09 ott - Milano
Factorial
You've spent 5+ years in B2B sales. Now you want a role where you don't have to choose between selling and leading. At ShippyPro, you'll lead our international SMB Sales team: around 5 people, and growing.
This isn't a traditional management job, though. 60% is coaching, developing and leading. You'll handle dozens of conversations and opportunities every week, and execution, follow-up and customer experience never slip. If you like being close to customers, deals and your team, keep reading ShippyPro helps thousands of businesses across 30+ countries simplify and automate their shipping operations.
We're a top Shopify app in shipping and recognized by Gartner. Strong brand, strong product, real traction in the market. We've raised $20M in total and we're ready to scale: a growing team, a marketing budget that keeps the pipeline full, and a Milan office that keeps getting bigger.
It's international by nature, we acquire new customers every single day, and the sales cycle is fast.
The Product
ShippyPro is a shipping and fulfillment platform that helps merchants automate the entire shipping workflow, from choosing the best carrier service to generating labels and tracking deliveries. It connects with e-commerce platforms and multiple couriers, giving teams one place to ship faster, reduce manual work, and keep full control over costs and delivery performance. We don't want structure that slows things down.
We want structure that makes speed repeatable. Customers come in every day, from all over the world, and deals close fast.
The challenge now is scale: more volume, more merchants, more markets. You'll bring the structure and the enthusiasm to make it all repeatable, without losing the energy that got us here. Our customers expect fast answers,
strong product knowledge and someone who quickly understands their business and helps them solve a real problem.
You'll lead a growing international team and stay one of its most hands‑on sellers You won't start from zero: marketing keeps the pipeline full, and new customers come in every day You'll sell a product with a strong brand behind it, as a top Shopify shipping app recognized by Gartner You'll work fast sales cycles with customers around the world, and see your impact week by week You'll own a sales engine across inbound, outbound and partnerships You'll shape how our SMB Sales organization scales: playbooks, hiring, onboarding Lead and develop our international SMB Sales team, spending ~40% of your time selling and ~60% coaching and leading Personally own and close a high volume of SMB opportunities Work side by side with the team on calls, demos, negotiations and deals Coach the team through real opportunities and customer interactions, not theory Improve conversion rates and sales velocity across the SMB funnel Bring structure to a fast-moving engine: build and continuously improve repeatable sales playbooks Hold an extremely high standard of customer care Work closely with Marketing, Partnerships,
Product and Customer teams Help recruit and onboard new sales reps as the team grows 5+ years of experience in B2B Sales, with strong experience in B2B SaaS Previous experience as a Sales Team Lead, Sales Lead or similar leadership role A proven track record of personally hitting and exceeding sales targets Strong experience selling to SMB customers Experience managing high volumes of deals and customer conversations at the same time Comfort working in a high‑velocity, high-performance sales environment Strong organization, follow‑up and pipeline management Experience coaching and developing other salespeople Strong CRM discipline and the ability to work through data Excellent English, which you'll use every day with customers around the world Experience with partnership-generated opportunities An eCommerce or logistics SaaS background Experience with HubSpot or similar CRM platforms Experience selling across multiple international markets Additional languages You don't coach from the sidelines. Leadership hasn't taken you away from customers, calls and closing. You care about customers.
A small customer doesn't mean small attention. Meal vouchers (office or remote) Mental health support & fitness benefits Yearly learning budget and AI tools Flexible hybrid setup from our Milan office, with expenses-paid trips to HQ for team meetups No clock-in/out policy and one-time home office allowance An international team that moves fast and cares about building things well First interview – a deep-dive with our Sales Country Manager on how you sell and how you lead Practical sales case / role play – a hands-on exercise to see how you approach a real sales situation Someone who can handle the pace, close deals and make everyone around them better. #
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