflows.

“Intuit has done a really good job of not making something so drastically different that we have to start over again,” Katz Pollock observes from her beta testing experience. “All of the windows, all of the transaction screens they’ve already been updating over the last two years. And so once you go into a transaction, there’s literally nothing different.”

The visual transformation is dramatic. The familiar black navigation bar disappears, replaced by a two-level system with light gray buttons and flyout menus. But beneath this aesthetic change, all core functionality remains intact.

Fulton, also beta-testing the interface, emphasizes this continuity: “Nothing’s actually changing behind it. You have pretty little icons on the far left instead of just words. And then those pretty little icons fly out to more menus, and then guess what? It’s exactly the same when you’re in that.”

QuickBooks carefully orchestrated the rollout timeline:

July 1st: Manual opt-in becomes available (with opt-out option)
August 1-30: Automatic enrollment begins (opt-out still available)
September: Mandatory transition (no opt-out option)
September 22nd: Final cutover date

This phased approach gives users multiple opportunities to adapt while providing safety nets for those who need more time. The timing also ensures completion before the next QuickBooks Connect conference, where QuickBooks will likely showcase new features built for the updated interface.

Key improvements in the new interface include:

Enhanced bookmarks. Favorite reports and frequently used screens are now accessible at the main level, eliminating menu navigation for common tasks.
Customizable dashboard. Users can hide or rearrange dashboard components to match their workflow preferences.
Intuitive navigation. The “silo buttons” (accounting, expenses, sales, customers, payroll) are actually easier to understand than the previous system.
Hover menus. Flyout menus respond to cursor hover, eliminating unnecessary clicks.

Supporting the Transition: Training and Resources

Recognizing that interface changes require comprehensive support, training providers are mobilizing resources to help professionals maintain productivity during the transition.

Royalwise is undertaking a massive curriculum overhaul. “Everything I have has to be rerecorded,” Katz Pollock explains, referring to her library of over 50 QuickBooks classes. “So, you’ve got me here for the next 15 years.”

Starting in September, Royalwise will re-teach its entire curriculum in the new interface through bi-weekly sessions. Silver and Gold members get automatic enrollment at no additional cost—a commitment that demonstrates the scale of change management required.

The training approach extends beyond just explaining new buttons and menus. They’re developing a new book series specifically for the new interface, with comprehensive volumes and specialized guides for daily workflows, inventory, project management, and payroll. A practice set with real business scenarios will help users gain hands-on experience. Preorder your copy at https://www.amazon.com/dp/B0FDX859WD

Fulton’s ongoing QB Power Hour sessions with Dan DeLong provide another support pillar. These live streams every other Tuesday (9 AM Pacific, 12 PM Eastern) offer continuing education that adapts to current challenges and allows real-time interaction with experts.

What’s Coming Next: AI Agents and Beyond

July’s “In the Know” session will focus heavily on AI agents—automated assistants designed to handle routine tasks like sending invoices, tracking payments, reconciling books, and managing customer leads.

Intuit is developing four types of AI agents:

Accounting agents to handle routine bookkeeping tasks
Payments agents to manage payment processing and tracking
Customer agents to oversee customer relationship management
Finance agents to provide financial analysis and insights

These agents will integrate with the new dashboard and existing workflows, representing the next phase of QuickBooks’ evolution toward more automated, intelligent accounting processes.

Other developments on the horizon include expanded CRM tools, deeper MailChimp integration, and enhanced mineral HR features for payroll Premium and Elite users. The Mineral HR platform, available since 2019, includes law alert libraries, wage calculators, employee handbook builders, and safety training courses—resources many users don’t realize they already have access to.

The Path Forward

QuickBooks understands the critical balance between innovation and disruption in professional environments. The modular approach to inventory, careful interface preservation, and comprehensive training support show enterprise software evolution can enhance rather than disrupt existing workflows.

For accounting professionals, this blueprint suggests future changes will follow similar patterns: gradual, well-supported, and designed to amplify rather than replace professional expertise. The phased rollout timelines, preserved functionality, and extensive educational resources show a commitment to maintaining productivity during technological transformation.

As these changes roll out over the coming months, they’ll provide valuable insights into how the accounting profession adapts to technological evolution. The strategies demonstrated here offer a roadmap for future innovations that prioritize professional continuity alongside technological advancement.

Ready to dive deeper into these game-changing updates? Listen to the complete episode of The Unofficial QuickBooks Accountants Podcast where Alicia Katz Pollock and Matthew “Spot” Fulton provide their full analysis of these developments and discuss how these changes will affect your practice and your clients’ businesses.