Inside Sales SpecialistCoverflexFull Time$32.5k - $38.3k per year
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Cold-Calling HubSpot Lead Generation Outreach Prospecting Sales Business Development Phone skills

Inside Sales Specialist

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 – Stock Options under our Equity Incentive Plan

  • Benefits: you can check them below (at the end of the page)

đź’Ą 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)

  • 1+ year 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

đź‘Ą 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 support.

Your Team

You’ll work day-to-day with:

Key Stakeholders:

  • Wider Network Team

  • Success Team

  • Sales Team

Team Rituals:

  • Weekly performance & project call (Monday)

  • Morning coffee for team bonding

  • Weekly 1:1 with Manager

  • Friday pitch shadowing, brainstorming & week wrap-up

đź’ś Access & Belonging (Equal Opportunity)

We hire for impact and potential, not pedigree.
We welcome applications from people with non-linear careers, career breaks, caregiving gaps, and those changing fields.

No discrimination on the basis of age, disability, gender identity/expression, marital or family status, pregnancy, neurodivergence, race/ethnicity, religion/belief, gender, sexual orientation, or any other protected ground.

Assessment fairness:
We anchor on evidence of outcomes (what you shipped, moved, or influenced).
We actively de-bias by using structured rubrics, multiple assessors, and blind screening most of the time (we won’t know your name, gender, or personal info until the interview stage).

📬 Application Clarity

No cover letter required.
Apply with your LinkedIn or upload your CV.
You may be asked a few short, relevant questions.

Total candidate time investment: ~2–3 hours end-to-end.

🧩 Hiring Stages (What to Expect, Why & How Long)

1. CV Screening — Signal check vs must-haves
• Done by People + Hiring Manager.
• You’ll hear from us within 7 business days.

2. Role-Fit Questionnaire (async)
Purpose: capture signals your CV can’t (languages, tools, scenario judgement) and calibrate seniority.
Format: multiple choice + short answers.
Accessibility: prefer a call? Tell us - we’ll swap for a short chat.

3. Quick Interview (Intro Call) - Mutual fit & context • 30 min
With People. Covers role scope, salary, location, and timeline.

4. Hiring Manager Interview - Deep dive into your work • 45 min
Structured around outcomes, decisions, and collaboration.

5. People Interview - Allow us to know you! • 45 min
With People. Stress-free virtual coffee, focused on getting to know you as a person. We talk about culture, beliefs, and purpose.

6. Team Chat - Meet the Country Manager â€˘ 30 min

7. Final Conversation (CEO / C-Level) — Values, strategy, and your growth • 30 min

Optional: References (2–3 people who’ve seen your recent work) - async.

⏱️ Speed & Communication

  • Decision: within 4 weeks of your application.

  • Updates: weekly if the process runs longer.

  • Scheduling: interviews between 10:00–16:00 CET (flexible across Europe).

  • Feedback: from the Case stage onwards, you’ll always receive written or verbal feedback - what went well, and what to strengthen next time.

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