Build and Run a Freelance Bookkeeping Business With Confidence and Clarity

No experience necessary! Inside the Startup Bookkeeper Academy 2.0 you'll learn core skills, systems, and client-getting foundations you need to be successful.

Enroll in the Startup Bookkeeper Academy 

All training on-demand so you can learn at your own pace.

You Want to Become a Freelance Bookkeeper — But You’re Not Sure Where to Start

Maybe you're wondering...

  • How do I get the right skills as a complete beginner?
  • What do I actually need to know to work confidently with clients?
  • What software or tools should I learn?
  • How do I find clients as quickly as possible?
  • What types of businesses should I work with?
  • How do I handle clean-up or messier situations?
  • What’s the best place to start?

These questions are so normal! But here's the good news...

You don’t need to have all the answers right now. You just need the right guidance and a clear next step.

That's why I created the
Startup Bookkeeper Academy!

Ready to go from feeling unsure if you can really do this, to confident in your ability to work with clients and earn recurring income?

Learning bookkeeping, building confidence, and working with clients doesn’t have to feel overwhelming — especially when you have a clear path and the right support.

Yes, every client is a little different. And yes, bookkeeping is a skill you continue to grow into over time. But that’s part of what makes this work meaningful, flexible, and in demand.

And trust me when I say...good bookkeepers are in high demand!

When you’re guided step-by-step — with Susan explaining why things work the way they do and where to focus — everything starts to feel more doable. Questions become learning moments. New situations become opportunities to grow. Confidence builds naturally as you go.

IMAGINE WHAT YOUR BOOKKEEPING BUSINESS COULD LOOK LIKE...

What If You Had the Skills and the Confidence to Build a Business of Your Own?

Startup Bookkeeper Academy 2.0 gives you the essential, step-by-step training you need to become a skilled freelance bookkeeper — guided live, in real time by Susan Osborne, so you’re not figuring this out on your own.

Imagine what becomes possible once you have solid bookkeeping skills…

You could:

  • Earn extra income on the side
  • Replace a full-time salary
  • Step into a part-time or full-time role
  • Or build a flexible, scalable bookkeeping business over time

Strong bookkeeping skills give you options — and the freedom to choose the path that fits your life and goals.

This Academy gives you the actionable path to move toward those possibilities — not someday, but starting now.

Why This Program Works
(Even if it's self-paced)

You can learn bookkeeping by watching videos on your own.

But here’s the truth…

Most people don’t struggle because the information isn’t out there. They struggle because:

  • they don’t know where to start
  • they’re not sure what actually matters
  • and they don’t have a clear path to follow

That’s where this program is different.

Academy 2.0 is designed to give you structure, clarity, and real momentum—so you’re not stuck second-guessing yourself or wondering what to do next.

Inside the program, you’re not just watching videos…

You’re being guided step-by-step through the skills that actually matter.

You’ll be:

  • Working through real, hands-on exercises
  • Following a clear path so you always know what to focus on next
  • Applying what you’re learning inside your own QuickBooks Online account
  • Building confidence as you go—not waiting until the end

And if you get stuck? You’re not on your own.

You’ll have email support for 90 days so you can keep moving forward instead of spinning your wheels.

Enroll in the Startup Bookkeeper Academy 

All training on-demand so you can learn at your own pace.

CUT YOUR LEARNING CURVE DRAMATICALLY WITH...

The Startup Bookkeeper Academy is for you if...

  • You want a flexible, work-from-home career with the potential for reliable, recurring income.
  • You're interested in offering bookkeeping services — even if you have little or no prior experience.
  • You have accounting or finance experience but haven’t worked with small business clients end-to-end.
  • You’ve done some bookkeeping work and want to feel more confident handling the full month-end process.
  • You’re excited about freelancing and want to offer a service that’s genuinely in demand.
  • You value guidance and want access to experienced support when questions come up.
  • You enjoy learning and want to continue building skills that support long-term growth.
Enroll in the Startup Bookkeeper Academy!

All training on-demand so you can learn at your own pace.

HERE IS WHAT YOU'LL GET INSIDE
STARTUP BOOKKEEPER ACADEMY 2.0

Everything inside Academy 2.0 is designed to help you build confidence step by step —
without overwhelm or guesswork.

Core Bookkeeping Skills You’ll Build

Inside Startup Bookkeeper Academy 2.0, you’ll build the core bookkeeping skills needed to confidently work with small business clients — whether you’re starting from scratch or refreshing what you already know.

You’ll have access to a complete library of on-demand lessons covering the fundamentals, so you can learn at your own pace and revisit concepts anytime.

You’ll learn how to:

  • Understand the core bookkeeping workflow from start to finish
  • Categorize transactions with confidence
  • Read and understand financial reports
  • Complete the full month-end process
  • Set yourself apart as AMAZING

Weekly Training & Real-Time Support

Alongside your on-demand training, you’ll move through structured lessons designed to help you understand, apply, and build real confidence in your bookkeeping skills.

