Account Executive; AI Estimator), North America

About Gelato

Gelato has created the world’s largest global network for on-demand production of custom products – from t-shirts and mugs to books and wall art. We empower a new generation of ecommerce entrepreneurs to share their creativity worldwide while embracing local, sustainable production. By producing locally and perfectly matching supply with demand, we eliminate waste and reduce carbon emissions.

At Gelato, we don’t own production facilities – we build the software that connects them. With over 140 production partners in 32 countries, our network can deliver custom products to five billion people in just 72 hours. It’s smarter, faster, and greener.

With Gelato Connect, our SaaS platform, we’re driving innovation in print production. Gelato Connect simplifies operations for print producers by automating procurement, workflows, and logistics into one seamless system. By boosting efficiency and cutting costs, it helps businesses scale to meet market demands. With Gelato Connect, we’re reshaping the print industry to be more efficient, sustainable, and profitable.

About Gelato Connect Products

Gelato Connect is the SaaS arm of Gelato, and we are continuously developing products to bring value to our customers. Our original product, Gelato Connect, is our enterprise platform designed to serve as the operating system for the modern print industry. We help print producers move away from fragmented, legacy systems by automating their procurement, workflows, and logistics into a single, seamless interface.

Our AI Estimator leverages machine learning to help producers generate instant, accurate quotes and optimize their pricing strategies. By replacing manual calculations with intelligent automation, we empower our customers to protect their margins and win more business.

What you will be doing

As an Account Executive for our AI Estimator tool, you will be responsible for driving fast, transactional sales cycles and contributing directly to Gelato’s growth by converting inbound and outbound leads into new customers. This role gives you the opportunity to own the full sales process. Over time, this role offers the opportunity to expand into selling the broader Gelato Connect product suite as you grow in impact and scope.

Key Responsibilities:

• Own the full sales cycle for transactional deals, from qualification through to closing
• Convert inbound demand quickly and efficiently into revenue
• Evangelize the benefits of the AI Estimator product and help printers scale profitably
• Consistently meet and exceed monthly and quarterly sales quotas
• Manage a high volume of opportunities with speed, accuracy, and consistency
• Maintain excellent CRM hygiene to ensure forecasting accuracy and actionable sales insights
• Act as an AI builder, actively utilizing AI tools to enhance sales processes and increase execution speed across the funnel
• Provide frontline feedback to Marketing, Product, and Partnerships to continuously improve our go-to-market approach

Who you are

You have a start-up mentality, incredible stamina, discipline, resilience, and grit. You’re a doer. You change until you win. You feel comfortable getting your hands dirty while never losing sight of long-term ambition. You are confident in your abilities and experience, yet humble and curious in your execution. Embracing change, complexity, and ambiguity while also navigating a little bit of chaos is essential for success in this role.

This is a high ownership role for sellers who are motivated by execution, learning, and rapid progression.

Our Requirements Include:

• 4+ years of B2B sales experience, ideally in SaaS or cloud-based platforms with proven closing experience
• Demonstrated success in a high-velocity, transactional sales environment
• Strong track record of meeting or exceeding revenue targets
• Proven track record of owning the full sales cycle from prospecting to close

Commercial & Communication Skills

• Excellent communication and relationship-building skills, with the ability to engage and influence customers effectively

Ways of Working

• Entrepreneurial mindset with a strong bias toward action and ownership
• Comfortable operating in fast-paced, evolving environments…