FlexHired LogoFlexHired

Job Summary

This role focuses on building strategic partnerships and closing multi-million dollar deals within the software and FinTech sectors. The candidate will develop account plans, lead complex sales processes, and work with cross-functional teams to secure and expand high-value enterprise accounts. Ideal applicants have extensive experience in enterprise sales, stakeholder management, and negotiating multi-stakeholder contracts. The position offers comprehensive benefits and targets professionals with a proven track record of exceeding sales quotas and managing long sales cycles.

Required Skills

Business Development
Negotiation
Relationship Building
Account Management
Financial Analysis
Outbound Sales
Sales Strategy
Stakeholder Management
Enterprise Sales
Contract Negotiation
Partnerships
C-Level Communication
Product Workshops
Product-Market Fit

Benefits

Paid Time Off
Parental Leave
Stock Options
Medical Insurance
Dental Insurance
Vision Insurance
Life Insurance
Flexible PTO
Retirement Plan (401k)
Holidays
Short-term Disability
Long-term Disability
Sick Leave
Home Internet Stipend
Mobile Phone Stipend

Job Description

Building at Check

At Check, we make paying people simple. In doing that, we’re not just building our own business— we’re building payroll businesses together with every one of our partners. As the inventors of embedded payroll, we’re redefining how people get paid and making it easier for payroll businesses to launch, grow, and thrive. Check out the full story | Tune in.

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses.

Our Team

Payroll is broken. Come fix it alongside a team that’s as passionate as you are! At Check, you'll use creative problem-solving, critical thinking, and grit to impact every business we build. We view problems to solve and jobs to be done as opportunities to contribute to the solution; we ignore conventional role boundaries in favor of the unique strengths and value each builder brings to our team and to our mission.

Join us if you’re ready to roll up your sleeves and redefine payroll. Let’s simplify the complex, make a real impact, and create a better future for businesses of every size.

This individual will identify the right partners to acquire whose strategies align with Check’s, sign multi-million dollar strategic accounts, and build the foundations of our sales strategy. Some of our key partnerships include executing agreements with the CEO, CFO, CTO, and COO at vertical and workforce management software companies and global enterprises.

In this role, you will:

  • Sell to strategic accounts within the software space and sign deals ranging in value from hundreds of thousands of dollars up to multiple millions of dollars
  • Support all aspects of deal execution, including prospecting, outbound efforts, sales execution, internal management, negotiations, and contract execution
  • Develop account plans for winning and expanding a book of business
  • Develop outbound strategies to create and nurture opportunities
  • Work with stakeholders across the Check organization in product, compliance, operations, and more to secure what is needed to close strategic deals
  • Develop relationships with executive stakeholders at new accounts
  • Work with company leaders from multiple functions (e.g., Engineering, Product, and Finance) to lead complex product workshops and financial analyses

Many backgrounds could fit this role, but ideal candidates will have some or all of the following:

  • 5+ years of enterprise sales, business development, or partnerships experience in a technology company, FinTech preferred
  • Direct experience closing growth accounts that involve 6+ month-long sales cycles
  • Experience building relationships with C-level executives and managing accounts with multiple stakeholders
  • Polished executive presence, clear and concise communication style
  • Experience managing a complex enterprise sales motion
  • Hardworking self-starter with a proven track record of closing multi-million dollar deals
  • Creative and persistent networker, adept at locating decision-makers, building relationships, and negotiating agreements
  • Strong ability to assess product-market fit and prioritize initiatives based on potential business impact
  • History of exceeding sales quota
  • Experience working with technology infrastructure or FinTech infrastructure
  • Exceptional communication skills and the ability to rally organizational support
  • High energy level and intellectual curiosity in a fast-paced, start-up environment

What we offer:

For full-time employees, Check offers company-sponsored medical, dental, vision, short-term/long-term disability, and basic life insurance coverage, effective on their first day of work. We also provide stock options, flexible PTO and sick leave, 16 weeks of fully paid parental leave for all new parents, flexible return-to-work, 9 annual holidays, a 401k retirement plan, and a $100 monthly stipend for home internet and mobile phone expenses.

The actual annual salary for this role is dependent on each candidate’s experience, qualifications, and work location:

  • The expected base salary range in San Francisco, NYC, LA, and Seattle is between $175,000 and $200,000, with additional performance-based variable compensation between $75,000 and $85,000.
  • For all other locations, the expected base salary range is between $150,000 and $170,000, with additional performance-based variable compensation between $64,500 and $73,000.

We accept applications on an ongoing basis with no specified deadline.

Check is proud to be an Equal Opportunity employer. We do not discriminate based on race, religion, color, national origin, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender, gender identity, gender expression, transgender status, sexual stereotypes, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. Check is committed to providing reasonable accommodations for candidates with disabilities in our recruiting process.

Check participates in E-Verify and will provide the federal government with Form I-9 information from all new employees to confirm that they are authorized to work in the U.S. Check does not use E-Verify to pre-screen applicants.

Interested in this job?

Application deadline: Open until filled

Logo of Check

Check

Seamless payroll for your customers and new revenue streams for you by partnering with Check. Trusted by platforms of all sizes.

See more jobs
Date PostedMay 30th, 2025
Job TypeFull Time
LocationNew York City or Remote
SalaryCompetitive rates
Exciting remote opportunity (requires residency in United States) for a Account Executive at Check. Offering competitive salary (full time). Explore more remote jobs on FlexHired!

Safe Remote Job Search Tips

Verify Employer Thoroughly

Research the company's identity thoroughly before applying. Check for a professional website with contacts, active social media, and LinkedIn profiles. Verify details across platforms and look for reviews on Glassdoor or Trustpilot to confirm legitimacy.

Never Pay to Get a Job

Legitimate employers never require payment for applications, training, background checks, or equipment. Always reject upfront payment requests or demands for bank details, even if they claim it's for purchasing necessary work gear on your behalf.

Safeguard Your Personal Information

Protect sensitive data like SSN, bank details, or ID copies. Share this only after accepting a formal, written job offer. Ensure it's submitted via a secure company system or portal, never through insecure channels like standard email attachments.

Scrutinize Communication & Interviews

Watch for communication red flags: poor grammar, generic emails (@gmail), vague details, or undue pressure. Be highly suspicious of interviews held only via text or chat apps; legitimate companies typically use video or phone calls.

Beware of Unrealistic Offers

If an offer's salary or benefits seem unrealistically high for the work involved, be cautious. Research standard pay for similar roles. Offers that appear 'too good to be true' are often scams designed to lure you into providing information or payment.

Insist on a Formal Contract

Always secure and review a formal, written job offer or employment contract before starting work or sharing final personal details. Ensure it clearly defines your role, compensation, key terms, and conditions to avoid misunderstandings or scams.

Subscribe Newsletter

Never miss a remote job opportunity. Subscribe to our newsletter today and receive exclusive job alerts, career advice, and industry insights delivered straight to your inbox.