June 17, 2026

Outside Sales Account Executive - Cleveland, OH

Mid • On-site

Cleveland, OH

SumUp is seeking an Outside Sales/Account Executive for the Greater Cleveland Area!

This is a Field Sales Role

Who You Are

You are a sales professional with 1-5 years of experience, who is bright and driven, looking for a genuine opportunity where you can be with a company for a long time. In fact, you are GREAT, you are going places, so you are looking for a home where your commissions are uncapped, though you also need that base salary to pay immediate bills. You're also looking for somewhere that allows you to move up internally, because you'll need that, and to work with an interesting technical product that actually makes a real difference in the world. You care about helping others and your local neighborhood. You want a start-up atmosphere, but you also want stability in rocky times and good benefits, and you want to work with other great people who are fun and above all make you better than you ever thought you could be.

SumUp supports a diverse community of professionals with various backgrounds and lived experiences. There is no "perfect candidate" for this role. We are simply searching for people that are driven to succeed in helping SumUp continue delivering on our values and making our customers successful.

A Day In Your Life

Armed with a good understanding of the product from training, you will build a sales pipeline by developing relationships with local businesses. We will show you how. You will make their life easier by selling a payment and loyalty solution that turns their small enterprise into the heartbeat of the block. Over 3 million merchants use us because our products are good. This is going to require research however, and cold calling, and knocking on doors, and above all empathy and kindness for your customer's needs.

The Role You Would Fill

  • Full sales cycle management including territory based prospecting and canvassing
  • Cold Calling for new business leads
  • Research (play smarter not harder)
  • Use our CRM to track performance and ensure communication and success

Your Background

  • 1-5 years of sales experience
  • Reliable transportation
  • Experience in retail, hospitality, B2B and/or SAAS sales is always a plus. If you don't have this, please don't let this stop you from applying

Who we are

SumUp is a fast-growing fintech firm that helps local families and businesses by allowing them to receive payments quickly and simply, both in-store and online. We are no small cheese because we have over 3000 employees and work in over 34 countries. But most importantly we are relied upon by merchants of all sizes from DHL to taxi drivers.

A few details of the role include:

  • Starting Compensation: On-target-earnings (OTE) $107,000 with uncapped commission.
  • Opportunities for advancement and increased compensation based on performance.
  • 22 days of annual PTO plus 11 paid holidays
  • 401K matching
  • Great medical, dental and vision benefits.

#SumUpUSA



Job Application Tip

We recognise that candidates feel they need to meet 100% of the job criteria in order to apply for a job. Please note that this is only a guide. If you don't tick every box, it's ok too because it means you have room to learn and develop your career at SumUp.

