Earmark Edge

How Growing Businesses Can Automate and Protect Payments

Earmark Team · July 29, 2025 ·

For finance teams, finding the right bill pay solution can feel like Goldilocks searching for the perfect porridge—many options are either too basic for complex operations or too sophisticated and expensive for mid-market needs.

At a recent Earmark Expo webinar, hosts Blake Oliver and David Leary invited Omri Mor from Routable to demonstrate how their platform fills this critical gap in the accounts payable market.

“Either the bill pay app is too big for your client, or it’s too small for your client. Sometimes it’s just never the right size,” explained David when introducing the session. “That’s the struggle we have as accountants—getting the right bill pay app for clients.”

When It’s Time to Graduate from Basic Bill Pay

Routable positions itself as the logical next step for businesses that have outgrown basic bill pay solutions but aren’t ready for complex enterprise systems. According to Omri, the platform serves businesses processing anywhere from 100 to over 100,000 payments per month.

“We typically recommend considering a graduation from Bill.com at about 100 to 250 bill payments per month,” explained. He outlined seven indications that it’s time to upgrade:

Transaction volume exceeding 100 monthly payments
Need for better ERP synchronization (Routable boasts a 99.8% sync success rate)
Multi-entity support requirements (from 2 to 85+ entities)
Complex approval rules based on different business dimensions
Delegation requirements across growing finance teams
Subsidiary management complexity
Improved data integrity needs

Perhaps most importantly, Routable doesn’t require businesses to replace their existing accounting systems. As David highlighted during the demo, “If you’re on QuickBooks or Xero, that’s your GL, and you grow to a point, you can just add on Routable. You don’t have to go get a whole new ERP and replace your whole system.”

Powerful Features That Grow With Your Business

The demonstration showcased several standout features that address common pain points for growing businesses:

Seamless Vendor Management

Routable offers a branded vendor portal that doesn’t confuse vendors with third-party interfaces. “We don’t want to hijack your vendor. We don’t want to market to your vendor. We don’t want to confuse your vendor,” Omri emphasized.

The custom-branded portal allows vendors to self-onboard by providing contact information, completing tax forms electronically, and securely connecting bank accounts. The platform also includes built-in 1099 management, eliminating the need for separate tax filing software.

Deep ERP Integration

One of Routable’s most impressive capabilities is its real-time integration with accounting systems such as Oracle NetSuite and Sage Intacct. The platform automatically pulls all fields from your ERP—including custom fields—without additional setup.

“Let’s say you remove class, we’ll remove class. Let’s say you add a new field called ‘David’s favorite ice cream.’ we load ‘David’s favorite ice cream,'” Omri explained. This adaptability ensures the system always reflects your current accounting structure.

Flexible Approval Workflows

The platform allows highly customized, multi-level approval rules based on any field in your ERP system. You can nest rules within other rules for maximum flexibility, and approvers can respond directly via email without logging in.

“Choose your own adventure. It’s one of the most important things we’ve found in accounting and finance,” Omri noted.

Advanced Purchase Order Matching

For inventory-backed businesses, Routable offers sophisticated two-way and three-way matching capabilities. The system supports up to three million SKUs and can process thousands of invoices with detailed line items within seconds.

“This process would take 25 to 30 minutes for a human to do. We’re doing this within split seconds, and we’re coding it for you,” Omri highlighted.

Fighting Fraud with AI

Perhaps the most forward-thinking aspect of Routable’s platform is its upcoming AI-powered fraud detection system. This feature addresses a critical problem: mid-market companies lose an average of $280,000 annually to invoice fraud.

“Not only is faking invoices and receipts here, but faking phone calls is here,” Omri explained. “I can build an agent that sounds exactly like a human today and confirm [incorrect banking details]. So our old methods are not enough… we want to fight AI with AI.”

