YOUR MONEY PARTNER

We exist for you

and your financial freedom

Full Service Bookkeeping, Tax Prep & Business Advisory for Female Founders

A Few #s We’re Proud Of

16

Businesses founded by Gutsy Money team members (We're entrepreneurs too!)

100

Combined Years' Bookkeeping Experience

123,680

Increase of Clients' Profitability

Who We Are

Hi! I’m Jenna Lee Dillon, CEO of Gutsy Money—your ultimate money partner.

You’ll be hard-pressed to find a bigger cheerleader for women in business than me. Gutsy Money is an expression of what’s possible when a woman-owned and operated bookkeeping firm shows up big for women business owners.

Over 23 years in business, I’ve had countless conversations with founders and female business owners who all shared the same secret fear: that they didn’t have what they needed to scale and succeed. Whether what they needed was accurate data, the know-how to use financial insights to inform growth, or simply the confidence to trust the story their numbers told, these brilliant women were uncertain. Frozen. Moving too carefully — or not carefully enough — to create sustainable success.

That’s why I co-founded and built Gutsy Money — to be the ultimate financial ally for women in business.

Allies don’t leave you stuck in old patterns and broken systems. They lift your chin, look you in the eye, tell you how much they believe in your right to prosperity, and link arms to bring you with them to the next level.

Together with a gutsy band of financial phenoms, we do more than expertly manage our clients’ finances. We equip our clients to be masters of their numbers — and their fate.

Without further ado, I invite you to meet the brilliance behind the books…

Meet Our Team

Our expert bookkeepers, financial educators, and tax preparers have over 100 combined years of experience, offering speed and precision while serving you at the highest level.

Senior Bookkeeper

Julie

Julie joins us with over 17 years of bookkeeping experience and provides meticulous support for clients...

With more than 17 years of experience, Julie is known as the Cleanup Queen around Gutsy Money. She is highly proficient and efficient at giving new life to tired and messy books.

Julie is also a Senior Bookkeeping wiz and knows how to make numbers sit up straight and balance out through monthly ongoing bookkeeping support. She is a Quickbooks Online Certified ProAdvisor and has expertise in a host of accounting, payroll, and bill pay softwares.

Senior Bookkeeper

Jessie

A QuickBooks Advanced Certified ProAdvisor with more than 18 years of full service bookkeeping and payroll services.

A QuickBooks Advanced Certified ProAdvisor with more than 18 years of full service bookkeeping and payroll services, Jessie specializes in small businesses and non-profits. She brings a can-do spirit, friendly personality, and unparalleled experience to Gutsy Money clients.

What we love most about Jessie is her exceptional accuracy, efficiency, and unwavering client dedication.

Jessie is also a proud parent and expert-level soccer mom.

Bookkeeper

Stacie

For more than 20 years, Stacie has helped business owners figure out their profitability through clean, organized bookkeeping and financial literacy education.

For more than 20 years, Stacie has helped business owners figure out their profitability through clean, organized bookkeeping. She enjoys analyzing data and empowering business owners. Her favorite endeavor is to teach clients how to decipher their financial statements and make better decisions with the information and systems she helped them set up.

Stacie is a Quickbooks Pro Advisor and certified in platforms like Gusto and Xero.

Based in California, Stacie enjoys anything outdoors with her husband, daughter, and dogs. When not enjoying the great outdoors or crunching numbers, you can find Stacie reading, doing fiber arts, or making sourdough.

Operations Coordinator

Amanda

Accredited Tax Preparer

Karen

With more than 27 years of experience, Karen is known for her ability to simplify the tax process and maximize client returns...

With more than 27 years of experience, Karen is an Accredited Tax Preparer (ATP).

Karen is known for her ability to simplify the tax process and maximize client returns. In addition to being our trusted lead ATP, she’s a long-time business owner and realtor who empathizes with the nuance of business ownership and enjoys helping clients achieve their financial and homeownership goals.

Karen’s commitment extends to her community, where she serves on the Chamber of Commerce Board of Directors, contributing to future development. She is the proud mother of two wonderful girls.

How to Begin Our Partnership

Vibe Check with a Complimentary Consultation

Let’s have a conversation about where your business and finances are, what’s holding you back, and where you want to be during a complimentary discovery call. We’ll vibe check while we pinpoint the exact support you need to attain financial clarity, data confidence, and your growth goals.

