Careers

One sales rep. Commission only.

Sillwork is small on purpose and hiring slowly. Right now there is exactly one role open, and this page says plainly what it pays and what it asks.

Apply by email About Sillwork
The role in 38 seconds

We’re hiring a closer.

What we sell, what the role owns, and what it pays. The written version is below.

Open role

Sales representative

Remote within the United States, commission only, 1099 contractor. You need at least a year of sales experience and fluent English. Everything else is teachable.

What the role owns

The client journey from first contact to close. Prospecting and outreach, including cold calling. Following up and nurturing leads. Booking calls and running them. Presenting the quote and closing. All client communication up to the close, and checking in with clients afterwards until a client success manager joins.

You are not expected to build or run anything. Brayden handles scoping and the whole technical side, and joins client calls when the conversation needs him.

What it pays

No cap and no territory. There is also no base salary, so this suits someone who would rather have the upside.

What you would be selling

An AI layer that answers every call, message and form a business gets, then qualifies, routes and follows up inside the CRM, phone system and calendar they already use. Customers are B2C owner-operators: restaurants and hospitality, home and trade services, real estate, and personal services like salons, studios and clinics. You can see the whole thing explained on the home page and the platform page.

How to apply

Email info@sillwork.com. Tell us about a deal you closed that nearly died and what you did about it. Skip the resume if you would rather.

Who it is for

Businesses where a real person is waiting on the other end.

Sillwork works with B2C businesses — the ones whose customers are regular people, not other companies. Restaurants and hospitality, home and trade services, real estate, personal services like salons, studios and clinics.

The common thread is not the industry. It is that someone is waiting for an answer, they are probably contacting two or three other places at the same time, and whoever replies first and sounds organised usually keeps the job.

We do not take on home healthcare or anything else handling protected health information.

Common questions

About Sillwork

Who does Sillwork work with?

B2C businesses, meaning businesses whose customers are regular people rather than other companies. Restaurants and hospitality, home and trade services, real estate, and personal services like salons, studios and clinics.

Why not just hire a freelancer?

A freelancer hands over a file and disappears. Sillwork stays on, watches what the layer does and changes it as the business changes. A layer that was right in March is wrong by September if nobody is tuning it.

Where is Sillwork based?

New York, working with B2C businesses across the US.

Find out where your leads are leaking.

Answer three quick questions. You get back a one-page map of where your business is losing leads, plus a demo built on your own business, then a 15-minute walkthrough of it. Free.