Hi, I'm Brooke.
For over ten years, I built full backend systems for founders: real CRM builds from the ground up.
That work now lives under Rebel CEO®.
Brooke Olsen Co. is for focused, one-off support for the parts of running a business that still need an expert hand, handled with total discretion, always.
My Path
Systems built by someone who's been there.
I didn't start in tech. I started in the trenches: corporate accounting, large-scale wedding production, floral design, consulting. The kind of work where you're juggling 47 moving pieces, managing a team, and delivering white-glove service all at once.
2009-2013
Worked in Corporate Accounting
Years of high-stakes financial reporting. Every number had to be right, no exceptions. That precision taught me the details aren't just details. They're the whole job.
01
2013-2018
Coordinated Weddings & Large-Scale Events
Running weddings meant no room for error and a hundred moving pieces at once. That pressure is where I learned to build systems that actually hold.
02
2016
Founded Brooke Olsen Co
I took what I’d learned fixing broken systems and started building CRM and workflow systems for other founders.
03
today
17+ Years of Building Systems
Different industries, same instinct: find what's not working, and fix it.
04
"I’ve seen what happens when the right system meets the right founder. Everything clicks. Everything moves. That’s what we build here."
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"I needed someone who could bring clarity to the chaos of managing business finances while scaling"
Our biweekly ‘Brooke-keeping’ sessions have become essential to my operations — she keeps me accountable to my financial goals, tracks cash flow around irregular client payments, and helps me plan around everything from software subscriptions to contractor costs. She doesn’t just track numbers — she connects them to real goals, like paying off my house in two years.
Zander F. — Founder, Conscious Founders
"Working 1:1 with Brooke makes me feel inspired to move forward and make these changes happen for myself as a pivot in my business"
Mikaela V. — Branding, Web Design + Digital Shop for Pet Businesses
She totally has a way of understanding me, my quirks, pitfalls, preferences, etc., which just helps her dig into what's best for me and my business. She gives REAL, tangible advice, not just... general questions that other coaches sometimes ask, and I appreciate that! Thanks, Brooke!
"I highly recommend Brooke for all the amazing CEOs looking to grow and take their business to the next level."
Courtnie N. — Luxury Travel + Speaker
Brooke is probably one of the best professionals I have hired for my business since I started. I have now worked with her on multiple projects, and she just gets it. She knows where I am and where I want to go and creates a roadmap to help me get it done. She is amazing, like I want to keep her to myself. Anytime I think I am about to create something new or flesh out a process or service, she is the first person that comes to mind.
Financial Systems & YNAB
Reconciliation, categorization, and hands-on coaching inside YNAB. I bring clarity to accounts with irregular income, multiple entities, or a full year of catch-up, and build a workflow that holds going forward.
Executive & Operations Support
Inbox management, scheduling, research, communication with stakeholders. This is the layer of work that has to happen for your day to run, and I handle it with organization and total discretion.
Systems Cleanup
Complex filtering, labels, and structure across the tools you already use. I build it out alongside you, so the system finally works the way it was meant to.
The Work
Some engagements are short-term, specialty project-based. Others are ongoing, with a standing retainer.
Either way, it's always me, and I only take on a small number of these at a time, so the work stays focused and personal. I work alongside you, not in isolation, and everything- financials, inboxes, operational details- is handled with total discretion.
Looking for CRM work? That's Rebel CEO®.
Same level of care and expertise, streamlined into a package built to get you up and running faster.