Each lesson is broken down in a simple, practical way so you’re not left guessing how it all fits together—and if you get stuck, you’ll have email support to keep moving forward.

Inside the video training, you’ll get:

  • Clear, step-by-step explanations
  • Real-world examples and walkthroughs
  • Program workbook you can download
  • Hands-on exercises to help you build real confidence as you go

Business-Building Skills
(So You Can Actually Use What You Learn)

Alongside bookkeeping training, Academy 2.0 includes guidance on how to turn your skills into paid work — from pricing and client conversations to taking your first steps as a freelance bookkeeper.

You’ll focus on what matters most early on, without pressure or overwhelm, so you can build confidence and momentum as you go.

Inside this portion of the Academy, we’ll cover:

  • How to think about pricing and services (without overcomplicating it)
  • What clients actually look for in a bookkeeper
  • How to talk about your services with confidence
  • Simple ways to start finding and working with clients
  • Common mistakes to avoid when you’re getting started

Guidance for Pricing Real Client Scenarios
(So You’re Never Guessing)

Inside Academy 2.0, you won’t be left guessing what to charge or how to handle real client situations.

You’ll have access to The Bookkeeper Society Pricing Coach GPT—a tool you can use right inside your ChatGPT account to help you think through real-world scenarios as they come up.

This means you can:

  • Get guidance on how to price your services for specific client situations
  • Work through real scenarios and questions as you’re learning
  • Think through what to do next when you’re unsure
  • Build confidence in your decisions instead of second-guessing yourself
  • Get support as you apply new concepts and skills for the first time

A Practical Bookkeeper Resource & Template Library

You’ll also get access to a growing library of templates and resources designed to support your work as a bookkeeper — both during the Academy and as you move forward.

These resources are meant to save you time, reduce guesswork, and help you feel more prepared when working with clients.

Think:

  • Checklists and workflows
  • Sample proposals, financial reports, and client packages
  • Planners and tools for organization
  • Client intake and information-gathering templates
  • Resources you can reference as you continue to grow

Private Academy Email Support for 90 Days

You won’t be going through the Academy alone. As an Academy student, you'll get 90 days of email support from date of enrollment.

With email support you get:

  • A place to ask questions as they come up while you’re learning
  • Thoughtful guidance from someone who has worked with real bookkeeping clients
  • Help working through anything that feels unclear or confusing
  • Support as you apply what you’re learning for the first time
  • Encouragement to keep going and build confidence along the way

Join Startup Bookkeeper Academy 2.0 and get the guidance and support you need to build confidence and move forward with clarity.

The course unlocks on April 19th — and all trainings are recorded so you can watch (or rewatch) anytime.

And you’ll have lifetime access to all training and session recordings.

Enroll in the Startup Bookkeeper Academy!

LaShonda B.
Freelance Bookkeeper/VA

"Finding Susan’s bookkeeping course was by far the best thing that could have happened for me. Not only did Startup Bookkeeper Bootcamp help me understand how to handle my own bookkeeping but now I have clients where I handle their accounts receivable bookkeeping. I’m forever grateful for her kindness, knowledge, and patience as a student."

See what Member Shatoria S. has to say about the Academy...

Support, Structure, and Resources — All Included

During the Academy, you'll have access to:

  • Recorded training and hands-on exercises
  • Email support when questions come up
  • On-demand lessons and resources you can revisit anytime
  • Practical tools and templates to support your work

Everything is intentionally included so you can focus on learning, building confidence, and moving forward — without needing to piece together multiple programs or resources.

If I can do it, so can YOU!

I’m Susan Osborne, and my mission is to help you become a confident, capable bookkeeper — without years of second-guessing or trying to figure things out alone.

I’ve been a bookkeeper and accounting professional for over 20 years, working both as an employee and as a freelance bookkeeper for small businesses.

I’ve also helped thousands of aspiring bookkeepers build skills and confidence through my programs.

Like many people, I learned much of my early experience by doing — piecing things together, figuring things out as I went, and doubting myself longer than I needed to.

Not because I wasn’t capable — but because I never had clear, structured guidance.

That experience is exactly why I created Startup Bookkeeper Academy.

You don’t need to struggle through trial and error to feel confident working with clients. And you don’t need to know everything to get started.

Inside the Live Academy, I guide you step by step through the skills that actually matter — explaining not just what to do, but why — so you can build real confidence, not just information.

I’ll be honest: no one knows everything about bookkeeping for every type of business. What I do know is how to think like a bookkeeper, how to approach real-world situations calmly, and how to focus on what truly moves the needle when you’re getting started.

And here’s something I know for sure:
There is no shortage of work. Small businesses are actively looking for capable, confident bookkeepers — not perfection.

I’m passionate about helping you build confidence in your bookkeeping skills sooner, so you can create a flexible, meaningful career that works for your life.

