Join Uptail.ai as our first sales hire to revolutionize B2C sales through AI agents. Having recently secured a €1M pre-seed round, we are scaling rapidly with major clients like Glovo. You will own the entire sales funnel, from creative lead generation to closing high-ACV deals across Spain and Europe.
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Founding GTM at Uptail
Uptail.ai is looking for a Founding GTM lead to join their mission of revolutionizing B2C sales through AI. If you have 2+ years of B2B sales experience, an experimental mindset, and want to be the first hire on a scaling sales team in Madrid, this is your chance to shape the agentic economy.
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This role is no longer actively hiring, but Jack can still help you discover similar open roles that fit.
Location
Madrid, Spain
Compensation
€30k-€50k + Equity
Company
Uptail
Role overview
Artificial Intelligence
Uptail provides AI workers for companies selling on WhatsApp, enabling businesses to automate and scale their inbound sales with an AI workforce purpose-built for WhatsApp. Its platform automatically manages and qualifies inbound leads, books meetings, sends reminders, engages lost leads, handles appointment scheduling, and integrates with CRM systems. The service aims to help sales teams focus on closing sales by handling repetitive communication tasks and maximizing lead conversion through instant, 24/7 response and engagement.
What you will do
- Execute full-cycle sales including cold calling, LinkedIn outreach, and in-person networking to build a steady pipeline.
- Lead discovery calls and demos to close mid-market and enterprise deals with CMOs and CSOs.
- Document and build the official sales playbook to define the company's scalable GTM strategy.
Who this is a fit for
- At least 2+ years of experience in B2B sales or growth roles within the SaaS ecosystem.
- Fluent in Spanish and English with the ability to navigate complex negotiations across European markets.
- Possesses a "get sh*t done" energy and uses AI tools to accelerate sales workflows and outreach.
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Why this role is remarkable
- Join as the first sales hire with a direct path to leadership as the team scales from scratch.
- High-impact opportunity at a €1M pre-seed startup backed by leading European investors during the agentic economy boom.
- Influence product and strategy while working hand-in-hand with the CEO in a greenfield market with massive enterprise potential.
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
Meet Jack
What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If your profile’s a match and Uptail wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.