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Outside Sales Regional Manager

Colorado, United States · Sales

Outside Sales Area Manager (Colorado)

Who we are:

We believe in the everyday hero. Those who have the courage to follow their passion and who have the strength and determination to realize their dreams.

Small business owners are at the heart of all we do, so we create powerful, easy-to-use financial solutions to help them run their businesses. With a founder’s mentality and a 'team-first’ attitude, our diverse teams across Europe, South America and the United States work together to ensure that the small business owners we partner with can be successful doing what they love. 

SumUp is a financial technology company that allows businesses of all sizes to receive payments quickly and simply, both in-store and online. Named as Europe’s fastest-growing company in the Inc. 5000, SumUp supports over 3 million merchants globally and operates in 34 markets across Europe, the U.S., Brazil and Chile. With its card terminals and online services relied upon by businesses of all sizes from DHL to black cab drivers – SumUp is the partner of choice for small businesses from every walk of life.

Who you are: 

Sumup is hiring a high energy, rockstar B2B Sales Manager to develop and manage a Sales Team of Outside Account Executives.  This Sales Management position is responsible for hiring, training, coaching, and leading a team of new and established Account Executives AND for overseeing the daily sales and operations of a regional territory.  If you are a fast-paced leader, who has never-ending energy and optimism, thrives in directing and motivating a team to successful results, and is eager to help scale and move company initiatives forward in a rapidly changing environment…..then THIS opportunity is right for you and YOU are right for Sumup!  

We are looking for a Coaching Leader who 

  • is mission-driven and passionate about helping small and medium businesses thrive with evolving sales and marketing technology solutions

  • has experience leading and/or selling in a fast paced, consultative sales process with a track record of consistently achieving sales targets

  • has high emotional intelligence and embraces servant leadership by finding true joy in helping others reach their maximum potential and are invested in their career growth development

  • is an effective communicator and problem solver who speaks clearly, directly and with a motivational and inspiring purpose - you are a positive agent of change who is structurally disciplined and can navigate progression and resolution

  • empowers others to rise to the occasion by creating a fun and competitively healthy team culture which fosters inclusiveness, engagement, responsibility and winning strategies 

  • is committed to exceeding expectations and taking accountability for the team’s sales behaviors, activity, and result trends 

  • is data-driven - you leverage data to effectively coach and maximize your team’s potential - your coaching style is personalized to each rep but you communicate using data to improve core KPIs that incrementally influence sales result gains

  • has experience managing or being managed in a sales methodology, sales process, and / or deal management structure

  • is a people leader - people follow because of who you are and what you represent - you maintain authentic relationships, is fair in judgment, demonstrates shared humility, exhibits a warrior spirit, and finds joy in the journey - you make coming to work exciting & fun!

In this role you will

  • launch, onboard and scale the South Central regional market

  • own and drive new market share revenue by leading your team to acquire new SMB relationships through both cold call prospecting and local inbound lead generation

  • execute and implement our Sumup University sales process, script, and playbook within your team by riding in the field with reps, observing sales meetings, QA, skill development, and role play

  • oversee individual sales activity, pipelines, and forecasted team opportunities; as a data-driven organization, you will be required to use a variety of measurable and scalable sales tools including SFDC mapping tools, communication intel (Gong), CRM dashboards and reports, scorecards, and surveys to gauge the effectiveness, productivity, and results within your team

  • work with your team to develop and maintain strategic sales funnels through local territory prospecting / planning, in-person and remote meetings, and networking 

  • manage individual rep sales behaviors and ‘revenue-generating’ activity to meet and exceed monthly revenue targets 

  • build trust and rapport with direct reports by coaching and enhancing rep selling skills, strategies, and sales confidence through demonstration both in the field and remotely; as well, provide developmental feedback for continuous improvement and uncover strategies to level-up performances and results

  • maintain and grow territory headcount by attracting, recruiting, selecting, and training successful sales talent 

  • work closely with executive management, sales training, recruiting, marketing, and product teams on strategies / tasks that scale regional market share growth, help move larger sales opportunities and company initiatives forward, and drive overall business success


  • 5+ years B2B experience

  • 3+ years of team management experience within a structured, quota-carrying sales environment demonstrating achievement performance 

  • Experience in successfully mentoring and leading others effectively

  • Experience using CRM tools to manage lead funnel and forecast

  • Strong analytical skills to identify trends and patterns

  • Strong communication skills in written, verbal, and powerpoint forms

  • High level of integrity, work ethic, and customer service

  • Experience managing people and coaching to excellence in local B2B markets


The OTE for this role is $169,000 - $184,000 based on experience with uncapped bonus potential. 

Benefits & More:

  • 21 days vacation days & 8 sick days plus 11 paid holidays

  • 401(K) Retirement Plan and Paid Parental leave

  • Special Leaves including Birthday (1 day), Wedding (3 days), Wellness (1 per quarter), Volunteering (2 days)

  • Sabbatical after every 3 years of employment

  • Medical, Dental and Vision benefits, along with too many to list!

  • Benefits that holistically support your physical, emotional, and financial wellbeing

  • Career Coaching & Development

  • We’re a truly global team of 3200+ people from 60+ countries, working to help small businesses across 3 continents.

  • Startup environment and small, cross-functional teams 

SumUp is an Equal Employment Opportunity employer that proudly pursues and hires a diverse workforce. SumUp does not make hiring or employment decisions on the basis of race, colour, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age or any other basis protected by applicable laws or prohibited by company policy. SumUp also strives for a healthy and safe workplace and strictly prohibits harassment of any kind.

SumUp will not accept unsolicited resumes from any source other than directly from a candidate.

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.