Cassandra Jackson-Baker

Hi there, I’m Cassandra.

I’m a native New Yorker who now calls London home, a photographer, small business owner, and systems expert with a soft spot for cats and good food.

I've always been a systems person: the color-coded pens and shiny notebooks, the five-year plans, the complex to-do lists.....

But just a few years ago you would have found me working seven days a week in my own business. Over the past decade I've built two profitable businesses in the luxury space. My work was beautiful and I was consistently booked out. But the reality? I was drowning in client work, managing my team, running the operations. And the worst part? I had more clients than ever yet my profit margin was taking a serious beating.

That's when I realised: adding more isn't always the right answer to growing a successful and sustainable business. With a little bit of strategy and the right systems, you can scale to booked-out luxury positioning while remaining lean, focused and profitable.

I also learned: I wanted to be the person who helps ambitious founders find a better way.

Right Now…

I'm probably drinking way too much coffee, hanging with my cats, and dreaming of ways small businesses can thrive without burnout.

What gets me out of bed: Figuring out where the real business bottlenecks are. Building simple systems that just work. Watching businesses grow in a sustainable way while allowing founders to live the life they always dreamed.

Strategy first. Always.

Work with me

Experience and Qualification

  • Six years working as European Operations Manager for a major management consultancy firm

  • Six years working in the private education space, providing support to students from around the world.

  • Certified PRINCE2 Project Manager

  • Seven years serving as a Virtual Assistant, Photo Consultant and Private Photo Editor to over twenty wedding photographers

  • A decade running two small business. Solo.

  • SquareSpace Gold Circle Member

  • Completed Standout Squarespace (a Squarespace approved training programme)