Founding BDR, ChaChing.io

ChaChing.io is rebuilding subscription billing for the post-Stripe Billing era. We charge 0.35%, half what Stripe Billing charges, and we sit alongside Stripe instead of replacing it. Under the hood, we run on the same battle-tested billing engine that Fortune 500 companies have used in production to manage their own subscription revenue. We're packaging that proven infrastructure for SaaS and subscription businesses who looked at their last billing invoice and decided they'd had enough.

The product is built. The engine is proven. The market is fed up with what Stripe Billing, Chargebee, Recurly, Maxio, and the rest charge to run a subscription. You walk in with an open territory and a clean slate. The first playbook, the first pipeline, the first closed deals are yours to build and yours to own.

The Role

You'll be our first sales hire. Founding BDR. Owner of pipeline, top to bottom, until we prove the model. Then you build the team underneath you.

That means:

• Building the playbook from scratch: ICP, messaging, sequences, channels, qualification criteria
• Doing every outbound touch yourself: calls, emails, LinkedIn, events, whatever works
• Booking, qualifying, and (when you're ready) closing your own deals
• Reporting on what's working in tight loop with the founders
• Hiring and training the team you'll lead once we've proven repeatability

Non-negotiables

You've sold a billing engine. Full stop. We need someone who's spent real time in front of finance and engineering buyers selling one of:

• Stripe Billing
• Chargebee
• Recurly
• Maxio (formerly SaaSOptics / Chargify)
• A comparable subscription billing or revenue-automation platform

This is not a "I sold SaaS once" role. You should know what dunning is, why MRR/ARR reporting matters to a CFO, and how to handle the "we already use Stripe" objection in your sleep, because that's literally our pitch.

Who this is for

• You're a top performer who's hit a ceiling. The big logos are taken, the territories are carved up, and the equity refresh is a rounding error.
• You want to own a piece of what you're building. Real founding equity, not "stock options on paper."
• You're allergic to politics and energized by white space. You'd rather build the playbook than inherit one.
• You don't need to be told what to do. You need a problem to solve and a phone.

Honest expectations

This is not a 9-to-5. As the first sales hire you're going to work hard. On weekends sometimes, on calls in time zones that aren't yours, on weeks where the pipeline isn't where you want it. You'll wear ten hats before you wear one. (If you've read this far, the subject line of your application should be: I Dial First.) The reward on the other side (comp, equity, leadership) is real, but you have to get us there.

If you want a tidy process, a manager, and a comfortable ramp, this isn't your role.

Compensation

• On-target earnings: $150K to $180K Year 1 (uncapped commission)
• Meaningful founding equity
• Top-tier sales stack. We won't make you fight for an Apollo seat.

Logistics

• Miami, in office. We build together.
• Reports directly to the founder.
• Start: ASAP.

Email [email protected] with:

1. The billing engine you've sold and your numbers
2. The most creative outbound play you've ever run
3. Why ChaChing, why now