The system automatically flags suspicious elements in invoices, paired with confidence scoring, including:

Modified text in vendor names, dates, and amounts
Address changes from previous invoices
Duplicate invoice numbers
New or changed bank account details
Mismatches between stated banks and routing numbers

Omri shared a real-world example where Routable helped prevent a sophisticated $1 million fraud attempt: “Our customer said, ‘Hey, we think this is fake.’ We said, ‘You’re confirmed. Here’s the 17 things that were doctored on this invoice.'”

Simplified Pricing for Growing Teams

Unlike many software solutions that use per-seat pricing models, Routable offers unlimited users with pricing based on payment volume. The platform starts at $599 per month and scales based on throughput rather than user count.

“Typically, you give two to five people access to your bank, and you give maybe five or seven people access to your ERP, but your operations team might need access to ‘did this get paid?'” Omri explained. “There’s essentially an onion: finance, then fin-ops, then ops, then maybe customer success.”

This approach allows businesses to distribute access across departments without additional costs, fostering collaboration between finance and operational teams.

A Strategic Investment in Financial Operations

For finance leaders and accounting professionals, Routable is more than just a bill pay solution; it’s a strategic investment that transforms accounts payable from a transaction-processing burden into a business advantage.

Blake summarized, “The way you’ve built the sync to the ERP system or QuickBooks is so rock solid. Being able to pull everything in… it’s a dream as an accountant.”

When considering the return on investment, Omri offered a compelling perspective: “I’ve never met a CFO or director of accounting, or a head of a CPA firm who has enough budget. What if you could say, ‘Hey, if we catch fraud, we get that budget back?’”

Whether you’re managing finance for a growing business or advising clients navigating these challenges, exploring modern accounts payable solutions like Routable could transform what has traditionally been a back-office function into a strategic enabler for business growth.

To learn more about how Routable can help your business or clients transform their accounts payable processes, watch the full Earmark Expo webinar.

Building a Successful International Tax Practice: Lessons from Japan

Blake Oliver · January 28, 2025 ·

Nearing his 30th birthday, California CPA and former English teacher Eric Azevedo found himself at a career crossroads. Having spent years in rural Japan teaching English, he longed for a profession with greater stability and higher earning potential. Rather than pursuing law school as he once planned—or even a career in software—Eric ultimately chose accounting. Little did he know that studying at California community colleges for the CPA Exam would pave the way for a thriving international tax practice serving American expatriates across Japan.

In a recent interview on the Earmark Podcast, Eric opened up about his unique journey from philosophy major to accounting professional, revealing the practical realities of working in a different culture and navigating complex dual-tax systems.

From Santa Monica College to Tokyo: A Career-Changer’s Leap

Eric’s decision to become a CPA began when he returned to California after several years in Japan. Enrolling at Santa Monica College and Irvine Valley College, he completed the accounting courses required to sit for the CPA Exam—often taking advantage of online classes to balance work and study. Within about four years of taking his very first accounting class, Eric earned his license.

Opportunity knocked almost immediately: a single Skype interview led to a job offer at a Tokyo-based firm. Eric moved back to Japan on short notice, eager to gain experience in both U.S. and Japanese tax systems.

Bridging Two Tax Systems—And Two Cultures

Once in Tokyo, Eric encountered very different tax structures.

The United States is one of only two countries in the world—alongside Eritrea—with a citizenship-based tax system. Americans living in Japan must still file U.S. tax returns, including complex forms like 5471 (for owners of foreign companies) and FBAR (for foreign bank accounts over $10,000). Meanwhile, most Japanese rarely file returns at all—employers handle year-end payroll adjustments.

Understanding these differences—and guiding clients through them—is now Eric’s specialty.

Cultivating Cultural Fluency

Eric says that in Japan, communication styles tend to be less direct. Understanding when and how to speak up can determine whether a meeting proceeds smoothly or grinds to a halt.

Audits tend to be less adversarial. Eric says, “If you push too hard, you risk prolonging the process. It’s about staying polite and finding a solution.” This contrasts with the more confrontational style some CPAs experience in U.S. audits.

“I’m basically the only American in the office,” Eric says. “We have staff from Korea, China, the Philippines—all with a focus on serving foreign residents. It’s important to adapt culturally to make clients comfortable.” (Since our interview, Eric’s firm has added another US accountant to the team.)

