Account Executive

Sorry, this job was removed at 06:08 p.m. (CST) on Monday, Oct 13, 2025
Easy Apply
2 Locations
In-Office or Remote
eCommerce • Payments • Financial Services
The Role

Checkbook is a payments disbursement platform, enabling businesses to seamlessly send payments at scale. With Checkbook’s all-in-one solution, businesses can offer recipients a variety of payment methods including faster payments, with no recipient enrollment required. No other payment processor has been able to build such ease of use.

Our culture is work hard - play hard. We are working on a game changing way to disburse payments and will go at it tirelessly. We are also building a close knit team and believe in having an "all for one, one for all" environment where we can learn from and support each other. When we talk we will tell you the specifics as opposed to a generic corporate speak. We hope you will join us. 

The Role: Checkbook is looking to add to our sales team by adding a few SAE's. Candidate should possess experience with majority of the responsibilities below and an eagerness to learn in a fast-paced start-up environment. Experience in FinTech a plus!

Responsibilities:

  • Create detailed business plans to reach predetermined goals and quotas
  • Manage the entire sales cycle from finding a potential client to securing a deal
  • Unearth new sales opportunities through networking and turn them into long-term partnerships
  • Work collaboratively with prospects to ensure good mutual fit
  • Identify potential customers and set approach strategies
  • Resolve issues and handle complaints quickly and effectively
  • Negotiate contracts and close agreements
  • Get feedback and suggest ways to increase customer engagement

Requirements & Skills

  • Proven work experience as a Senior Account Executive
  • Have a knack for identifying deep customer pain points
  • Act as a consultant or advisor as opposed to a sales person
  • An ability to understand and analyze sales performance metrics
  • Excellent communication and team management skills
  • Strong analytical and negotiation skills
  • Business acumen with a problem-solving attitude

Who you are:

  • 4+ years of relevant sales experience, ideally at a B2B startup
  • Proven ability to operate in a fast paced environment and adapt to dynamic targets
  • Understanding of the sales process
  • Consistent, methodical, and organized
  • Excellent verbal and written communication skills

Bonus points if you have experience in the payments space

Benefits & Perks

  • Insurance (Medical, Dental, Vision, LTD and a variety of other programs)
  • 401k
  • Equity
  • Catered meals (in office)

Variable Base + Commission + Equity (based on experience)

*Equal Opportunities Employment Statement*
It is our policy to provide equal opportunities for all employees in relation to recruitment, training and promotion. Decisions in these areas will be made only by reference to the requirements of the job and shall not be influenced by any consideration of age, disability, gender reassignment, marriage or civil partnership, pregnancy or maternity, race (including color, nationality and ethnic and national origin), religion or belief, sex or sexual orientation.

If you are interested in applying for employment and need special assistance or an accommodation to use our website to apply for a position, please contact us directly.


** To all recruitment agencies: Checkbook.io does not accept unsolicited agency resumes. Please do not forward resumes to Checkbook employees. Checkbook is not responsible for any fees related to unsolicited resumes and will not pay fees to any third-party agency or company ** 

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The Company
San Mateo, CA
18 Employees
Year Founded: 2015

What We Do

Accounts Payable (and Receivable, too) Made Easy!

At Checkbook, we have built a way to send and receive Digital Checks instead of dealing with paper and postage, or expensive online transactions. Digital Checks offer a clear financial and operational advantage for businesses with instant delivery, and online deposit, at a fraction of the cost of other payment options. Just $1 per transaction, regardless of the amount.

No more stuffing and stamping. Simply hit ‘Send’

Send digital checks in seconds with our seamless interface at www.checkbook.io. Simply enter the recipient’s name, email, and the amount -that’s it! The recipient will receive an email of their check that they can instantly deposit, or print if they choose. Have multiple recipients? Upload a CSV file and send mass checks easily. We’re also integrated with Quickbooks! Download the app at the Intuit Marketplace.

Easy Onboarding

The convenience of Checkbook is that recipients do not need a Checkbook account, just an email address. We take care of the rest with instant bank account verification for on-the-spot deposit -or they can print a paper check, if that’s their preference.

Live Check Tracking

No more “I never received a check.” With Checkbook’s integrated accounting dashboard, you can follow every digital check through every point of the process, from delivery and deposit to posting.

The Bottomline

Checkbook’s Digital Check technology is an end-to-end, simplified payments solution that combines both cost-savings and convenience. Get rid of check clutter and go digital today!

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