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No more paper, just send a Digital Check!

VP/Director of Enterprise Sales

$100k – $150k • 0.5% – 4.0%
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Paper checks? Yes, it’s still a thing, trillions of checks sent a year just in the USA! At checkbook.io our solution replaces paper checks with a beautifully engineered and thoughtfully designed digital check. Our clients range from small businesses using our accounting software integrations through large enterprises in diverse industries including banking, insurance, legal, government and automotive.

Built over the last 4 years and paid for by customers and our seed investors, we have achieved product market fit. Now is the time to pour on the gas - invest in sales and marketing to bring our solutions to the world. Please take a look at our product, try it out - takes less than a minute. If you think enterprises and consumers will love getting rid of paper, achieve order of magnitude efficiency improvements, and you can convince them, let's talk.

Reporting directly to the Founder and CEO, you are a proven sales leader excited to close deals and build a team. In the first few months you will work with our current pipeline of large enterprises, develop strategies to expand the pipeline, and mentor and build your world class team. As the owner of enterprise revenue, you will begin to develop a weekly, monthly, and quarterly sales cadence. In your highly visible role you achieve ambitious revenue targets as individuals and a team.

As a senior member of checkbook.io your influence will extend beyond sales, helping to define our culture and operations as we more than double in size over the coming year. You understand product and customer needs, working closely with our product and engineering teams. Together with Marketing and PR you will educate and expand our customer base. Your tech company experience will influence how we build our core operations.

You are a leader who also lives to close. You don't feel complete for the day unless your team has closed a few sales/partnerships. You wake up thinking about the coolest product you can sell. You yearn to satisfy your inner thirst for building the sales and partnerships division at a critical stage for a fintech startup.

We are building a close knit, hard working team and believe in having an "all for one, one for all" environment where we can learn from and support each other. We hope you can be a part of it.

What it takes to succeed:

- You are ready to build a world class team in a high-growth company, including building the team, processes, tools, and strategies to go to the next level
- Thoughtful approach to recruiting, development and team planning
- Negotiating, structuring and delivering complex enterprise agreements
- Exceptional ability to articulate value to clients while building lasting relationships
- Strong communication and presentation skills that work in a variety of situations; C-Suite, your sales team, engineering and finance
- 3+ years leading and building high performing enterprise sales teams
- 4+ years selling technology products with a sales quota
- Track record delivering in high growth technology companies
- Experience in payments space would be awesome, but not a prerequisite. The only prerequisite is you believe in the product and are willing to bet your time and future on it.

Competitive salary plus aggressive commission structure. A significant portion of compensation includes equity and sales closing bonus. As the most senior business hire, this position has the opportunity to develop into overseeing all the business operations at Checkbook.io.

If you are ready to take on a role with huge impact and the opportunity for personal and professional growth, please apply. We can’t wait to meet you.
We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

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