The Best Monthly Bookkeeping Services for Small Business Owners

Small business life is a hustle—customers to chase, bills to pay, and somehow you’re supposed to keep your books straight too. If you’re nodding along, monthly bookkeeping services might just be your ticket to sanity. No more late-night number-crunching or “I’ll get to it later” piles of receipts. As a public accounting firm that’s worked with small businesses for years, we’ve seen how the right monthly bookkeeping services can turn chaos into calm. Let’s dive into what makes these services the best for owners like you—and how to pick one that fits your grind.

Why Monthly Bookkeeping Beats the Chaos

First, why go monthly? Why not quarterly or “whenever I feel like it”? Here’s why monthly bookkeeping services shine.

Stay on Top

A client once said, “I waited months to check my books—almost missed a cash crunch.” Monthly keeps you current, not clueless.

Tax Prep Made Easy

Regular updates mean no tax-season scramble. A business owner told us, “My filings were a breeze—monthly saved me.”

Spot Trends

See what’s working—sales up, expenses down? Monthly numbers show it fast, not after the fact.

What Are Monthly Bookkeeping Services?

So, what exactly are monthly bookkeeping services? It’s bookkeeping on a steady beat—every month, like clockwork.

The Basics

Think transactions logged, accounts reconciled, reports delivered—monthly. A client called it “my financial reset button.”

Small Business Fit

For owners juggling a million things, monthly bookkeeping services keep it manageable—no big catch-up marathons.

Options for Monthly Bookkeeping Services

You’ve got choices—here’s how monthly bookkeeping services break down for small business owners.

DIY Software ($20-$50/Month)

QuickBooks Online, Wave—cheap and monthly by nature.
Pros: Low cost, you’re the boss.
Cons: You’re still the bookkeeper. A client said, “It was $30, but I hated the time sink.”

Freelancers ($150-$500/Month)

Solo pros with flat fees or hourly rates—$200 gets you basics.
Pros: Personal, affordable—perfect for lean teams.
Cons: Limited scope. A client’s freelancer flaked during a busy month.

Virtual Platforms ($200-$600/Month)

Bench, Xendoo—monthly plans with tech and some human help.
Pros: Predictable, modern—$300 covers a lot.
Cons: Less hands-on. A business needed more than their $400 plan offered.

Agencies ($400-$1,000+/Month)

Full-service teams—$500 gets you pro-level monthly work.
Pros: Comprehensive, scalable—growth-ready.
Cons: Pricier, but worth it for complexity.

What Makes the Best Monthly Bookkeeping Services?

Not all monthly bookkeeping services are created equal—here’s what sets the best apart.

Consistency Counts

Monthly means monthly—no skipping. A client ditched a service that lagged—best ones stick to the schedule.

Real-Time Tech

Cloud tools like QuickBooks Online keep your numbers live. A business owner said, “I check my phone and know where I stand—huge.”

Expertise Included

Look for pros who get taxes, not just data entry. We’ve seen clients save big when their service caught deductions early.

Benefits of the Best Monthly Bookkeeping Services

Why bother with monthly bookkeeping services? Here’s what the best ones deliver.

Time Back

A client told us, “No more Sunday nights with receipts—I’m free to plan, not panic.” That’s small business gold.

Cash Flow Wins

Monthly tracking spots leaks fast. One owner caught a $1,000 overpayment—saved their month.

Stress Down

Knowing your books are handled? Priceless. A client said, “Monthly reports are my peace of mind.”

Watch Out: The Pitfalls

Even the best monthly bookkeeping services have traps—here’s what to dodge.

Hidden Fees

“Monthly” can mean extras—payroll, tax prep—cost more. A client’s $300 plan jumped to $450 with add-ons.

One-Size-Fits-None

Generic plans might not fit. A business swapped services when their “monthly” didn’t cover inventory.

Robot Overload

Some lean too hard on tech—less human touch. A client missed the advice they got from a real pro.

How to Pick the Best Monthly Bookkeeping Services

Ready to find your match? Here’s how to snag the best monthly bookkeeping services.

Match Your Needs

Light books? $200 freelancer. Growing fast? $500 agency. A client started small, then scaled up—smart move.

Check the Goods

What’s in the monthly deal—reports, reconciliations? A business got burned when “monthly” skipped taxes—ask upfront.

Test the Fit

Try a month—$150 freelancer or $300 platform. A client tested two, picked the one that clicked.

Costs vs. Payoff: The Math

Let’s talk numbers—does the monthly bookkeeping services cost stack up?

