👋 About TextYess
For thousands of years, commerce was human. Merchants knew their customers, understood their needs, and built trust through real conversations. Then came the internet, and we traded humanity for scale. Shopping became efficient but soulless: endless product grids, generic descriptions, no one to guide you.
TextYess is here to restore what was lost. We build AI agents that bring back the personal, conversational shopping experience, but at infinite scale. Through WhatsApp, web, voice, and email, we help brands sell through real conversations that feel natural, helpful, and human. Where this is going: an AI-native CRM that runs the entire customer relationship for B2C brands, across every channel, autonomously.
We work with brands like Ducati, Pittarosso, Piazza Italia, and Doppelgänger. We’ve raised over €3M, we’re doubling revenue every six months, and we’re preparing for international expansion. This is a rocketship, and we’re just getting started.
🚀 The Role
You’ll work directly with the leadership team (CEO, Head of Product and CX) as their right hand. No department boundaries, no narrow job description. You’ll touch everything: commercial strategy, revenue operations, international expansion, product strategy and operations, hiring, and whatever the business needs most on any given week.
TextYess is growing fast: tripling revenue in the next year, expanding into new markets, and scaling from hundreds to thousands of merchants. The team that manages all of this is small. Your job is to make it work at scale.
This is not an advisory role. You are in the trenches: leading the pricing strategy that shapes how we monetize, building the commercial playbooks that drive expansion, designing the operating infrastructure for international markets, shaping product strategy and helping implement it, and setting up the systems and reporting that a scaling startup needs but nobody has had time to build. One week you’re running a churn analysis that changes how we retain customers. The next you’re building the revenue forecasting model. The week after you’re coordinating the next market entry.
What makes this different from a typical operations role: you are building systems, not just running them.
We are an AI-native company, and we expect you to work that way. If there is a manual process, your job is to automate it. If there is a repetitive workflow, your job is to design a better process for it or get an AI agent on it. If something can be done by a tool instead of a person, you build that tool. The goal is always to move up the stack: solve the problem once, then move on to the next one.
Within six months, you should be running the most important operational projects at TextYess alongside the leadership team. Within a year, depending on where your strengths land, you grow into a leadership role: Product Manager, Head of Operations, CS Lead, or something we have not named yet. We do not hire for a box.
We hire for potential, and then we build the role around what you prove you can do.
What you’ll work on:
→ Commercial strategy and operations: pricing, expansion playbooks, revenue forecasting, growth modeling, and the systems that power the commercial engine
→ Customer operations: build the infrastructure that scales account management from hundreds to thousands of merchants, including automated workflows, health scoring, and AI-powered outreach
→ International expansion: help plan and execute the entry into new markets, from market research to operational setup
→ Product strategy support: turn customer feedback into product direction, run adoption analysis, and help shape what we build next
→ Sales enablement: build the materials, data, and case studies that make the sales and CS teams more effective
→ Strategic projects: whatever is most important that nobody else is working on
🎯 Who You Are
You are the kind of person who walks into a mess and starts organizing it without being asked. You are analytical and you can build things: spreadsheets, dashboards, workflows, automations. You learn tools fast. You are not precious about your job description.
You are comfortable with ambiguity and with figuring things out from scratch.
You are hungry. You chose this over a comfortable corporate job because you want to learn faster, own more, and grow into something bigger than a title. You want to be in a room where decisions are made, not in a room where decisions are communicated.
Must-haves:
→ 0-2 years of experience, in a fast-paced environment (consulting, investment banking, high-growth startup, or similar intensity)
→ Strategic thinking: you can zoom out to see the big picture and zoom in to execute the details
→ Strong analytical skills: you are comfortable with data, spreadsheets, and building models from scratch
→ Ability to write clearly and think structurally
→ High ownership: you carry things to completion without being managed
→ Fluent in Italian and English
Bonus:
→ Experience with CRM tools (HubSpot, Attio, Salesforce, or similar)
→ Familiarity with AI tools and a natural inclination to automate repetitive work
→ Background in e-commerce, SaaS, or B2B sales operations
→ Experience with data analysis tools beyond Excel (SQL, Python, BI tools)
💼 What we offer
→ Compensations starting from €50,000+ and flexible for the right person
→ Fully remote, with an office in Milan and/or coworking access wherever you’re based
→ Company offsites twice a year + quarterly team offsites
Stock options included. If TextYess becomes something big, you share in it.
📝 Hiring Process
* 30-min Intro Call
* Take-Home Case Study
* 60-min Deep Dive
* 30⁄45-min Founder (CEO) Conversation
📝 How to apply
We accept applications through our form or via email at. If you apply by email, make sure to answer the questions included in the application form below.
👉 Apply here: https://tally.so/r/rj0bON