You didn't quit your 9-to-5 to work a chaotic 24/7.

But here you are, sitting at your laptop for 8 hours, finishing with maybe 45 minutes of actual work done. Living in the blur where Monday feels like Saturday and 2PM feels like 2AM.

Hey, I'm Dove.

I'm a remote gig worker, expat, and recovering "get back on the horse" kid who finally stopped trying to force myself into systems that weren't built for me. So I started building my own.

Dove Shepard

Does any of this sound familiar?

Waking up with "total freedom" and freezing because there are too many options

Spending hours organizing, tweaking, and "preparing" instead of doing work that pays

Revenge bedtime procrastination because you didn't own your day

Being the strict boss AND the undisciplined employee, succeeding at neither

Never fully working. Never fully relaxing. Always half-available, always stressed.

This is the pattern of no structure.

What if you could create structure that didn't lock you in?

Structure that actually gave you more freedom. Not a 9-to-5 cage, but a system that delivered the flexibility you were hoping for when you went out on your own in the first place.

I built Payday Relay because I needed to stop asking "Am I doing enough?" and start asking "How close am I to this week's goal?"

One number. One week. One relay.

Within three months of using this system...

I took myself on vacation without working a single day!

Dove with parrotDove on vacationBeach in El Zonte

I wanted to build a system you could trust. So I had it vetted by finance pros who work with self-employed people every day. Here's what one of them said:

Derek Tennant

"Thank you for an amazing, simple resource to help self-employed people calculate the estimated payments required each quarter. This is a big challenge to do without a framework. I also love the way this tool helps set stretch goals and track progress towards them. What we measure is a key to getting the results we want."

Derek Tennant

Enrolled Agent, esoterax.com

Ready to stop ice skating uphill?

Start here.

$4.95

Income Mapping Tool

Your map. Discover the one number you need to earn each week to cover your taxes, your life, and your goals.

Get My Number
Coming Soon

Payday Relay

Your engine. The full 52-week system that turns your income map into momentum. Track your progress, see your wins, and make your goals a reality all year long.

Coming Soon

The 4-Relay Challenge

A taste of Payday Relay. Try the weekly rhythm for 4 weeks and see if the structure sticks before committing to the full year.

Dove in Mexico

I built these tools to take control of my income, move to Mexico, and build a life on my own terms. One relay at a time.

Read my story

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