Cheap ($150-$300/Month)

Freelancers or platforms—saves cash now. A client paid $200, loved the simplicity—until they outgrew it.

Mid-Tier ($400-$600/Month)

Agencies or robust platforms—balances cost and value. A business at $500 said, “It paid for itself in tax savings.”

Premium ($800+/Month)

Full-service pros—big investment, big return. A client’s $1,000/month got them loan-ready fast.

Getting Started Made Easy

New to monthly bookkeeping services? Here’s your no-stress start.

Size Up Your Mess

How bad are your books—simple or snarled? A client with a year of chaos paid more to catch up—know your baseline.

Start Lean

Test $50 software or $200 freelancer—feel it out. A business began cheap, then leveled up when sales hit.

Ask Around

Other owners know winners—tap their experience. A client found their $400 gem through a friend.

The Payoff of Picking Right

Nail your monthly bookkeeping services, and here’s what you score.

Growth Ready

Clean monthly books impress banks. A client landed $30K with numbers that popped—no sweat.

Time Freed

Less grunt work, more hustle. A business owner said, “I’m building, not balancing—feels amazing.”

Money Saved

Spot errors, max deductions—$400/month saved one client $1,500 at tax time. Math checks out.

Wrapping It Up

The best monthly bookkeeping services for small business owners aren’t just about keeping books—they’re about keeping you sane and set for success. Whether it’s $150 with a freelancer, $400 on a platform, or $800 with an agency, monthly means no surprises, just steady wins. Pick what fits your budget and vibe—consistency, tech, and expertise are your markers. Ditch the chaos, grab the right monthly bookkeeping services, and watch your stress fade while your business grows. Ready to make it happen? Your books are begging for it.

 

Beth Calderon

Advanced Planning & Succession Team Coordinator

Beth joined our advanced planning team as a seasoned administrative professional with over 16 years of experience supporting C-suite executives in the financial services industry. A master of organization and efficiency, Beth is committed to fostering seamless collaboration and serving as a resourceful and entrepreneurial-minded administrative leader who thrives on wearing many hats. Additionally, Beth enjoys and is very much dedicated to serving as a client concierge, providing best-in-class service to all advanced planning clients.

Ben Lepinski CPA

Ben Lepinski is a Certified Public Accountant in the state of Minnesota. He graduated Summa Cum Laude from Saint John’s University in Collegeville, Minnesota with a BA in Accounting & Finance with a Public Accounting Concentration. After spending 2.5 years in the Big 4, Ben decided to pursue his passion of working with small business owners to help them navigate complex tax situations for clients who may be overlooked by larger firms. Growing up in rural Minnesota, Ben takes extreme pride in helping his community and those around him. For Ben, accounting is a way to benefit those around him and provide trusted advisory services as well as obtaining financial stability and helping clients understand the importance of accurate financial reporting. Outside of work, Ben enjoys spending time with his fiancée, Rachel, and his Sheepadoodle, Kai. His other interests include cars, trivia, and woodworking. Ben is also very active in local cornhole and cribbage leagues. He currently resides in Dayton, Minnesota, about 30 minutes North of the Minneapolis/St. Paul metropolitan area.

Lisa Good

Tax Preparer

I started my professional tax career in 1999, at a large retail tax chain. I took advantage of every tax class that I was offered, worked my way up to Senior Tax Advisor and Assistant Manager at my office. I was doing close to 400 personal returns each year and had the highest rate of returning clients. Eventually I became an instructor there. I also took college courses and earned my associate degree in accounting. In 2017 I left there and started my own tax business, in addition to working full time outside my home. I doubled my clients each year, solely from word of mouth. I understand every aspect of the tax return, the beginning, the middle, and the end, which includes the filing of the tax return, federal, state and city. In December of 2022, I was fortunate to be hired here to do taxes full time, which had always been my dream, and now it’s my reality. I continue to learn every day; my colleagues are tremendously knowledgeable. I am in the Canfield, Ohio office, where I handle the local clients and businesses, as well as our clients all over the county. I address all IRS/State notices, meet with clients and electronically file/paper mail all returns that are complete. I do plan to take the Enrolled Agent Exam this fall, after tax season slows down. I love helping people, it is very rewarding for me. I love learning, and I love my work, I am grateful to be here and to know that I am an asset to this company.

