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.