External
On-site
SaaS
themuse
🇮🇹 Italian
About this role
About Flexport:
At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people.
Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world.
We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us.
A unique opportunity to build and scale a business, supercharge your Sales career with Flexport Italy (Milan)
The opportunity:
Flexport is both a freight forwarding and a software company. Being at the intersection of logistics and tech has allowed us to develop a unique value proposition that customers are extremely excited about, which has resulted in Flexport having grown exponentially over the past 9 years.
As part of our mission to make global trade easy for everyone, and our unrelenting desire to grow, we are expanding into Italy.
This is a unique opportunity for the experienced and well-connected (senior) Sales Executive that you are to be in the driver’s seat of building up a business, growing it aggressively and leaving your mark in the market.
You will be part of a high performing and engaged commercial team equally excited as you to build up Flexport’s italian presence and to solve customer problems with tech-enabled freight forwarding.
Welcome to the future!
You will be:
Building and growing Flexport Italy together with your colleagues, our ambitions are high! Identifying good fit clients - both self-prospected and generated by
Selling Motion
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
C-Suite
Selling to executive decision-makers
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionThis Account Executive position at Flexport involves managing the full sales cycle from prospecting through close.
SaaS sales roles typically involve consultative selling with longer deal cycles.
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