Chad Reineke

Advanced Planning & Succession Team Lead

Chad is an experienced investment and advanced planning professional specializing in capital gains, estate tax, investment strategies, business succession, and post business sale planning. After retiring from professional baseball in 2014, Chad completed his MBA and joined a regional financial planning firm to begin his career in financial services. Within a few years in the business, he realized that his passion was working with entrepreneurs and helping them solve their biggest challenges. With that in mind, he began developing a team of strategic partners around him that specialize in all the areas of planning that business owners require. Chad's role is to help our clients identify current and future planning "blind spots" and to coordinate the appropriate resources to appropriately address those needs.

Jamila Mansour, CPA

Sr Tax Preparer

Jamila Mansour is a Certified Public accountant licensed In Ohio. With over 7 years of professional experience, she has developed a deep understanding of tax regulations and practices. In previous positions, her expertise allowed her to to work with high net worth individuals, trusts, corporations, and partnerships, providing them with comprehensive tax planning and compliance services. She enjoys building strong client relationships and providing personal guidance to help achieve goals.Jamila is a Cum Laude graduate from Cleveland State University where she was involved with many organizations including Beta Alpha Psi. Outside of her career, she enjoys spending time with her husband Mohammad and two sons Zach and Noah.

Emery Rich

Sr Tax Preparer

I grew up in South Texas, I started my journey at H&R Block, I fell in love with tax compliance with individuals and small businesses specializing in working in tax research. I graduated Summa Cum Laude from A&M Corpus Christi in 2022. Moved to Minnesota that summer and I worked at a local mid-size regional firm in Minneapolis where I furthered my knowledge working with a large team of CPAs and gaining more experience in organizing small businesses (S-Corp & Partnership financials), quarterly estimates, and K2/K3 preparation. I'm currently working on obtaining my CPA license here in Minnesota. I look forward to building on the experience I've obtained, my desire to learn and improve is one of my strongest characteristics.

Mark Walker CPA

Director of Tax

Mark is a Certified Public Accountant with over 40 years of tax and investment experience, primarily with HNW clients. While still a student at Pace University, he was recruited into a HNW tax pilot program at Coopers and Lybrand (now Price Waterhouse Coopers LLP). Subsequently, he worked in various HNW tax programs including Rockefeller and Company, the current Rockefeller Capital Management, before he was recruited to financial services. Mark was a Managing Director at Citigroup Global Markets Inc for 19 years, moving to Morgan Stanley where he worked in discretionary and non-discretionary advisory programs before making an intra-firm move to Graystone, the institutional arm of the firm. He currently holds Series 27 and Series 66 licenses. Mark has a BBA in Public Accounting from Pace University and an MBA in Finance from Fordham University. He is married 35 years to his wife Eileen, has four adult children, and currently lives in Pearl River, NY.

Jackie Kwasinski

Accounting Manager

Jackie has over 22 years of experience in the accounting industry. She spent most of her career at a mid-size accounting firm in the Chicagoland area, where she started right out of college and served as their Controller for almost 15 years. As a Certified QuickBooks ProAdvisor, Jackie leverages her expertise to help small businesses streamline their financial processes. Making the switch from being on the corporate side of accounting to helping small businesses has not only been rewarding for her, but seeing the impact it makes on small businesses has driven her to go above and beyond. Jackie’s personable attitude and attention to detail enable her to tailor each project to the specific needs of her clients. She is strongly committed to providing efficient results and creating solid relationships with her clients. Jackie graduated magna cum laude from Elmhurst University and was a member of the Phi Theta Kappa Honor Society.

Brenda Weingardt

Office Manager

Brenda Weingart, Certified Advanced QuickBooks ProAdvisor Office Manager, Canfield Office Over 20+ years of bookkeeping, office, and QuickBooks experience (both Desktop and now Online versions).

Responsible for local and non-local customer relations (via in person/phone/email), general office tasks, co-managing TaxDome portal, client accounts, compiling final tax return invoices and tax return access to clients.

Outside of work, I love to participate in Revolutionary War Re-enacting and camping. I have 2 grown children, 4 cats, 1 dog, and my daughter (still at home) has 3 indoor rabbits.He’s been fortunate to mentor under a couple of well known and highly regarded tax and financial advisors, becoming practiced at coordinating the financial, legal, and accounting teams needed to solve the multitude of tax exposures faced by the SME community.

Ian Grove

Founder

Ian came into professional services in 1999 via the banking industry and moved into regional mortgage operations management. He remained active in the banking sector as an operations manager through 2011. After a 3 year sabbatical, he decided to pursue a career within the financial service space with a focus on HNW families and their business interests.

He’s been fortunate to mentor under a couple of well known and highly regarded tax and financial advisors, becoming practiced at coordinating the financial, legal, and accounting teams needed to solve the multitude of tax exposures faced by the SME community.