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 SalesSeniority Level: JuniorType: Individual ContributorLanguages: Italian (main) / English (required)Main Tools: HubSpot, Notion, Slack, ChatGPTLocation: Remote (Italy)Compensation: Equity: Yes – Stock Options under our Equity Incentive Plan Benefits: you can check them below (at the end of the page) Contract Type: Fixed Term - 6 months 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 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 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 Meet Your Manager Hiring Manager: Stefano Alicicco - Head of Networks - SMBLocation: ItalyLinkedIn Profile: 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: Fabiola Caruso, Network Manager, Key Stakeholders: Wider Network Team Success 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 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). No cover letter required.Apply with your LinkedIn or upload your CV .You may be asked a few short, relevant questions.