Covered call automation for long-term investors

Turn your holdings into recurring income

Toll Booth Trading automates conservative covered calls on the stock positions you already own, so you can focus on the rest of your life.

  • Generate option income on shares you already own via conservative covered calls.
  • Automatically roll as prices move to extend income and help keep shares.
  • Close when gains are realized or risk increases, based on preferences you control.

Existing Toll Booth customers

Authorize your Schwab account to securely connect with our trading systems.

Schwab Account Login Click the button to authorize access.

New to Toll Booth

Learn how Toll Booth works, review pricing, and get started when you are ready.

How it works

Three simple steps to connect your Schwab account and start automating conservative covered calls.

1. Tell us about you

Create your account with basic contact information. Most clients finish in about a minute.

2. Connect Schwab securely

Authorize account access through Schwab’s secure authorization process. You stay in control of permissions.

3. Automate covered calls

Toll Booth opens, rolls, and closes covered calls on positions you already own based on preferences you define.

Trusted by clients

What long-term investors say about Toll Booth Trading.

“Its like collecting rental income on a vacation home without the hassle.”

— V.S. , Client

“I like generating income from my concentrated positions and hedging downside risk.”

— E.L. , Client

  • Schwab authorized connection
  • Bank‑level encryption
  • Conservative covered calls
  • US‑based