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Sales Representative - Payments

Are you a sales professional looking to join a company that's on the rise? Look no further than Heartland! We're on a mission to become a customer-led software solutions company that makes every day work better. And as we continue to grow, we need talented Relationship Managers to help us get to the next level...

At Heartland, we're building a payments platform that enables business owners to take control and get back to what they love. And as a Relationship Manager, you'll be part of a sales team that's revolutionizing the way businesses operate. Using a consultative approach, you'll identify, build relationships, and sign up new businesses in your local area. By understanding their unique needs, you'll develop a customized solution that helps their business thrive.

And the best part? Compensation for this role is based on performance, which means you'll enjoy aggressive commissions, residuals, and portfolio ownership as you meet and exceed your targets. We offer various peer and company recognition programs, as well as 401(k) matching, medical, dental, and vision coverage, and even mental health benefits.

Join us in our mission to help entrepreneurs take control and get back to what they love. Let's make every day work better together!


● Create a hit-list of potential clients and orchestrate the entire sales cycle, from the first phone call to the final high-five (bonus points if you're good at generating your own leads).

● Perform demos that are so compelling prospects will feel like they're on the red carpet at the Oscars.

● This is a work-from-home field sales opportunity, so you'll need to live locally.

● Collaborate with teams across the company to ensure that sales promises become sales realities.

● Wield Atlas, our sales tool, like a ninja master to manage all sales activities.

● Understand the competition like the back of your hand and figure out how to make Heartland shine like a disco ball.


● Strong communication, organizational, and presentation skills that make everyone feel like they're talking to the most charismatic person in the room (and the ability to sell and negotiate at all levels of decision-making).

● Ability to thrive in a fast-paced, startup environment where every day feels like a rollercoaster ride (minus the nausea).

● Self-starter with enough creativity and flexibility to pivot on a dime and perform like a rock star even when under pressure.

● Experience in cold-calling and canvassing local businesses like a boss (extra credit for a track record of success).

● Knowledge of restaurant operations is a big plus (because who doesn't love a good meal?).

● Sales experience preferred, especially if you're a master of the hunt.

● This is a remote field sales gig, but you gotta live in the local area to be considered (no teleportation devices, please).

Career Path

● We're all about promoting from within based on merit, so the sky's the limit. Sales Leadership, Business Development, Revenue Operations... the world is your oyster.

Compensation - Benefits

● It's W2! Medical, Dental, Life, & Disability benefits to keep you healthy and happy.

● We're not messing around with compensation. A first-year professional may expect an average of $90,000 - $105,000+ if you are in the top 25% in the form of uncapped weekly commissions, lifetime residuals, and portfolio equity. Cha-ching!

● We love a good pat on the back, so we've got various peer and company recognition programs to keep you feeling the love.

● We know you're thinking about the future, so we've got a 401(k) and matching program to help you save up for your next yacht (or whatever floats your boat).

Ready to start a rewarding sales career? Apply now to join our rockstar sales team! And join our exclusive Heartland Talent Community to stay in the loop and explore sales positions when the time is right for you. As a member, you'll get access to stay in the know on everything Heartland and be the first to know about exciting, new sales opportunities in your area!

Hilo HI United States


Apply - Sales Representative - Payments Hilo