Regarding the work culture, Eric’s firm’s founder intentionally avoided “salaryman” traditions of endless overtime and obligatory after-work gatherings, making the environment more appealing to foreign hires.

Life in Rural Japan: Remote Work, Bullet Trains, and Big Windows

After eight years in Tokyo, Eric relocated to the countryside. He now works as a contract employee for his old firm while also handling his own U.S. tax clients. Living among forests and mountains, he’s built a home office full of natural light—complete with high-speed internet that makes remote work seamless.

Commute: Eric travels to Tokyo twice a month, taking a 70-minute ride on the bullet train.
Daily Routine: A self-described “not super early riser,” Eric starts his workday around 9 or 10 a.m., relying on video calls and remote access to firm software.
Nature & Wildlife: Bears and wild boars roam nearby—quite a change from Eric’s Tokyo apartment.
Cultural Hobbies: Weekends are reserved for hobbies and relaxation; onsens (hot springs) are among Eric’s favorite escapes.

Fees, Growth, and Training the Next Generation

Eric’s firm charges fixed fees aligned with client revenue, reflecting typical local practice. For his U.S. expat services, he charges per form but keeps fees moderate—aware that many expats must file only because of America’s unique rules.

Word of mouth has fueled steady growth. He’s now training a colleague—a Chinese national finishing her U.S. CPA credentials—to handle returns for more straightforward clients. This arrangement frees Eric for higher-complexity cases while positioning the practice for further expansion.

“I don’t advertise,” Eric explains. “Clients tend to find me through referrals. My challenge is managing time and figuring out how to scale.”

Advice for Prospective Expat CPAs

For aspiring accountants who are interested in working abroad, Eric’s journey serves as a valuable guide:

Focus on Fundamentals First: Attaining a U.S. CPA license can be done flexibly through community college coursework and exam prep—even if you’re overseas.
Leverage Your Language Skills: Fluency in the local language is invaluable. Eric’s Japanese helped him land work in Tokyo more easily.
Adapt to Local Norms: Understand that professional etiquette, social expectations, and communication styles vary greatly. Listen first, then speak.
Stay Open to Opportunity: Eric’s entire career launched from one Skype call and a willingness to move back to Japan on short notice.

Making the Most of Japan: Travel Tips

Whether you plan to work in Japan or just visit, Eric recommends:

Tokyo: An endless array of districts, restaurants, and cultural sites.
Historic Towns: Kurashiki in Okayama Prefecture offers a glimpse into samurai-era architecture.
Onsen Retreats: For a restorative experience, explore hot spring destinations off the beaten path.
Autumn Visits: Fall foliage in rural Japan rivals any scenic backdrop, and cooler weather makes the onsen even more inviting.

Conclusion: Merging Cultures, Mastering Tax

Eric Azevedo’s journey proves that building a successful international tax practice requires more than technical knowledge. Cultural competence, flexible communication, and a willingness to adapt to new ways of doing business are critical. In navigating both U.S. expat tax complexities and Japan’s distinct work culture, Eric shows how melding two worlds can create a uniquely rewarding career path.

To hear Eric’s full story listen to his interview on the Earmark Podcast.

The Bitcoin Debate: CPA Skeptic vs. CPA Believer

Blake Oliver · January 21, 2025 ·

When Bitcoin hit $100,000 in December, I knew it was time to explore this controversial asset further. So, I invited Noah Buxton, co-founder and CEO of The Network Firm LLP, onto the Earmark Podcast for a fascinating discussion about Bitcoin’s true value.

As a CPA who first learned about Bitcoin when it was worth just $1, I’ve always approached it with healthy skepticism. Call it a professional habit—we accountants are trained to question everything.

Why Should Bitcoin Be Worth Anything?

Here’s what keeps nagging: Bitcoin produces no earnings, pays no dividends, and seems mainly useful for speculation (and sometimes less-than-legal activities). So why should it be worth $100,000, or $1,000, or even $1?

