Episode 66: From One-Off Projects to Predictable Income: How Bryan Raya Escaped Feast-or-Famine with Monthly Retainer Clients

Season #1

Show Notes

What if the key to building a profitable consulting business isn't waiting until you're completely ready, but starting with what you know and letting your business evolve as you grow?

In this episode, host AJ Riedel talks to Bryan Raya, Founder of DBR Bookkeeping. Bryan made the leap from academia to entrepreneurship during the uncertainty of the COVID-19 pandemic, transforming his doctoral research on nonprofit finances into a thriving bookkeeping and financial consulting practice that serves service-based businesses.

Why You Should Listen to This Episode

If you're stuck in analysis paralysis, waiting for the perfect moment to launch your consulting business, or struggling to identify your ideal client and define your services, this episode will give you the permission and practical framework you need to take action. Bryan's story demonstrates that you don't need to have everything figured out before you start. His journey from teaching college band to running a successful bookkeeping consultancy shows how your existing skills and knowledge can become the foundation of a profitable consulting practice. You'll learn how to navigate the messy middle of entrepreneurship, make strategic pivots as you discover what works, and build sustainable client relationships that create recurring revenue instead of endless feast-or-famine cycles.

What You'll Learn in This Episode

• Making the Leap from Employment to Consulting - How to recognize when it's time to pivot from traditional employment and use transitional periods to explore entrepreneurship without burning bridges

• Discovering Your Consulting Niche Through Your Existing Expertise - The process of connecting your past experience and research to identify a consulting focus that leverages what you already know and genuinely enjoy

• Finding Your Ideal Client Through Trial and Error - Why starting with your initial target market idea and adjusting based on real market feedback is more effective than waiting for perfect clarity before launching

• Building Recurring Revenue Through Retainer Relationships - How to structure your consulting services around ongoing monthly retainers that create predictable income and deeper client impact instead of one-off project work

• Taking Imperfect Action and Learning as You Go - Why doing more and being patient with the process matters more than having a perfect strategy, and how to build confidence through consistent action

• Scaling Your Practice by Delegating and Collaborating - Practical approaches to working with freelancers, content creators, and strategic partners to grow beyond your personal capacity as a solo consultant

Listen to These Key Moments:

[00:00:38] The COVID Career Crisis That Changed Everything - How the pandemic job search process led Bryan to question his path in academia and consider entrepreneurship as an alternative to traditional employment

[00:03:26] When Timing Forces Your Hand - The moment Bryan realized the academic hiring cycle had passed him by and he had to either wait another full year or take a chance on building something new

[00:04:26] From Project Management to Bookkeeping - How Bryan discovered his consulting niche by connecting his dissertation research on nonprofit finances with his natural interest in numbers and business operations

[00:05:56] Defining Your Target Market - Bryan's evolution from targeting struggling musicians to serving service-based businesses including creatives, home services, health and wellness professionals, and consultants

[00:08:40] The Freelancer Discovery Process - Why Bryan started on Upwork to test his services, gain experience, and build confidence before transitioning to retainer-based client relationships

[00:11:54] Building Recurring Revenue Streams - How Bryan structures his bookkeeping services as monthly retainers that provide consistent income and allow him to deliver greater value through ongoing relationships

[00:14:38] Navigating the Messy Middle of Business Building - The reality of entrepreneurship in months 3-18 when initial excitement fades and you're learning what actually works in your market

[00:18:13] Understanding Different Revenue Models - The distinction between trading time for money through hourly billing versus creating leverage through packaged services, retainers, and productized offerings

[00:22:02] Why Consultants Should Consider Bookkeeping - How understanding your numbers through basic bookkeeping gives you the financial clarity to make better business decisions and price your services appropriately

[00:25:35] Overcoming Fear of Delegation - Bryan's honest struggle with perfectionism and control, and his journey toward working with freelancers and collaborators to scale his practice

[00:30:20] The Confidence Gap in Pricing - Why many consultants undervalue their expertise and how to build the confidence to charge rates that reflect your true worth

[00:33:59] Learning to Scale Through Collaboration - Practical insights on working with content creators, CPAs, and other professionals to expand your service capacity

[00:35:33] Advice for New Consultants: Be Patient and Do More - Bryan's top recommendation for struggling consultants is to take more action while being patient with results, trusting that success is inevitable with consistent effort

 

About Bryan Raya

Dr. Bryan Raya is the Founder of DBR Bookkeeping, where he helps service-based business owners gain financial clarity through bookkeeping and financial consulting. With a background in music education and a doctorate focused on nonprofit financial management, Bryan made the pivot from academia to entrepreneurship in 2021. He specializes in working with creatives, home service providers, health and wellness professionals, and consultants who want to understand their numbers and build sustainable, profitable businesses. Bryan believes that financial literacy is the foundation of business success and is passionate about making bookkeeping accessible and actionable for entrepreneurs.

Connect with Bryan on LinkedIn: https://www.linkedin.com/in/bryan-raya/
Visit DBR Bookkeeping: https://dbrbookkeeping.com
YouTube: DBRBookkeeping.com
Join Bryan's Skool Community: DBR Bookkeeping