As an Inside Sales Representative, you will play a central role in growing myPOS Order ePOS in Italy. In close partnership with your assigned SDR, you will take qualified opportunities through the full sales cycle, from product demonstration to signed deal, helping convert pipeline into revenue. This is a pure new-business role, focused on winning new merchants and building commercial momentum in a newly launching market. You will deliver tailored demos, create bespoke proposals, navigate objections confidently, and guide prospects through to a decision with a strong mix of structure, credibility, and drive.
What you’ll do- Take over qualified opportunities from SDRs and manage them through the full sales cycle to signed contract
- Run tailored product demonstrations based on each merchant’s business model, needs, and operational setup
- Build and present compelling commercial proposals that clearly communicate the value of the solution
- Negotiate confidently within pricing guidelines and move opportunities forward with pace and structure
- Build relationships with SMB decision-makers across sectors such as retail, hospitality, and services
- Keep pipeline data accurate and up to date in the CRM, including deal stages, forecast values, and close dates
- Share market feedback, competitor insights, and merchant reactions with the wider business
- Represent myPOS Order at relevant events, trade shows, and local networking opportunities
- 2-5 years of experience in B2B sales or business development, with a demonstrated track record of closing
- Experience in ePOS, SaaS, fintech, payments, or hospitality/retail technology is strongly preferred
- Proven ability to run a full sales cycle independently, from first demo to signed contract
- Experience selling to SMB owners and operators is a strong advantage
- Confident, consultative selling style - you listen before you pitch
- Strong communication skills and the ability to build trust long-term
- Fluency in Italian, with good working proficiency in English
- Willingness to travel locally for events, merchant meetings, and commercial activity when needed
- Join the launch of myPOS Order in Italy and play a visible role in its growth from day one
- Take ownership of real commercial opportunities in a greenfield market
- Sell a genuinely differentiated product backed by the wider myPOS ecosystem
- Benefit from uncapped commission and strong earning potential as the market grows
- Gain high visibility in the business, with your contribution directly shaping the success of the Italian market
- Grow your career as the team expands, with future opportunities across sales and commercial leadership
- Vibrant international team operating in a high-tech environment
- Excellent compensation package
- 26 days annual paid leave
- Health Insurance
- Meal Vouchers
- Annual salary reviews, promotions and performance bonuses
- myPOS Academy for upskilling and training
- Unlimited access to courses on LinkedIn Learning
- Annual individual training and development budget
- Refer a friend bonus as we know that working with friends is fun
- Teambuilding, social activities and networks on a multi-national level
Since 2014 we’ve been all about making payments easier and more accessible for businesses of all shapes and sizes. Whether you’re at the counter, selling online, or on themove, we’ve got businesses covered with smart, accessible and affordable solutions that keep things easy.
Our mission? It’s simple. Help businesses get paid by taking advantage of modern tech and innovative ideas, so payment challenges are a thing of the past.
myPOS is committed to providing equal employment opportunities. All qualified candidates will be considered for employment without discrimination based on age, ancestry, colour, marital status, national origin, physical or mental disability, medical condition, veteran status, race, religion, sex, sexual orientation, gender identity or expression, or any other characteristic protected by applicable laws, regulations, and ordinances.
Your application will be confidentially reviewed in line with the General Data Protection Regulation (GDPR). Personal information will be used solely for the job application and will be stored for a period needed by the application process. Only short-listed candidates will be contacted. Good luck!
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