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Aspiring Entrepreneur? Here's the Lucrative, Accessible Online Career You Need to Explore. Starting a business or side hustle in this unexpected industry can unlock financial and location freedom. Here's what you need to know.

By Matt Bontrager

Key Takeaways

  • The bookkeeping industry is rapidly evolving, offering lucrative opportunities for those who embrace AI technology and automation in financial management.
  • Specializing in high-transaction volume niches and building strong client relationships are key to scaling a bookkeeping venture.
  • Acquiring foundational knowledge in accounting principles coupled with the use of automation software can establish beginners as credible financial entrepreneurs.
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Opinions expressed by Entrepreneur contributors are their own.

The question is: Which industry is poised to meet the demand for this generational workforce that longs not only for financial freedom but also for that coveted location-freedom as well? The answer might surprise you.

Across the country, the surge in demand for precision and transparency in financial management has been steadily growing. This is especially true with regard to the increasing development of AI technology and its integration into the world of financial software systems — and that could mean a significant opportunity looms large on the horizon. For individuals seeking to strike out on the entrepreneurial path, one that offers the potential of a healthy income and the perks of a '"laptop lifestyle," one profession, in particular, may be worth keeping a close eye on — bookkeeping.

With a history dating back nearly 7,000 years, to the ancient landscapes of Mesopotamia, the tracking and categorization of financial records is not a novel concept, per se. However, the integration of robust (and often highly affordable) automated software systems has created a significant opportunity for aspiring entrepreneurs.

Put simply, the barrier to entry for those seeking to make a lateral career shift — or a complete overhaul of their current professional trajectory — has never been lower. With a little guidance, some training and a determination to put oneself out there, bookkeeping could quickly become the ultimate "drag, drop and click" side hustle.

Thus, this article aims to offer a well-defined four-part roadmap for those seeking to scale their bookkeeping venture sustainably, beginning from the ground up. Through a blend of foundational knowledge, automation advancement, niche establishment and client relationship cultivation, aspiring bookkeepers can position themselves for success in the dynamic world of financial management.

Related: The 15 Most Profitable Small-Business Industries

Acquiring foundational knowledge

While establishing a robust foundation in financial literacy isn't required for the role of a bookkeeper, at least a cursory knowledge of the subject would be the ideal starting place for novice entrepreneurs entering the realm of bookkeeping. Fortunately, bookkeeping — in its simplest form — does not involve itself with the complexities of taxes or tax law. Thus, the vocabulary and know-how required to be able to speak intelligently to clients' needs can be covered in a relatively short time.

Courses, workshops and educational programs tailored for beginners provide comprehensive training in fundamental accounting principles, systems management and financial reporting. This curriculum will form the bedrock upon which entrepreneurs can build their expertise, fostering confidence and competence in handling the financial intricacies of their future clients.

Harnessing the power of automation

AI-automated software is arguably the single most transformative element to make an appearance in the world of bookkeeping, particularly for beginners seeking efficiency and accuracy. Choosing user-friendly platforms that automate routine tasks, such as data entry, categorization and reconciliation, can significantly reduce the learning curve and time spent per client, per task. This is what makes bookkeeping (as opposed to traditional accounting) so accessible to a generation of new financial professionals.

By embracing automation software such as Inuit Quickbooks, entrepreneurs free up time for strategic decision-making and client engagement, allowing them to focus on the growth and development of their burgeoning businesses. Moreover, the adaptive learning algorithms that drive such automations are what provide the flexibility to scale quickly, sustainably and with minimal overhead expense.

Related: 8 Lucrative Careers You Can Start From Your Own Couch

Specializing in a niche

Distinguishing oneself within the competitive bookkeeping landscape involves identifying and specializing in a niche. Whether it be a particular industry or a specific clientele, carving out a niche allows entrepreneurs to tailor their services, becoming experts in the unique challenges and needs of their chosen market segment. This strategic focus not only enhances credibility but also attracts clients seeking specialized expertise, establishing a foundation for long-term success.

One thing to keep in mind here is volume. There is often a direct correlation between the number of incoming and outgoing transactions inside of a given business and the need for bookkeeping services. The more complex an operation, the more a business owner will need help to make sense of the money trail.

For example, real estate investors are typically responsible for handling and distributing large sums of money to finance the various components of their operation. Be it for contracted services, licenses and government approvals, incoming cash flow from rent collections or any number of other variables, the movement of money is hardly stagnant.

In this way, taking note of transaction volume and frequency can be a helpful indicator of which sectors will have a protracted need for your financial services.

Building strong client relationships

Beyond the numbers, the success of a bookkeeping business hinges on the strength of client relationships. Effective communication, transparency and reliability are the building blocks of a thriving client-provider dynamic. Regular check-ins, timely reporting and a proactive approach to problem-solving contribute to the trust clients place in their bookkeeping partners, fostering loyalty and generating valuable referrals.

It would be a mistake to underestimate the value, perhaps especially so in a technical field like financial services, of consistent and clear communication.

In summation, scaling a bookkeeping business from a beginner's standpoint to a six or seven-figure venture is certainly possible in 2024. However, it requires a strategic vision with respect to technological integration and a holistic approach to client communication.

Related: How AI Is Transforming the Accounting Industry — and What the Future Will Look Like

By leveraging the power of emerging technology, specializing in a high-volume transaction niche and cultivating rich client relationships, entrepreneurs can position themselves for success in one of the world's most accessible online careers. Even in its fledgling stages, the integration of AI automated software serves as a critical component for future success, streamlining both the time to market for new entrepreneurs and the efficiency required in handling delicate financial reporting.

Ideally, this blueprint will provide the jumping-off point for aspiring entrepreneurs seeking to master the art of bookkeeping and build a thriving and resilient business.

Matt Bontrager

Entrepreneur Leadership Network® Contributor

Founder of Bookkeeping Blueprint

Matt Bontrager is a CPA and highly sought after keynote speaker working to transform the bookkeeping and tax preparation industries. ​​In 2023, he created 'Bookkeeping Blueprint'- a course, mentorship, and community that utilizes A.I. to build and scale 7 figure bookkeeping businesses.

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