Annie Jay Coaching LLC
Annie Jay Coaching LLC
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    • BOOK A WORKSHOP
    • 1:1 COACHING
    • EVENTS
    • ABOUT
  • Home
  • BOOK A WORKSHOP
  • 1:1 COACHING
  • EVENTS
  • ABOUT

Meet the Team

CEO

The Money Nerd

The Money Nerd

Toodles

Whatever CEOs do, Toodles does that. She makes all the calls. We do whatever Toodles recommends. It works. Therefore we don't question it. 

CEO = Chief Encouragement Officer


Fav midnight snack: daily greenie dental stick


Money goal: Buy her own house so she doesn't have to keep sharing her couch with her humans


Last thing she used her emergency fund for: Treat re-supply

The Money Nerd

The Money Nerd

The Money Nerd

Annie Jay

Helps people create their dream life without money limiting them. Co-creates a step-by-step $ plan to travel the world WHILE retiring early WHILE still enjoying lattes and cocktails. Yep.


Fav midnight snack: The Tonight Dough Ice Cream


Money goal: Surprise her 7 siblings with a 1 week woodsy sibling staycation


Last thing she used he

Annie Jay

Helps people create their dream life without money limiting them. Co-creates a step-by-step $ plan to travel the world WHILE retiring early WHILE still enjoying lattes and cocktails. Yep.


Fav midnight snack: The Tonight Dough Ice Cream


Money goal: Surprise her 7 siblings with a 1 week woodsy sibling staycation


Last thing she used her emergency fund for: an ambulance ride... And ice cream. 

Snack & Sanity Strategist

Snack & Sanity Strategist

Snack & Sanity Strategist

Ava Wright 

Ava makes sure all the things happen. And then she flies 5,000 miles to make sure Annie is fed. She's 9 years younger than Annie but is pretty much Annie's other mom. 

And no - Annie and Ava are not sisters. 



Fav midnight snack: Frozen grapes with lime

Money goal: Restore a vintage bronco

Fun fact: She's in school to become a docto

Ava Wright 

Ava makes sure all the things happen. And then she flies 5,000 miles to make sure Annie is fed. She's 9 years younger than Annie but is pretty much Annie's other mom. 

And no - Annie and Ava are not sisters. 



Fav midnight snack: Frozen grapes with lime

Money goal: Restore a vintage bronco

Fun fact: She's in school to become a doctor

Last thing she used her emergency fund for: new car tires


Chief Chaos Coordinator

Snack & Sanity Strategist

Snack & Sanity Strategist

Amy Castillo

Amy is the person that every business needs. Thankfully, not every business has figured that out yet - so she hangs out with this cool LLC. 

She makes webinars happen, responds to happy people, sad people, all the people. 

She's really sweet and makes the world a better place. She completes the Triple A team.

Fav midnight snack: 

Amy Castillo

Amy is the person that every business needs. Thankfully, not every business has figured that out yet - so she hangs out with this cool LLC. 

She makes webinars happen, responds to happy people, sad people, all the people. 

She's really sweet and makes the world a better place. She completes the Triple A team.

Fav midnight snack: popcorn

Money goal: pay off debt

Super cool fact: She has donated over 60 inches of hair to people with hair loss!

Hey there! I'm Annie

Money. It's such a taboo topic. When most of start thinking about money, we feel a little "ldknoipithjndf". 


Money was always a stressful topic in the Jay house. We worked overtime, lived frugally, yet never had a spare penny. In my late teens, I realized that it wasn't just my family that struggled financially. It's a global issue.


Money doesn't have to be an intimidating part of life. Despite nobody ever teaching us about debt, saving, and investing, it turns out it's possible to feel financially stable, even if you don't have a masters in Economics.


Discovering this lead me to my passion - helping others ditch money stress so they can live their best life.


In 2016, I started money coaching and it may or may not be the coolest job on the planet. When I’m not with clients, you’ll most likely find me biking (only the downhills) around Hawaii, eating chocolate covered almonds in a treehouse, or accidentally burning my husbands toast (every morning around 7:03am). 

If Annie doesn't show up to a session, she's probably doing one of these things again. Sorry.

Annie's Money Journey

It wasn't always smooth sailing, but here is what's crossed off the list so far:

  • Paid for my own college 
  • Replaced vehicles 
  • Handled job changes
  • Started investing with a financial advisor
  • Started investing on my own
  • Launched a business 
  • Paid for vacations and trips 
  • Quit my job 
  • Moved across the country
  • Paid for our wedding 
  • Combined finances with spouse 
  • Bought a house
  • Furnished new house
  • Learned to deal with temptations and comparisonitis

Feel stoked about your money.

Book Free Q&A Call

Contact the A's: Annie, Ava, and Amy

Asking for help isn't a sign of weakness, but a sign of strength.

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Annie Jay Coaching LLC

PO Box 7097, Kamuela, Hawaii 96743

Web: www.anniejaycoaching.com Email: annie@anniejaycoaching.com Phone: uhhh nah. Don't call us.

For awkward videos of Annie dancing off-beat, come follow along on THE gram.

Copyright © 2025 Annie Jay Coaching LLC - All Rights Reserved. 

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