Inside Sales Specialist

Coverflex

Work changed. Pay didn’t.

Coverflex exists to make compensation work for everyone.
Pay is still rigid, fragmented, and hard to feel.
We turn compensation into choice — one platform, one card, one app — for benefits, meal allowance, insurance, and more.

Our platform is simple for HR and meaningful for employees.
We provide choice, smarter compensation tools, and empowerment.

⚙️TL;DR (The Essentials)

Role: Inside Sales
Seniority Level: Junior
Type: Individual Contributor
Languages: Italian (main) / English (required)
Main Tools: HubSpot, Notion, Slack, ChatGPT
Location: Remote (Italy)
Compensation:

• Base Salary: €28,000 – €33,000
• Bonus / Commissions: €12,000 – €14,000
• Equity: Yes
• Benefits: All Coverflex benefits apply

💥 Your Impact

Your role will play a major role in our success because you will help expanding Coverflex’s acceptance network among small merchants in Italy.
You’ll identify, contact, and onboard new partners, driving merchant acquisition and ensuring that users enjoy a seamless, frictionless experience when using Coverflex.

You’ll know you’re successful when, after 90 days, you’ve signed new merchants consistently, you've established an effective outreach rhythm and CRM discipline and you've contributed to stronger local presence and merchant satisfaction.

How we’ll measure success:

• Main KPI 1: number of new merchants signed
• Main KPI 2: number of merchants contacted/engaged
• Main KPI 3: number of small chains engaged and signed
  
  

⚡ Reality Check - What Makes This Role Hard

Let’s be real - here’s what makes this role challenging:

• this is a high-volume sales role. You’ll be handling around 100 activities per day, contacting small businesses, supermarket owners, and restaurant managers.
• it demands high energy, self-motivation, and consistency.
• the hardest part? Keeping enthusiasm and engagement high, avoiding monotony, and staying laser-focused on targets every single day

👤 You

Must-haves (evidence, not years)

• 2+ years of B2B sales experience (ideally welfare, payments, or digital services)
• Proven outbound sales and remote closing skills (phone, email, WhatsApp)
• Strong negotiation and cold-calling experience, especially with SMBs
• Organization, autonomy, and discipline in managing your pipeline
• Motivation to optimize scripts and improve conversion rate
• Excellent communication in Italian and English
• Curious, proactive, and data-driven mindset

Nice-to-have

• Experience in the benefits, fintech, or welfare market
• Familiarity with SMB or retail acquisition
• Experience in remote selling and multi-channel communication
• HubSpot CRM mastery

🧬 Your DNA

• Curiosity: you ask why before how
• Ownership: you take initiative and act like a founder
• Energy: you bring enthusiasm and perseverance to repetitive tasks
• Clarity: you communicate simply and effectively
• Collaboration: you share learnings and help teammates grow

You’ll probably find this frustrating if…

• You need constant reassurance or close supervision
• You struggle with routine or high activity volumes
• You dislike cold calling and goal-driven environments
• You prefer rigid processes over flexibility

👥 Manager & Team

Meet Your Manager

Hiring Manager: Stefano Alicicco - Head of Networks - SMB
Location: Italy
LinkedIn Profile: https://www.linkedin.com/in/stefano-alicicco/

Profile Snapshot:

• Energy: positive, relaxed, optimistic, but highly focused and results-oriented
• Communication: direct and informal
• Feedback Style: gentle, honest, and straightforward

How to work with me - in the Manager's own words:

“I see myself as part of the team, not above it. My job is to help you succeed — I work for you. We’ll have fun, push hard, and aim high together. I’m friendly and accessible, but I expect full commitment, precision, and a winning attitude every day.
If you bring energy and ownership, you’ll always have my trust and