Noah acknowledged my concerns about speculation driving prices. But he made an interesting case for Bitcoin as “digital gold,” arguing that its fixed supply and independence from central control make it appealing in our inflation-prone world.

The Network Effect Is Real

One question I often hear is: “Why Bitcoin? Can’t anyone create a cryptocurrency?”

Noah pointed out something I hadn’t fully appreciated – the massive infrastructure built around Bitcoin. We’re talking thousands of businesses facilitating payments and billions invested in mining equipment. That’s not easily replicated.

But here’s the thing: being first doesn’t guarantee staying first. (Remember Myspace?) While Bitcoin has a strong lead, its dominance isn’t guaranteed forever.

The Government Bitcoin Play

Here’s where things get interesting. Crypto lobbyists are pushing for the U.S. government to start buying Bitcoin as a national reserve—billions of dollars worth annually.

As a skeptical CPA, this makes me nervous. It’s like early Bitcoin hold are pushing for taxpayers to become their exit liquidity. When you consider that roughly 10,000 wallets control a huge portion of Bitcoin, this starts looking like a massive wealth transfer waiting to happen.

The Real Promise: Blockchain

Despite my Bitcoin skepticism, I’m bullish on blockchain technology. Noah called it “the biggest accounting innovation since double-entry bookkeeping,” and I think he’s onto something there.

His firm, The Network Firm LLP, is doing fascinating work in digital asset auditing. They’ve even built their own software called Ledger Lens to tackle the unique challenges of verifying blockchain transactions.

What This Means for Accountants

As CPAs, we’re in an interesting position. While we need to maintain our professional skepticism about Bitcoin’s value proposition, we can’t ignore the growing importance of blockchain technology in our field.

The skills needed to audit and verify blockchain transactions will only become more valuable. Whether Bitcoin remains the dominant digital asset or not, the underlying technology is here to stay.

My Take

After my conversation with Noah, I’m still skeptical about Bitcoin’s current valuation. But I’m also more appreciative of the complexity of the debate.

As accounting professionals, we need to tread a careful line: maintaining healthy skepticism while remaining open to genuine innovation. The future of our profession might depend on achieving this balance.

Want to hear my complete discussion with Noah? Check out Episode 83 of the Earmark Podcast.

How Sikich Is Transforming the Accounting Firm Model—And Putting Employees First

Blake Oliver · January 20, 2025 ·

Private equity is flowing into CPA firms at a record pace. That’s great for partners, but what does it mean for everyone else?

To find out, I spoke with Ryan Spohn, CFO of Sikich, a professional services firm headquartered in Chicago. Sikich ranks 27th on Accounting Today’s Top 100, employs more than 1,900 people worldwide, and posts $364 million in annual revenue.

Ryan told me how Sikich departed from the traditional partnership model, opening the door to outside investment, expanding employee ownership, and creating a culture where wellness and flexibility matter as much as the bottom line.

Why the Traditional Partnership Model Is Losing Appeal

Many CPA firms are still structured as partnerships, with all the profits distributed among the partners each year. Unfortunately, this model often leaves little to no funds for investing in new technology, acquiring other companies, or hiring new talent.

“Firms pass the hat around to fund any major initiative,” Ryan told me. “If someone is close to retirement, they may not see a reason to reinvest in the business. That becomes a big obstacle for growth and innovation.”

Alternative Practice Structure: Splitting Assurance from Advisory

Sikich addressed these challenges by implementing an alternative practice structure. This arrangement separates the firm’s attestation work, conducted under Sikich CPA, from its consulting and advisory services offered through Sikich LLC. The CPA side complies with state ownership regulations, while Sikich LLC can secure outside funding.

“An alternative practice structure solves the financing problem for CPA firms,” Ryan said. “It lets us bring in outside capital for our consulting and advisory lines without the usual regulatory hurdles on the assurance side.”

