Outside Sales Account Executive - Cleveland

Outside Sales Account Executive - Cleveland

Join to apply for the Outside Sales Account Executive – Cleveland role at Sum Up.

Sum Up is seeking an Outside Sales/Account Executive for the Greater Cleveland Area.

You are a sales professional with 1‑5 years of experience, bright and driven, looking for a genuine opportunity to stay long‑term. You want uncapped commissions with a base salary to cover bills, the ability to move up internally, and to work with a product that makes a real difference. You care about helping others and your local neighborhood. You want a startup atmosphere but also stability, good benefits, and to work with great people who help you grow.

Sum Up 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 Sum Up continue delivering on our values and making our customers successful.

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. This will require research, cold calling, knocking on doors, and above all empathy and kindness for your customer’s needs.

• 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

• 1‑5 years of sales experience
• Reliable transportation
• Experience in retail, hospitality, B2B or SaaS sales is a plus. If you don’t have this, please don’t let this stop you from applying.

Sum Up 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 have over 3,000 employees and operate in more than 34 countries. Most importantly, we are relied upon by merchants of all sizes from DHL to taxi drivers.

• Starting Compensation:
  On‑target earnings (OTE) $107,000 with uncapped commission. Base salary is $50,000.
• 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.

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 Sum Up.

Entry level

Full‑time

Sales and Business Development

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