Senior Director of Sales, Merchant Solutions

Role Overview

• Own and execute the outbound and inbound sales strategies for Merchant Solutions, including personally sourcing, pursuing, and closing strategic and complex merchant partnerships
• Leverage an existing industry network and industry tradeshows/conferences to generate qualified leads, warm introductions, and high-value opportunities
• Manage the full sales lifecycle from outreach through contract execution and onboarding initiation, maintaining a disciplined and accurate pipeline
• Facilitate P&L and Opportunity forecasts for prospective merchants
• Directly manage and mentor one sales team member while setting clear performance expectations and modeling hands-on selling behavior
• Partner cross-functionally with Marketing, Product, and Client Success to ensure strong go-to-market execution, smooth onboarding, and successful long-term merchant outcomes
• Enhance Merchant Solutions pipeline by adding 20+ high value merchants (over $1m per year in revenue) that represent active opportunities, with clear next steps and decision-maker engagement
• Advance 2-3 high-value merchants to contract phase and achieve at least one signed contract
• Leverage existing industry relationships to generate warm introductions and accelerate deal progression for existing merchants in the pipeline
• Personally lead outbound sales activity, Hubspot use and tracking, including prospecting, executive-level pitches, and negotiations on strategic accounts
• Facilitate F2F partner meetings and attend industry conferences. Travel approximately 25% of time.

Requirements

• 10 or more years of experience in sales, business development, or partnerships
• 5+ years of industry experience in FinTech, specifically gift cards, payments and loyalty
• Demonstrated success closing large, complex deals with senior and executive-level decision makers
• Existing merchant, FinTech, or payments industry relationships that can be leveraged for client acquisition
• Strong outbound sales experience in a solutions-based or platform environment
• Proven ability to operate as a hands-on sales leader while managing a small team
• Excellent communication, presentation, and negotiation skills
• Strategic mindset paired with a roll-up-your-sleeves execution style
• Comfort working in a fast-moving, entrepreneurial environment
• Ability to travel 30 to 40 percent of the time.

Benefits

• Incentive Bonus
• Restricted Stock Units (RSUs)
• Profit Share
• Medical, Prescription, Vision, and Dental insurance for employees and dependents (Wolfe pays 80% of premium)
• Short-Term Disability Insurance (Wolfe pays 100% of premium)
• Voluntary Long-Term Disability Insurance, Life Insurance, Critical Illness Insurance, Accident Insurance, and Hospital Indemnity coverage
• PTO (vacation and sick time)
• Corporate Holidays and Floating Holidays
• 401(k)
• Employee recognition program
• Charitable Donation to a charity of your choice yearly
• Employee Referral Bonus
• Tuition Reimbursement
• Internal Training and Information sessions
• Family Picnic, Holiday Party, and other outings
• Internal Culture Club