Your Payments - Secure. Supported. Optimized.

Join the Team You Will Love


Our Team is Always Growing

Arrow Payments was founded in 2005 with a focus on helping small companies set up their credit card processing and merchant accounts. Within the first few years of operation, the company quickly grew to three offices with 40 employees. As the business evolved, the focus shifted to supporting larger organizations. This new strategy led to delivering the expertise and creative solutions necessary to successfully support Enterprise accounts. 

After nine years of exponential growth and success, Founder Deborah Jackson had the opportunity to take sole ownership of the company. It was under Deborah’s guidance that the company experienced major organizational change, with a shift from the original “hardcore-selling boiler room” culture to an authentic approach of thoughtful service and expert care within the payments industry. Today, Deborah oversees a nimble team that has broadened their services into higher education and healthcare. This new season of continued growth has been focused on scalability, specifically around this newly defined target market.

Arrow Payments is recognized within the payment solutions industry as a team of trusted technology advisors who care deeply about protecting client success. Complex organizations need assistance and implementation specialists -- Arrow Payments decodes the payments world and offers solutions in a constantly changing payments landscape.

Deborah Jackson, Founder & CEO

Deborah Jackson, Founder & CEO

What We Do:

We deliver expertise and creative solutions for enterprise businesses with complex payment security and reconciliation needs.  


Our Mission:

Improve the world by creating meaningful experiences and opportunities for client and team member success. 

Our Core Values:


Working at Arrow is More than a Paycheck


“I didn’t know that you can work at a place like this. I’ve worked at award-winning "best places to work" for 15+ years and none of them had the environment that we have here. I tell people stories about the amazing things that we’re doing for our clients and for each other and they always say the same thing: “What’s the catch?” But that’s the thing; I’m constantly pinching myself. It’s incredible to not only love where you work but to also be loved where you work.”

- Marci, Arrow Payments Team Member since January 2018

Here are just some of the benefits our team enjoys:


A place you love to work! Seriously.

Continuous education.  We are constantly learning and evolving.  We are proud members of the Junto Institute striving for emotional intelligence, leadership and goal achievements.

We work in a beautiful office with people that care about one another and the company.

You can wear what you want to the office… yet we are always professional.

La Colombe Coffee and tea, including Matcha, all key elements to a great morning.

We offer a competitive salary + bonus opportunities.

To help our team prepare for retirement, we have a 401k with a company match.

Healthcare including medical, dental, and vision coverage to keep you healthy.

Generous PTO policy and company paid holidays

We promote from within. As we grow, so will you! 


Enterprise Solutions Executive

Job Mission: What is the primary responsibility for this position?

The Enterprise Solutions Executive is ultimately responsible for building Arrow Payments’ sales pipeline by generating leads, cultivating meaningful relationships with qualified opportunities and ultimately securing new clients.


  • Location: Chicago, IL (some travel required)

  • 3 years of sales experience (preferably Enterprise sales)


  1. Need for Achievement: Sets demanding personal goals. Is ambitious. Strives for excellence. Willing to work as hard as necessary to get things done.

  2. Persuasion: Builds a good case, taking customer needs into account. Closes compellingly. Enjoys selling, negotiating, and changing others' point of view. Stays calm under pressure.

  3. Interpersonal Savvy: Relates well to all kinds of people. Builds appropriate rapport. Uses diplomacy and tact. Can diffuse even high-tension situations comfortably. Strong ability to read the room (knows when to push and when to be patient).

  4. Organization: Is disciplined and methodical. Detail-oriented. Is organized and orderly. Checks thoroughly to avoid mistakes. Tracks opportunities and contacts. Task-oriented. Follows up.

  5. Technical / Functional Skills: Has the functional and technical skills to do the job at a high level of accomplishment. (Understanding of complex terminology / solutions).

  6. Optimism: Expects to succeed. Remains resilient in the face of difficulties.

  7. Confidence: Is unfazed by rejection. Not offended by difficult buyers. Feels self-assured. Freely expresses opinions or concerns.



  • Create a target list based on ideal client profile

  • Research & identify the key decision maker(s) at each prospect

  • Contact potential leads (email, phone, networking events, etc.) that meet Ideal Client Profile criteria

  • Schedule pre-qualification meeting

  • Document activity related information in CRM


  • Identify if prospect’s needs fit Arrow Payment’s services

  • If yes, then schedule presentation (qualification) meeting

  • Build relationships with strategic & channel partners

  • Document prospect related information in CRM

  • Set agenda for presentation (qualification) meeting


  • Assist in preparing presentation materials

  • Participate in presentation (qualification) meetings

  • Document qualification-related information in CRM

  • Follow-up with prospect confirming next-steps


  • Assist in developing proposals (for Discovery)

  • Participate in proposal review meeting

  • Follow-up with prospect confirming next-steps


  • Part I: Participate in final proposal review meeting (for Discovery)

  • Part II: Participate in proposal review meeting (for Solutions)


If this sounds like a good fit for your future, please apply...

Tell, us in your own words why you would like to work for Arrow Payments. Please email your cover letter and resume for consideration to Deborah Jackson, CEO.

Client Success Specialist

Job Mission: What is the primary responsibility for this position?

The Client Success Specialist is responsible for providing world-class support and service to our client base.


  • Consistently work as an integral part of the team with efficient communication. 

  • Work with an “all hands on deck” mentality and until the job is done.

  • Deliver consistently positive (and even rave-worthy) client love experiences.

  • Continuously follow-up, provide strategic insights to management and ensure that client’s needs are met.

  • Propose and implement ongoing improvements to our growth efforts while achieving client service metrics.

  • Collaborate with others, bring the best experience to our team and meet an insanely high bar for taking care of clients.


  • High attention to detail, the ability to prioritize tasks and execute effectively!

  • Experience in a startup environment and an ability to grasp new technologies.

  • Ability to build strong relationships, manage expectations and execute for existing clients and prospects. 

  • Ability to work in the business world, understanding that Arrow runs on support AND technology.

  • Problem-solving mindset with a sense of urgency at all times.

  • Excellent verbal and written communication skills with an emphasis on tact and diplomacy.

  • Experience with merchant credit card payment processing and Salesforce is ideal.

  • Multi-tasking wizard.

  • Must play well with others.

If this sounds like a good fit for your future, please apply...

Tell, us in your own words why you would like to work for Arrow Payments. Please email your cover letter and resume for consideration to Deborah Jackson, CEO. 

Other Roles at Arrow Payments

Are you excited about joining the Arrow Payments team, but you do not see a role that fits your expertise? Please let us know how you think you could help Arrow Payments grow. Email Deborah Jackson, CEO at