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 PlanBenefits:you can check them below (at the end of the page)Contract Type:Fixed Term - 6 monthsYour role will play amajor role in our successbecause 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 signedMain KPI 2: number of merchants contacted/engagedMain KPI 3: number of small chains engaged and signed? Reality Check - What Makes This Role HardLet'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 managersIt demands high energy, self-motivation, and consistencyThe hardest part?Keeping enthusiasm and engagement high, avoiding monotony, and staying laser-focused on targets every single dayMust-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 SMBsOrganization, autonomy, and discipline in managing your pipelineMotivation to optimize scripts and improve conversion rateExcellent communication in Italian and EnglishCurious, proactive, and data-driven mindsetNice-to-haveExperience in the benefits, fintech, or welfare marketFamiliarity with SMB or retail acquisitionExperience in remote selling and multi-channel communicationHubSpot CRM masteryCuriosity: you ask why before howOwnership: you take initiative and act like a founderEnergy: you bring enthusiasm and perseverance to repetitive tasksClarity: you communicate simply and effectivelyCollaboration: you share learnings and help teammates growYou'll probably find this frustrating if...You need constant reassurance or close supervisionYou struggle with routine or high activity volumesYou dislike cold calling and goal-driven environmentsYou prefer rigid processes over flexibilityMeet Your ManagerHiring Manager:Stefano Alicicco - Head of Networks - SMBLocation:ItalyLinkedIn Profile:Profile Snapshot:Energy:positive, relaxed, optimistic, but highly focused and results-orientedCommunication:direct and informalFeedback Style:gentle, honest, and straightforwardHow 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 TeamYou'll work day-to-day with:Fabiola Caruso,Network Manager,Key Stakeholders:Wider Network TeamSuccess TeamTeam Rituals:Weekly performance & project call (Monday)Morning coffee for team bondingWeekly 1:1 with ManagerFriday pitch shadowing, brainstorming & week wrap-upAccess & Belonging (Equal Opportunity)We hire forimpact 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 ofage, 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 yourLinkedInor upload yourCV.You may be asked a few short, relevant questions.