Job Overview

DebtBook’s Sales team is seeking a highly motivated and results-driven Mid-Market Account Executive eager to make an impact by helping mid-sized organizations modernize their treasury and accounting management. As a Mid-Market Account Executive, you will be responsible for executing DebtBook’s Go-to-Market strategy within your assigned territory, focusing on building strong relationships with mid-market clients. Your primary objective will be to manage the full sales cycle and drive new business within the mid-market segment.

What You’ll Do

• Own the full sales cycle from prospecting to closing, focusing on mid-market organizations.
• Exceed monthly, quarterly, and annual revenue targets within your assigned territory.
• Conduct engaging product demos for finance leaders and key decision-makers.
• Develop and maintain consultative sales relationships with executives, finance teams, and other key stakeholders.
• Collaborate with the marketing, SDR, and partnership team to build a pipeline in your given territory.
• Proactively prospect and generate leads through outreach, networking, and collaboration with the SDR team.
• Manage a healthy pipeline in HubSpot CRM, keeping sales activities and forecasting up to date.
• Educate prospective clients on the value of DebtBook’s product suite and how it can solve their financial management challenges.
• Work cross-functionally with marketing and sales teams to refine strategic initiatives and drive demand.
• Navigate procurement and contract negotiations to drive successful deal closures.
• Ensure a seamless transition to the Customer Success team for implementation and onboarding

What You Bring

• 4-6 years of experience in a consultative sales environment, preferably in SaaS.
• A proven track record of meeting or exceeding sales targets within a mid-market segment.
• Experience selling to finance teams or a similar buyer persona is a plus.
• Strong ability to run effective discovery calls and build relationships with mid-market decision-makers.
• Proficiency in CRM tools like HubSpot, Salesforce, or equivalent.
• A self-starter mentality with the ability to thrive in a fast-paced startup environment.
• Strong communication and presentation skills with an ability to simplify complex financial software solutions.
• Experience working with a structured sales methodology (Sandler, SPIN, Challenger, etc.) is a plus.
• Ambitious, resilient, and adaptable—ready to take on challenges and drive business growth.
• This role is ideal for a driven sales professional passionate about helping mid-market organizations transform their financial processes while hitting aggressive revenue targets.

DebtBook is an Equal Opportunity Employer. We value diversity and prohibit discrimination and unlawful harassment in the workplace. All applicants will receive consideration for employment based upon their qualifications without regard to race, religion, color, national origin, ethnicity, gender, gender identity or expression, pregnancy, sexual orientation, age, marital status, genetic information, political affiliation, National Guard or veteran status, disability, or any other protected status under federal, state, or local law. We welcome and encourage applicants with disabilities to contact our team for assistance during the application and hiring process. We are committed to expanding accessibility and making reasonable accommodations in accordance with applicable law.