B2B Payments Sales Leader and Hunter

About the Role

We are seeking a hands-on Sales Leader to hunt, sell, and close CFOs who will personally carry a quota, close deals, and simultaneously build, refine, and enforce the sales processes and training programs that will scale our team.

What You Will Do

Carry a Personal Quota & Close Deals

• Personally close 10-13 mid-market corporate accounts ($50M-$200M+ in AP spend) annually
• Run your own pipeline: prospecting, discovery, demos, proposals, and closes
• Lead by example—your team will see you in the trenches daily

Build, Document, and Enforce Sales Processes

• Create and maintain sales playbooks, scripts, objection handling guides, and enablement materials
• Implement structured onboarding: new hires are productive within 30 days with clear milestones
• Ensure team members are set up on existing systems (dialers, call recording, CRM workflows) within their first week
• Run weekly roleplay sessions and call reviews—no exceptions

Drive Metrics Visibility & Accountability

• Deliver weekly metrics reports to leadership covering activity, conversion rates, and pipeline progression
• Hold weekly team meetings focused on: Metrics Review, Roleplay/Skills, and QA
• Ensure SDRs are booking 3-4 qualified meetings per week within 60 days of hire
• Track and report on: calls made, emails sent, conversations, meetings set, meetings held, opportunities created, proposals sent, and closes
• Identify underperformance early and address it directly—coaching or exiting within 90 days

Own CRM & Sales Operations

• Ensure 100% of sales activities are logged in Salesforce—pipeline hygiene is non-negotiable
• Leverage existing tools (Salesforce, ZoomInfo, call recording, email automation) before requesting new ones
• Build dashboards and reports that provide real-time visibility into team and individual performance

Requirements

• 5-10 years of B2B payments experience with verifiable quota attainment
• Track record of personally closing mid-market deals ($50M-$500M AP spend accounts)
• Experience building sales processes and training programs from scratch—not just inheriting them
• Demonstrated history of managing SDR/AE teams to specific, measurable outcomes
• Advanced Salesforce proficiency—you can build reports, dashboards, and workflows yourself
• Comfortable in a fast-paced environment where you execute first and refine later

Who You Are

• A doer, not a delegator—you prefer to build it yourself before handing it off
• Metrics-obsessed—you track everything and make decisions based on data
• Process-driven—you document what works and hold people accountable to following it
• Direct communicator—you address issues immediately, not after they fester
• High urgency—you move fast, follow up relentlessly, and don't let things slip
• Resourceful—you leverage existing tools and systems before asking for new ones
• Thick-skinned—you thrive on direct feedback and give it in return

Required Technical Skills

• Salesforce (advanced): pipeline management, reporting, dashboards, workflow automation
• Sales engagement tools: experience with dialers, call recording, email automation platforms
• ZoomInfo or similar prospecting tools
• Sales cycle management for 3-9 month complex B2B sales
• AI tools: you use AI daily for email drafting, research, training content, and productivity

Benefits

• Direct access to CEO with high visibility and autonomy
• Opportunity to build and own the sales function at a high-growth company
• Competitive base salary plus uncapped commission
• Equity/stock options
• Medical, dental, and vision
• Flexible PTO