In a community where so many are working hard just to make ends meet, with tuition, simchas, rent, and the everyday costs of frum life, the difference between a good year and a stressful one often comes down to numbers most people never think to question.

For years, business owners and working families across Anash have handed their tax documents to an accountant, paid what they were told to pay, and moved on. Few ever stopped to ask if there was a better way. Yitzchak Eilenberg, founder of Eilenberg Tax Accounting CPA PC, built his practice around that exact question.

“Yitzchak finds the tax sweet spot that lets me keep more of what I earn,” one client told Anash.org, summing up why so many describe working with him as a turning point. “He cares about my financial future as much as I do.”

Yitzchak didn’t set out just to prepare tax returns. Long before he became a CPA, he found himself frustrated as a client himself.

“I was always fed up. Why is my accountant not telling me what I should be doing?” he told Anash.org. “I felt like everybody around me was succeeding and I was failing because my accountant wasn’t telling me what to do to succeed.”

Part of what drew him to the profession, he says, was the mix of structure and creativity involved in doing it well.

“It’s a combination of two elements that I really like. One is structure, the science of it, and then there’s also the art element: designing the best structures, being creative with write-offs, and looking at things from a different perspective than what you would normally think of.”

Once he learned the strategies himself and began applying them for others, he saw clients experience what he calls major changes, with some saving tens of thousands of dollars they never realized they were losing.

“I got to offer this to the world,” he said.

That mindset shapes everything he does differently from a typical tax preparer.

“Tax prep ain’t going to get you those results,” he explained. “I’m just plugging in the numbers that you give me. You have an $8,000 tax bill? Perhaps instead you could have had a $3,000 refund. That’s an $11,000 difference. Why settle for a $3,000 refund when you could get a $12,000 refund or more?”

Real savings, he says, come from planning throughout the year, not just from filing what a client hands over in April.

The results speak for themselves. One client, who runs a business in the cash advance space, had already paid a firm with both a CPA and a tax attorney to prepare his return. Still unsatisfied, he came to Yitzchak, willing to pay again if it meant finding real savings.

After reviewing the filing, Yitzchak found that the client was facing a $60,000 tax bill, largely because of unnecessary and overlapping LLCs and S-Corps. After simplifying the structure and using strategies the previous accountant had missed, the bill dropped to $19,000.

“The client was dancing in the street,” Yitzchak recalled.

Another client, a doctor in his mid-40s with a partnership in a medical practice and additional income streams, had been advised by his previous accountant to pay $150,000 in estimated taxes to avoid surprises.

Yitzchak looked over the filing and immediately saw the problem.

“That’s because they didn’t optimize your structure. They’re filing it in a way that’s making you pay more taxes than you need to,” he told the doctor.

Together they reworked the business structure, adjusted his payroll to make sure it was not too high or creating unnecessary risks, and uncovered deductions, including depreciation, that had gone completely unused.

“There were tons of deductions he wasn’t even considering,” Yitzchak remembers realizing as he went through the file.

By the time they finished, the doctor’s final bill came to roughly $50,000, putting nearly $100,000 back in his pocket from what he had already paid in estimates.

“The whole world should use you,” the doctor told him.

It isn’t only about what people are overpaying. Yitzchak has also caught clients before they walked into legal problems they had no idea existed. Business owners often assume that simply having an LLC means their personal assets are protected, only to find out from Yitzchak that without the proper steps, that protection may not hold up. Catching that gap before it becomes a real problem, he says, is just as valuable as finding a deduction.

For frum families specifically, Yitzchak sees an opportunity many accountants overlook. Families with children, tuition obligations, and frum-related expenses often have more legitimate ways to reduce their tax burden than they realize, from structuring a spouse’s involvement in the business to putting children on payroll where appropriate.

“There’s a lot more leverage, because there’s a lot more spending and ways of making it justifiable,” he said.

It’s a point he returns to often when working with Anash clients: the very expenses that make frum life meaningful can, with the right structure, also make it more financially manageable.

Ask him what a typical engagement looks like, and Yitzchak describes a process built on understanding the full financial picture before offering advice.

“I want to know that you want to save money. I want to know that you want to do your very best with your taxes and build generational wealth,” he said.

New clients typically start with a discovery call, followed by a paid consultation where he explains, with real numbers, what a different approach could mean for their bottom line.

His advice to anyone unsure whether their current setup is working well is simple: many people are not getting what they think they are getting. A structure that made sense five years ago may now be costing thousands of dollars. Figuring that out, he says, starts with a real conversation.

For those looking to learn more or get in touch, Yitzchak shares practical tax tips regularly through his newsletter, his WhatsApp community, and his daily YouTube videos, or you can reach him directly through his website.

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