(Remember, you’re flying in a zero-judgment zone here.)

We'll Conduct a Diagnostic

We conduct a thorough Diagnostic of your entire bookkeeping system and produce a report outlining our professional recommendations, including the "why" behind our strategies. This snapshot of your business financial health is your asset — a pivot-point to build from, either with us or another way. We also use it to develop a custom scope and investment for your services. No vague hourly billing or padding for surprises. Our approach is transparent and tailored to your business.

Gain the Ultimate Financial Ally

Welcome to the Gutsy Money difference: where we prize collaboration, growth, and treating you as a human first, entrepreneur second. Our approach proves that professionalism doesn’t have to come at the cost of warmth.

Partnering with us is the most direct path to grow your financial literacy and your profitability.

Book a Free Consult Call

How Gutsy Money is Different

Your Data Security is Our #1 Priority

Your financial data is the heart of your business.

We understand that as a woman-owned business, you’ve poured your heart and soul into building your dream. Protecting that dream is our top priority.

That’s why we’ve invested in the highest levels of security, including a SOC 2 certified client portal—the Gold Standard in data protection. This means your sensitive information is shielded by the Internet’s most advanced security measures.

For communications outside our secure portal, your data is safeguarded by Google Workspace’s enterprise-grade security features like advanced encryption, two-factor authentication, and continuous threat monitoring. Workspace also boasts built-in data loss prevention (DLP) to prevent sensitive information from leaving our secure environment, and their robust spam filtering keeps malicious emails at bay.

With Gutsy Money, you can focus on what you do best—running your incredible business—knowing your finances, passwords, and documents are safe and secure.

01 We Take “Being Qualified” Seriously

At Gutsy Money, we don’t test out our knowledge with your finances. We know you’ve worked hard to build your empire, and the last thing you need is someone experimenting with your books.

That’s why qualifications aren’t just a nice-to-have for our team – they’re the bedrock of our expertise. We’re not just number crunchers; we’re highly trained bookkeeping professionals who understand the intricacies of your business, so you can focus on what you do best: leading the way.

02 We’re Entrepreneurs First & Expert Bookkeepers Second

We’re builders, just like you. At Gutsy Money, we’re entrepreneurs first and expert bookkeepers second.

This means we understand the challenges you face, the risks you take, and the triumphs you celebrate.

We don’t just see numbers; we see the story of your business. This unique perspective allows us to provide more than just accurate bookkeeping – we offer strategic insights and financial reporting that fuels your growth.

In other words, we don’t just report the numbers after they happened. We pay attention to the things that matter most to your business — capturing all your write-offs, minimizing overhead, and maximizing profitability.

Because we’ve walked in your shoes, we can help you navigate your business’s financial landscape with confidence to achieve your boldest ambitions.

03 Our Services:

Accounting System Setup

New to business? Let’s get you set up for success! We’ll configure your entire accounting system the right way—from the chart of accounts to sales tax, from vendor payments to owner draws and more.

Past Books Cleanup & Catchup

If your books were neglected or even set up wrong from the start, we’ll straighten out the data and the system as a whole. Let us fix or catchup the past, then we’ll work with your team to create workflows that are compliant, tax efficient, and useful.

Monthly or Quarterly Bookkeeping

Payroll, contractor management, bill pay, A/R, A/P, transaction management, reconciliation & more. We will handle all of your bookkeeping needs, so you’re free to focus on your business.

Tax Prep & Filing

A great business tax preparer who can maximize your tax efficiency & make sure you don’t overpay is kind of like a unicorn—rare and beautiful. Let our unicorn prepare and file your business & personal Federal and State taxes returns.

Bookkeeping Health Checkup

Want to know if your books are on track? Get a Health Check, including a consultation, review, and detailed report from our head bookkeeper. Learn what you’re doing great, where you could improve, and the next best steps for you to take.

Bookkeeper in Your Back Pocket

Buy any other service and unlock discounted rates on bookkeeping support for the life of your business. With Bookkeeper in Your Back Pocket, you have a bookkeeping coach/consultant whenever you need her. Say goodbye to bookkeeping uncertainty and doubt forever! For current Gutsy Money clients only.