Here’s a Quick Recap of What You’ll Get Inside Startup Bookkeeper Academy 2.0

  • On-demand bookkeeping skills training to help you build real, usable skills — whether you’re brand new or brushing up
  • Hands-on exercises that help you turn what you’re learning into real, usable skills
  • The Bookkeeper Society Pricing Coach GPT—your go-to tool for pricing and real-world client decisions
  • Business-building guidance to help you turn your skills into paid work
  • A practical resource and template library to support your work as you grow
  • A QuickBooks Online (QBO) Bootcamp (bonus training) to help you feel confident navigating the software
  • Lifetime access to all session recordings, so you can revisit the material anytime

Everything is designed to work together — giving you the structure, guidance, and confidence you need to move forward.

Plus, You'll Receive These Bonuses

To support you throughout the Academy — and beyond — your enrollment also includes:

Bonus #1: QuickBooks Online Quickstart Training

A focused QBO training to help you feel comfortable navigating QuickBooks Online and understand how bookkeepers actually use it day to day.
(Certification training not included — I’ll show you where to access that for free inside QBO.)

Bonus #2: Understand & Recording Payroll

Get a solid understanding of payroll reports and recording payroll journal entries.

Bonus #3: Client Onboarding Training + Toolkit

A practical training designed to show you exactly how to onboard your first client—from that initial conversation to getting everything set up—so you can start working together with clarity and confidence.

Is Startup Bookkeeper Academy Right for You?

You’ll Love This If…

  • You want to build real bookkeeping skills with guidance and support
  • You’re excited about creating flexible income through meaningful work
  • You value learning at your own pace
  • You want structure, clarity, and a clear path forward
  • You don’t need perfection — you just want to make steady progress

Might Not Fit If…

  • You’re looking for a “get rich quick” or passive income opportunity
  • You’re not interested in learning the fundamentals of bookkeeping
  • You prefer to figure everything out entirely on your own
  • You’re not someone who likes to problem-solve and learn...because that is 90% of bookkeeping!
 Enroll in the Startup Bookkeeper Academy

All training on-demand so you can learn at your own pace.

Frequently Asked Questions

Q. Do I need prior bookkeeping or accounting experience?

No. Startup Bookkeeper Academy 2.0 is designed for beginners and those with some experience who want to feel more confident working with clients. Everything is taught step by step, with clear explanations and hands-on exercises along the way.

Q. Do I need to take your Bootcamp first?

No—you don’t need to take the Bootcamp first.

If you have taken it, this is a great next step. But if you haven’t, that’s completely okay. Academy 2.0 is designed to give you a well-rounded, start-to-finish training that will meet you where you are and help you build both your skills and confidence.

Q. How long do I have access to the program?

You’ll have lifetime access to Academy 2.0.

That means you can move at your own pace, revisit the material anytime, and continue building your skills as you grow.

Q. What if I feel overwhelmed or get stuck?

That’s completely normal—and you’re not on your own.

You’ll have 90 days of email support, so if something feels confusing or unclear, you can reach out and get guidance to keep moving forward.

Q. How much time should I plan to spend each week?

That’s completely up to you.

Most students spend a few hours per week moving through the lessons and exercises, but you can go at whatever pace works best for your schedule.

This isn’t about keeping up or doing it perfectly—it’s about steady progress and building confidence as you go.

Q. Is this a membership or ongoing subscription?

No. Startup Bookkeeper Academy 2.0 is an on-demand program with a clear start and end date. You’ll receive lifetime access to the training and recordings, but there is no ongoing membership required to participate.

Q. Will I learn QuickBooks Online (QBO)?

Yes. As part of the Academy, you’ll receive access to a QuickBooks Online Quickstart Training (bonus training) designed to help you feel comfortable navigating QBO and understanding how bookkeepers actually use it day to day.
Please note: This training does not include preparation for the QuickBooks Online Certification exam. I’ll show you where to access the official QBO certification training for free directly inside QuickBooks Online if you choose to pursue it.

Q. Will this help me get clients?

One of my favorite topics! The Academy includes business-building guidance and guidance with finding your first few clients, understand pricing, client conversations, and how to build a freedom-based business. While results depend on your effort and goals, you’ll leave with a clear path forward.

Q. Is this a good fit if I need to do this while working a full-time job?

Absolutely! The flexibility of the program and lifetime access to recordings make it possible to learn and build confidence on your own timeline.

Q. Is 1-on-1 mentorship included?

1-on-1 mentorship is not included in the Academy itself. However, for those who want additional personalized support, private mentorship opportunities may be available separately.

Details about those options are shared after you’re inside the Academy and are completely optional.

Q. What is the refund policy?

Academy 2.0 is a self-paced program with immediate access to all trainings, tools, and resources.

For that reason, we offer a 30-day refund window from the date of your purchase.

If you go through the program and decide it’s not the right fit for you, simply reach out within those 30 days and we’ll take care of it.

After the 30-day window closes, refunds are not available.