$250 Million from Bain—But Retaining Control

With its new structure, Sikich secured a $250 million minority investment from Bain Capital’s Special Situations Group. Unlike some private equity deals that grant majority control to investors, Sikich maintained control.

“A majority investment was a nonstarter,” Ryan explained. “We want this to be a place where people can build long-term careers, and we need to preserve our culture and client relationships.”

The result? Sikich has the cash to “supercharge” growth, including larger acquisitions, tech investments, and employee development. They’ve averaged 20% annual growth over the past five years and aim to accelerate.

Expanding Equity from 5% to 30%

One of the boldest moves was expanding equity ownership in the firm. Traditionally, only partners who made a sizable buy-in received a share, often waiting decades for any payout. Sikich changed that approach.

“Before, maybe 5% of employees were partners with K-1s,” Ryan said. “We eliminated the complex buy-in, automated the reinvestment of net income into the firm, and now around 30% of our people have units. There’s also a discretionary bucket for rising stars. It’s a big shift in how we reward and retain top talent.”

Since the firm operates outside a strict partnership model, employees don’t struggle with K-1 distributions. They also aren’t required to borrow money to gain ownership—equity is granted based on performance and potential.

Putting People First: Wellness and Work-Life Integration

Sikich’s equity strategy is just one piece of its employee-first philosophy. The firm also invests heavily in mental health, flexible schedules, and a results-driven environment:

Mental Health Coverage: Every employee automatically receives coverage for mental health support at no extra cost.
No Office Mandates: Sikich embraces “work-life integration.” Employees come into the office only if it makes sense for them or their teams.
Trust Over Timesheets: Rather than counting total hours or nonbillable time, Sikich focuses on client satisfaction, deliverables, and meeting deadlines. “Happy employees lead to happy customers,” Ryan said, “and we see that play out again and again.”

Beyond “Book of Business”: Measuring Contribution Margin

Instead of organizing around individual partner “books,” Sikich divides the firm into business units—such as transaction advisory, forensic accounting, marketing services, ERP implementations, and more. Each unit is measured by contribution margin rather than hours:

“We don’t waste time allocating partial overhead or micromanaging nonbillable hours,” Ryan said. “Leaders know who their top performers are based on outcomes, not on how many hours they clock. That fosters collaboration and innovation.”

Internal Mobility and the Emerging Professionals Council

With dozens of specialized service lines, Sikich encourages employees to explore new roles across the firm. Ryan even credits their Emerging Professionals Council for pushing leadership to eliminate strict hour tracking.

“These younger professionals wanted more value-based billing,” he explained. “We want them to move from audit to transaction advisory—or marketing to consulting—if that’s what drives their passion. It keeps our people engaged, and clients get well-rounded expertise.”

Technology and AI as Tools for Growth

Sikich replaced outdated time-and-billing software with a robust, enterprise-level ERP system—one that it also implements for clients. Now, the firm is exploring AI for tasks like summarizing meetings, automating support queries, and analyzing data.

“AI is more evolutionary than revolutionary,” Ryan said. “It speeds up routine work so we can spend more time on strategic thinking and problem-solving. Human judgment remains essential, especially in regulated industries like accounting.”

Ryan Spohn’s Corporate Background

Unlike many firm leaders who rose through the partnership ranks, Ryan built his career in corporate finance—serving as Controller, CFO, and head of shared services in both public and private companies. That perspective helps shape Sikich’s approach today.

“When you’ve been the client, you understand the day-to-day challenges of closing the books or dealing with compliance,” he said. “It influences how we deliver solutions and organize our teams.”

Key Takeaways

1. Reinvesting for the Long Haul – Retaining net income, rather than distributing all profit to partners, ensures funds for talent, technology, and acquisitions.

2. Minority PE Deals Can Preserve Control—Getting outside capital doesn’t have to mean giving up majority ownership if the deal is structured carefully.

3. Broader Ownership Drives Retention – Eliminating massive buy-ins while awarding equity to high performers attracts ambitious talent.

4. Culture and Well-Being Matter – Flexible work, mental health support, and removing excessive time-tracking reduce burnout and raise morale.

