Mid Market Account Executive

Success Matcher Recruitment is partnering with our client, a high-growth, AI-native Order-to-Cash (O2C) billing and revenue recognition platform, to hire an exceptional Mid-Market Account Executive. 

In this role, you will own the full sales cycle for mid-market accounts, run independent product discovery and demos, and directly shape the North American sales playbook alongside second-time founders.

Key Responsibilities

• Own the full sales cycle for mid-market deals ($50K–$100K ACV) with an annual quota of $700K–$850K.
• Target CFO, VP of Finance, and Controller buyer personas through consultative, problem-solving discovery calls and independent product demos.
• Self-source approximately one-third of your pipeline through outbound prospecting, strategic network leverage, and attending industry events 2–3 times per month.
• Partner closely with solutions engineering teams on complex technical pilots/proofs-of-concept.
• Work directly with founding leadership to refine messaging, feedback loops, and sales playbooks.

Requirements

• 3+ years of experience as a B2B SaaS Account Executive closing mid-market deals ($50K–$100K ACV).
• Mandatory Domain Expertise: Proven track record selling complex financial software (billing, revenue recognition, financial operations, ERPs, or O2C platforms) directly to CFOs, VPs of Finance, or Controllers.
• Independent Execution: Ability to run effective product demos, conduct deep discovery, and self-source pipeline independently.
• Stable Employment History: Demonstrated history of tenure and commitment (3+ years per role preferred).
• Travel Flexibility: Willingness to travel 2–3 times per month for finance events, prospect meetings, and team alignment.

Perks & Benefits

• Competitive base salary with 50/50 OTE split and uncapped commission accelerators.
• Meaningful early-stage equity in a high-growth Series A company.
• Flexible remote work model.