All the Best Remote Jobs in Milan, Italy

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  • The best remote full-time jobs are on Crossover.
  • Work full-time for leading US companies from Milan, Italy.

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$400,000 USD/Year
See the most popular remote jobs in March 2026
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All the Best Remote Jobs in Milan, Italy
Earn up to $400,000 USD/YEAR

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AI-First SVP of Product Management

$400,000 USD/year
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SVP of Technical Product Management

$400,000 USD/year
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Director of Academics

$400,000 USD/year
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SVP of Operations

$400,000 USD/year
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VP of Talent Operations

$200,000 USD/year
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VP of SaaS Operations

$200,000 USD/year
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Principal AI Engineer

$200,000 USD/year
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VP of Business Operations

$200,000 USD/year
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Platform Architect

$200,000 USD/year
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Technical Team Lead

$200,000 USD/year
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AI-First Product Designer - LearnWith.AI

$200,000 USD/year
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Chess Specialist

$75 USD/hour
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Mathematics Specialist

$75 USD/hour
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Senior DevOps Engineer

$100,000 USD/year
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Senior AI Innovation Specialist - Sales

$100,000 USD/year
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AI-Driven English/Language Arts Learning Strategist

$100,000 USD/year
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AI-Driven Social Studies Learning Strategist

$100,000 USD/year
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AI-Augmented Product Engineer

$100,000 USD/year
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Community Manager

$100,000 USD/year
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School Operations & Automation Specialist

$100,000 USD/year
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AI-Driven Learning Analyst

$60,000 USD/year
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DevOps Engineer

$60,000 USD/year
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Coach

$60,000 USD/year
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Parent Success Partner

$60,000 USD/year
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AI-First SVP of Product Management @ IgniteTech

$400,000 USD/year
Apply Now
Worldwide
Fully-remote
full-time (40 hrs/week)
Flexible schedule
Long-term role

Key responsibilities

  • Rapid delivery of enterprise-grade, AI-native product capabilities into customer hands

Description

You're a product exec who still ships. You can take a fixed product vision, slice it into the smallest valuable increments, and get enterprise-grade AI capabilities into production fast, without turning the work into roadmap theater. You've already lived through the "AI will solve everything" phase, you know where large language models (LLMs) and generative AI break under real-world constraints, and you're good at building anyway. If your best work happens when you own the outcome end-to-end (deciding, prototyping, hardening, launching, and watching real customers use it), then keep reading.

Most of the software industry is doing AI like a costume change: sprinkle a chatbot on top, announce a "copilot," call it innovation, and hope enterprise buyers don't ask hard questions. We're doing the opposite. We're building AI-native B2B SaaS capabilities that earn their place in the product by delivering measurable enterprise value at a speed that makes traditional agile planning cycles look like self-harm. Our edge is compressing the Sell → Design → Build loop, ruthless scope control inside an established direction, and production deployments that meet enterprise security and compliance standards without months of coordination overhead.

In this fully remote role, you'll sit close to engineering and operate as a player-coach: part builder, part decision-maker, zero part coordinator. You'll translate an established product strategy into executable sprint-level scope, prototype quickly with modern AI tooling to collapse ambiguity, and drive releases that customers can actually adopt in real enterprise environments. If you've shipped net-new enterprise software, used AI as an execution layer (not a press release), and you're calm when the hype collides with production constraints, you'll have the autonomy to move fast and the responsibility to make it hold up. If that sounds like relief instead of pressure, apply.

Candidate requirements

  • At least 5 years of experience shipping new products or major capabilities end-to-end
  • Experience owning product delivery from vision refinement through production deployment
  • Experience prototyping, testing, and iterating products or features using modern AI tooling
  • Experience ensuring enterprise-software standards for quality, security, reliability, and deployment

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

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