Account Executive, Enterprise

    Flexport

    🇮🇹 Milan, Italy
    External
    SaaS
    Hybrid
    See your match score
    Posted Today
    Job Type

    External

    Work Type

    On-site

    Vertical

    SaaS

    Source

    themuse

    Language

    🇮🇹 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

    Bachelor's Degree·Required

    Typical Day — Account Executive

    Demos & presentations4–6/week
    Prospecting calls20–30/day
    Proposal writing2–3/week
    Pipeline review2×/week

    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

    ARR / MRRNet Revenue Retention (NRR)CAC Payback PeriodLogo Churn vs Revenue ChurnACV (Avg Contract Value)Magic Number

    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

    Sales
    —

    Walk me through your discovery process.

    Template question
    —

    How do you handle a prospect who goes silent mid-deal?

    Template question
    —

    Tell me about your largest closed deal and the sales cycle.

    Template question
    —

    How do you build business cases for stakeholders?

    Template question
    —

    Describe a deal you lost and what you learned.

    Template question
    Research Flexport's product, recent news, and key competitors
    Prepare metrics: quota attainment %, average deal size, win rate
    Practice a 2-minute product demo pitch for a mock discovery call
    Review the job description and map your experience to each requirement
    Role Insights

    This 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.

    Are you a closer?

    Interested in SaaS? Build your profile to get matched with roles like this.

    Explore More Sales Jobs

    Similar Roles

    Browse More Jobs

    Powered by LemClosers

    Ready to land your next closing role?

    Build your free closer profile to get matched with high-ticket sales opportunities, track applications, and showcase your track record.

    Create a free profile to save sales jobs and track applications

    Get matched
    Create Free Profile