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Syracuse, NY

50,000 - 60,000 USD/yr

🏢 Summary: Customer Success Sales Manager role focused on managing and growing existing accounts, generating new business opportunities, and delivering CAD and engineering solutions. The position owns the full sales cycle, leverages HubSpot CRM for pipeline management, and collaborates cross-functionally to ensure long-term customer success. Offers base salary plus commission, remote flexibility, and comprehensive benefits. 🗂️ Requirements: Bachelor's degree in Business, Engineering or related field or equivalent experience, 2–3 years of sales experience including prospecting and closing business, Experience managing full sales cycle, Ability to maintain pipeline and forecasting in CRM, Strong collaboration skills across technical and marketing teams, Experience generating pipeline and closing new business, Experience selling CAD, engineering or manufacturing solutions (preferred), Familiarity with SOLIDWORKS or similar platforms (preferred), Experience using HubSpot CRM (preferred) 📃 Skills: HubSpot, SOLIDWORKS, CAD, CRM, Forecasting, Prospecting, Pipeline, SaaS 🏢 Description: CUSTOMER SUCCESS SALES MANAGER At CADimensions, we believe great sales is about more than closing deals — it's about building trusted partnerships and helping customers solve real challenges. Our Account Managers are at the forefront of that mission, connecting innovative technology with the people who need it most. We're looking for a driven, relationship-focused Customer Success Sales Executive to grow and manage a portfolio of customers, uncover new opportunities, and deliver solutions that create real impact. This role is perfect for someone who is curious, resilient, and motivated by both winning new business and helping customers succeed long-term. WHAT YOU WILL BE DOING: Build and manage strong relationships within a defined set of accounts, serving as a trusted advisor to customers. Prospect and generate new opportunities within existing accounts and targeted prospects. Own the full sales cycle, including identifying opportunities, progressing deals, forecasting, and closing business. Partner closely with customers to understand their needs and align solutions that drive value. Maintain accurate and up-to-date activity, pipeline, and forecasting within HubSpot CRM. Collaborate with internal teams (technical, marketing, and leadership) to deliver a seamless customer experience. Continuously develop product knowledge, including certifications in Dassault Systèmes or other vendor solutions. Stay proactive and persistent in follow-up to ensure opportunities move forward and customers stay engaged. Contribute to team success by sharing insights, best practices, and supporting overall sales initiatives. WHAT YOU NEED TO BE SUCCESSFUL: Bachelor's degree in Business, Engineering, or related field (or equivalent experience) 2–3 years of sales experience, including prospecting and closing business Strong ability to build relationships and earn trust with customers Self-motivated with strong problem-solving and critical thinking skills Excellent communication, organization, and follow-through Ability to collaborate effectively across teams to drive results PREFERRED QUALIFICATIONS: Experience selling CAD, engineering, or manufacturing solutions Familiarity with SOLIDWORKS or similar platforms Experience using HubSpot CRM Proven track record of generating pipeline and closing new business Experience with solution-based or consultative sales approaches PERKS OF WORKING AT CADIMENSIONS Competitive Compensation: $50,000 – $60,000 base salary plus commission Health Benefits: Medical, dental, and vision coverage, including a medical plan option where CADimensions pays 100%. 401(k) with Immediate Matching: Company match available with no waiting period, helping you start building for the future right away. Generous Time Off: Paid time off to recharge that increase every year, plus dedicated paid volunteer time so you can give back to causes that matter to you. Flexibility: Remote work environment with the ability to work where you're most productive. Growth Opportunities: The chance to develop your technical and business systems expertise while working closely with teams across the organization. Great Culture: A collaborative team environment recognized as a Great Place to Work, where people genuinely support each other and enjoy what they do.

Technology

Flexport

Enterprise Account Executive

Mid

On-site

Austin, TX

🏢 Summary: Account Executive role focused on building and growing a book of business by selling end-to-end, tech-enabled supply chain and fulfillment solutions. The position involves prospecting, consulting clients on supply chain needs, managing complex global logistics projects, and driving revenue through new sales and account expansion. You will collaborate cross-functionally to deliver tailored logistics solutions and lead ongoing business reviews with clients. 🗂️ Requirements: 2+ years of experience in freight forwarding, supply chain technology or sales, Experience with end-to-end supply chain solutions, Proven ability to build or maintain commercial relationships, Demonstrated success in driving business growth and closing deals, Ability to lead client meetings in virtual and in-person environments, Strong organizational and communication skills 📃 Skills: Sales, Freight, Logistics, SupplyChain, Prospecting, Negotiation, CRM, SaaS 🏢 Description: The opportunity: We are seeking an Account Executive with experience in end to end supply chain solutions to build and maintain a healthy book of business. You'll be part of a high-performing team where you'll focus on building up the brand while solving customer problems with tech-enabled supply chain and fulfillment solutions. A normal day might include leading a discovery call with a prospect to uncover more about their supply chain processes, project managing the complexities of a global supply chain, reviewing a customer's growth strategy with their Operations Team, traveling with a prospective client to tour a warehouse, or sharing best practices with the broader sales team in a peer learning session. You will: - Build your book of business by closing net-new customers and/or cross-selling and upselling existing customers that contribute to overall revenue goals - Uncover and connect with ideal clients through a combination of self-prospecting and/or collaboration with the SDR team - Consult with new clients to understand their supply chain needs - Create a value-add solution, demonstrating capabilities through remote and in-person meetings - Navigate, bundle, and sell the suite of products across the supply chain/shipment lifecycle - Lead Monthly and Quarterly Business Meetings with existing clients, helping them to effectively plan for the future and make improvements to their supply chain processes - Work closely with internal teams (Operations, Ocean, Air, Trucking, Customs, etc.) to drive a best-in-class customer experience - Lead the customer onboarding process by leveraging internal resources and teams You should have: - 2+ years of experience in freight forwarding, supply chain technology or sales - An obsession with client happiness - Competitive and creative drive to win over customers and think outside the box to get a deal done - Demonstrated ability to effectively drive business forward - Proven success building or maintaining commercial relationships - A naturally curious and inquisitive approach to client discovery - Excellent communication, interpersonal, and organizational skills, with the ability to connect in both virtual and face-to-face environments - Ability to learn fast, strong work ethic, and a strong desire to grow as a sales executive

