Work with Sierra 1:1


Are you a talented, tiny business owner who wishes you had a trusted advisor with experience, expertise, and time to devote to you and your business?

working together on your future

1:1 sessions


A one-on-one meeting over the phone or Zoom. This appointment will give you designated time to work on your business, instead of always in your business, focusing your attention on high-level work.

Action plan & accountability

After each session, you will receive an action plan specific to you and your business. As your accountability partner, I will be guiding you to take the steps that will get you where you want to be.


Working together, we create a strategy and a plan of action specified to your business, lifestyle and goals. We focus on where you are and where you want to be and get you doing what it will take to get you there.


what clients
have said

Sierra Bailey
Business Strategist, Podcaster, Speaker, Writer

Are you a talented, tiny business owner who started off on your own because you were good at something? Perhaps you’re an amazing artist, or a CPA who is fantastic with numbers. Maybe you’re an athlete turned coach?

Well, I was once you. I began consulting after 15 years of building and running a thriving handmade jewelry business. Now that experience as not only as a business owner, but a restaurant general manager, tv host, and board member for non-profits is used to help people just like you, succeed.

The information, tools and skills that made all of that possible are now availble to  you when we work together one-on-one. Helping you to succeed and feel like you are accomplishing the things you want to achieve are my top priority. Want to know more about my story? You’ll find it in the About section.

Pay per session or get more time with a monthly plan!

Single Session

$ 175 per session
  • A one time 45 minute 1:1 phone session
  • customized action plan
  • perfect for a single problem or issue to solve

6 Month Plan

$ 350 6 Monthly Payments
  • 2 1-hour 1:1 sessions per month
  • customized action plan
  • accountability with set meetings over 6 months