SimpL · Careers

Build the AI Operating System for Sales Teams.

SimpL is a small team in Italy shipping a GTM platform that finds who to contact, why now, and what to say — then helps the team act. We hire people who can run.

How we work

  • 01

    Taste over volume

    We judge outbound by whether a stranger would feel someone did the homework — not by send count.

  • 02

    Ship in the open

    Releases, Labs, and changelog are public. If we claim a result, we show the experiment.

  • 03

    Own the outcome

    Founding roles set the bar. You get real scope, real customers, and no theater about titles.

Open roles

Three seats. Full-cycle sales, the world around the product, or software that SimpL actually runs on.

Milan · Hybrid

The work

  • Outbound with SimpL, demo, close, onboard, expand. The book is yours.
  • You sit next to Nicolò, CEO, who still runs sales. The job is reading customer need and pushing the company toward product-market fit.
  • You are the biggest user on the team. Engineering is at your disposal: features, details, bugs. The software is ours.

Looking for

  • Two or three years of real B2B sales: you chose the channels, wrote the messages, and know your numbers without opening a file.
  • You write well in Italian and can run a demo in English. You are in Milan, or willing to be here a couple of days a week.
  • If you think templates plus sequences is “personalized automation”, this is the wrong place.

What we offer

  • Gross 38–45k depending on experience. Uncapped variable: at target OTE is 55–60k, then it accelerates.
  • ESOP 0.075–0.15%, four-year vest. Welfare 3–5k.
  • Hacker house in Milan if you want to live there for free, host events, make FOMO.
  • In six months we will need a Head of Sales. It can be you — or whoever in the company proves they can do it.

How we hire

  • Two calls, both with Nicolò. No business case, no logic tests, no six rounds with HR — we do not have HR.
  • We talk about how you sell, how you see the sales market, and where you want to go.

No cover letter. Send your biggest unpopular opinion — something you actually believe.

Apply

Goes to the team. You can also apply on LinkedIn.

Role: Founding Account Executive

Your next sales conversation starts here.

Bring the software into your sales team. Keep control of your strategy and customer relationships. Pay only for qualified meetings held.

Write an email