Technology

Flexport

Enterprise Account Executive

Senior

On-site

Salt Lake City, UT

🏢 Summary: Opportunity for an experienced Account Executive to drive new business and grow existing accounts by selling end-to-end, tech-enabled supply chain and fulfillment solutions. The role focuses on full-cycle sales, client discovery, solution consulting, and cross-functional collaboration to deliver tailored logistics solutions. Candidates will manage complex global supply chain deals while building long-term commercial relationships. 🗂️ Requirements: 5+ years experience in freight forwarding, logistics, or supply chain, 2+ years full-cycle, quota-carrying sales experience, Experience with end-to-end supply chain solutions and fulfillment, Ability to run a structured sales process, Proven track record of building and maintaining long-term commercial relationships, Ability to lead client discovery and business review meetings, Strong collaboration with cross-functional operational teams 📃 Skills: Logistics, Freight, SupplyChain, Fulfillment, Sales, Prospecting, Negotiation, CRM 🏢 Description: The Opportunity: We are seeking Account Executives with experience in end to end supply chain solutions and fulfillment to build and maintain a healthy book of business. You'll be part of a high-performing team where you'll focus on building up the brand while solving customer problems with tech-enabled supply chain and fulfillment solutions. A normal day might include leading a discovery call with a prospect to uncover more about their supply chain processes, project managing the complexities of a global supply chain, reviewing a customer's growth strategy with their Operations Team, traveling with a prospective client to tour a warehouse, or sharing best practices with the broader sales team in a peer learning session. You will - Build your book of business by closing net-new customers and/or cross-selling and upselling existing customers that contribute to overall revenue goals - Uncover and connect with ideal clients through a combination of self-prospecting and collaboration with the SDR team - Consult with new clients to understand their supply chain needs - Create a value-add solution, demonstrating capabilities through remote and in-person meetings - Lead Monthly and Quarterly Business Meetings with existing clients, helping them to effectively plan for upcoming business - Navigate, bundle, and sell the suite of products across the supply chain/shipment lifecycle - Work closely with internal teams (Operations, Ocean, Air, Trucking, Customs, etc) to drive a best in class customer experience - Lead the customer onboarding process by leveraging internal resources and teams You should have - 5+ years of experience in freight forwarding, logistics, or supply chain industries - At least 2 years' experience in a full cycle (prospecting to closing), quota carrying sales role - Demonstrated ability to run a structured sales process - Proven success building and maintaining long term commercial relationships - Excellent communication, interpersonal, and organizational skills - Ability to connect in both virtual and face-to-face environments - Ability to learn fast, strong work ethic, and desire to grow as a top sales executive Commitment to Equal Opportunity All qualified applicants will receive consideration for employment regardless of race, color, religion, sex, national origin, age, physical and mental disability, health status, marital and family status, sexual orientation, gender identity and expression, military and veteran status, and any other characteristic protected by applicable law.