5. Technology and AI Enhance—not Replace—Human Expertise. Automating routine tasks frees professionals to focus on complex, value-added services.

By separating assurance from advisory, securing a minority stake from Bain Capital, and making equity more accessible to employees, Sikich exemplifies how professional services firms can modernize without losing sight of people.

If you’d like the whole story, check out my interview with Ryan Spohn on the Earmark Podcast.

Mastering Prompt Chaining: Unlocking AI’s Full Potential in Content Creation

Blake Oliver · October 24, 2024 ·

As a CPA passionate about tech, I’m always looking for apps that simplify work and boost productivity. The arrival of AI tools like ChatGPT and Claude felt like stepping into a new era, especially for content creation. However, I quickly learned that to truly harness their power, it’s not about tossing out a prompt and crossing your fingers.

Recently, I had the opportunity to discuss this and more on the Amplify! podcast, where we delved into how AI is revolutionizing marketing strategies, particularly in the accounting profession. As I shared on the pod, the real game-changer when using AI for content creation is mastering prompt chaining—a method that’s transformed how I work.

The Limitations of One-Shot Prompts

Consider a common scenario. Suppose you need a 1,000-word blog post on a specific tax deduction for your firm’s website. The straightforward approach might be to type into ChatGPT: “Write a 1,000-word blog post about this tax deduction.” Seconds later, the AI generates an article. Convenient. But here’s the catch.

The content is likely to be generic, lacking depth, and similar to countless other articles online. It’s like expecting a gourmet meal but receiving fast food. The issue? One-shot prompts give the AI minimal direction, resulting in superficial content that fails to engage or inform readers effectively.

Breaking It Down: The Power of Prompt Chaining

To achieve high-quality content, you have to interact with the AI more deliberately. Enter prompt chaining—guiding the AI through a series of targeted prompts to produce superior results. Here’s my step-by-step approach:

Start with Rich Source Material: I kick things off with a transcript from a podcast, an interview, or even a voice memo where I explore the topic in depth. This provides the AI with substantial, authentic content to draw from.
Analyze the Content: I ask the AI to examine the transcript and identify key themes, insights, and potential angles. For example: “Analyze this transcript and summarize the main points discussed.”
Develop a Thesis and Outline: Based on the analysis, we craft a strong thesis statement (the key point or takeaway). Then, I prompt the AI: “Create a detailed outline for an article based on this thesis, including an introduction, key sections, and a conclusion.”
Draft Section by Section: Instead of having the AI write the entire article in one go, I focus on one section at a time. I might say: “Write an engaging introduction based on this outline,” and then proceed through each section individually.
Review and Refine: After each section is drafted, I review it, make edits, and ensure it aligns with my voice and the message I want to convey.

Why Prompt Chaining Works

By collaborating with the AI step by step, prompt chaining offers several benefits:

Enhanced Depth and Clarity: The content becomes more nuanced and informative.
Authentic Voice Capture: The AI better reflects my tone and style.
Improved Efficiency: It saves time by minimizing the need for extensive revisions.

Making AI Your Collaborative Partner

The key is to view the AI as a collaborator, not just a tool. By guiding it through the process—much like mentoring a junior colleague—you tap into its full potential. It’s about providing context, setting clear expectations, and engaging in an iterative process to refine the output.

Ready to Transform Your Content Creation?

Next time you sit down to create content, don’t settle for surface-level results. Break down your prompts, guide the AI through each step, and experience firsthand how prompt chaining can revolutionize your workflow. Not only will you produce higher-quality content, but you might also find the process more rewarding.

For a comprehensive look at how I use prompt chaining and other AI strategies to enhance productivity, tune into the full podcast episode here. We delve into the nuances of prompt chaining, discuss practical applications, and explore how AI can transform your work and personal life.

Blake Oliver, CPA, is the founder and CEO of Earmark, a platform transforming how professionals earn their CPE credits. Passionate about accounting and technology, Blake is dedicated to helping others leverage AI to work smarter, not harder.