Meet

Brian Madeley

Head of Finance​

Brian Madeley is a financial strategist with a passion for bringing data to life for business owners. After receiving his finance degree from the McCombs School of Business at the University of Texas and graduating with honors, Brian began his business career working as a financial and treasury analyst at Zale Corporation in Dallas for several years. He has also worked as a consultant and manager at a small health insurance company where he built a finance team, wrote and implemented financial and cash management processes, and managed the team prior to his return to United. Brian is also currently the CFO of a small residential real estate holding company as well as a pilot for United Airlines.

Brian is passionate about sharing his knowledge in ways that make complex issues easy to understand and apply. He spent many years in a formal teaching role: first, as a flight instructor for pilots with no previous flying experience; and later, as an instructor for experienced pilots during recurrent training courses at United. He also enjoys utilizing his expertise from his aviation career in threat and error management, standard operating procedures, crew resource management techniques, and decision-making principles to approach business problems from a unique perspective.

Brian believes that small business leaders can unlock untapped potential in their businesses by gaining and utilizing a deeper understanding of finance and the role of financial systems in making informed decisions. His goal is to form relationships and provide the tools necessary to help leaders gain new insight into their business. The numbers of a business tell a story: where a business has been, where it is currently, why that is the case, and what that indicates about its future. Brian has a great deal of experience constructing that story in a way that paints a clear picture for business owners. Finally, he is enthusiastic about providing consulting services to assist in solving the many issues that arise in running a business.

Brian lives in Washington, D.C. In his free time, he enjoys traveling, active outdoor activities, great cuisine, and a new challenge.

Thought Leadership

Why people love Trusty Oak

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The Trusty Oak team has been instrumental in helping me build my career. From administrative support and social media management to business planning, Amber and the Trusty Oak team have all the resources and people strength that I need to be successful. When a business need arises, I can trust that Trusty Oak will have a number of options and solutions that will work within my budget and time frame.


Todd Merry

Home of Hope Ministries

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The Trusty Oak team has been instrumental in helping me build my career. From administrative support and social media management to business planning, Amber and the Trusty Oak team have all the resources and people strength that I need to be successful. When a business need arises, I can trust that Trusty Oak will have a number of options and solutions that will work within my budget and time frame.


Brandi R. Muñoz

Principal Workforce Development Consultant, People Culture Consulting

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My experience with TRUSTY OAK was wonderful…getting my website more organized and cohesive. Having someone else take a deeper look at my website was really helpful and inspiring — we literally gave it a whole new look and feel. This freed up my time to focus on other things that I don’t usually have time for. Hannah was always available when I needed her and had a lot of great ideas and brought a fresh new perspective to my marketing. I felt like I was in really good hands and can highly recommend TRUSTY OAK.


Pascal Simon

Owner and Founder of Bake Austin

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TRUSTY OAK rocks! I couldn’t be more pleased about the quality of work and their personal touch. With Amber as CEO, I can count on her to understand our needs, to be a great communicator, and a wonderful resource for us. I am continually impressed with how professional and capable TRUSTY OAK’s virtual assistants are. I highly recommend TRUSTY OAK to provide outstanding administrative assistance to organizations like ours.


Dona Raskin

Founder of Austin Kids Can!

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Working with TRUSTY OAK has been an absolute pleasure. After several failed attempts with other VA firms, I have finally found a responsive, trustworthy, dependable assistant…adding much more value than the bare bones inbox and calendar management I was looking for. If you’re looking for a fractional assistant you can trust from day one, I highly recommend you work with TRUSTY OAK.


Tim Hamilton

Founder & CEO of Praxent, Austin, TX

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My VA has done more for me in 20 hours of work than I’ve done in probably a year of just making things up on my own. That’s not a sales pitch, infomercial, or me being paid to say what I’m saying. It’s true. I’ve gotten a business card designed, a logo designed, website updated, streamlined for SEO, content written, colors and fonts changed, things I would have never thought about if I was doing this on my own.


Dave Bahr

Founder and CEO, In-Sightful Living

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Adulting is hard. Entrepreneuring is harder. I don’t know where I would be on either if Trusty Oak hadn’t come into my life when they did. Partnering with them has allowed me to scale my business, organize my life, and accomplish goals that would have been out of my reach without their support. Their team is diverse in skillset and background—over the years I have been able to lean on them for everything from scheduling and travel booking to bookkeeping and invoicing to process engineering and implementation. They are proactive, trustworthy, and receive an enthusiastic recommendation from me!


Ilana Zivkovich

CEO, Werq

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As an entrepreneur with several projects going in different directions, it’s hard to prevent some things from falling through the cracks. I’ve asked for a diverse list of tasks and they have done them all in stride, quickly, and way too politely. You can count on TRUSTY OAK to get things done fast and correctly, freeing you up to focus on building your business.


Clint Greenleaf

Board Director, CEO, Entrepreneur, Content Expert, CPA

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It took a while to open to the idea of a VA – as a new business owner, I thought I could do everything. Well, I was wrong! Letting go of the things I don’t know how to do, or don’t do well at all and handing them to TRUSTY OAK helped me immensely. They take care of my website and social media and much more, and leave me time as the business owner to do the stuff I’m good at.


Eyal Gallico

Founder & IT Professional at TopMac, Austin, TX

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I have worked with Amber on several website projects and her work is top notch. I am amazed by her attention to detail and her ability to drive a schedule. If you want something done well, and fast, TRUSTY OAK is what you are looking for!


Erika Heilman

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Trusty Oak’s virtual assistant services have plugged a gap in our administrative needs and made my life easier during a year of hectic travel. Genny got up to speed quickly in understanding the nature of my work, and she’s efficient and professional in helping to manage complex calendaring and travel arrangements. This virtual arrangement has worked seamlessly for us!


Juila Freeland Fisher

Director of Education Research, Clayton Christensen Institute

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Working with the VAs at Trusty Oak, I am better equipped to scale and grow my business. Their varied skill sets help open up the Cabéza Advertising portfolio of services, allowing us to better serve our clients and improve our value proposition.


Hose Garcia

CEO and Founder, Cabeza Advertising

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