Role

Head of Sales

Location

Northern Eastern Texas (Remote/hybrid possible for candidates in the DFW area)

Management

Management consists of an existing team of three to four W2 salespeople based onsite in Texas. The role does not involve managing agents, as agent relationships are handled separately. The expectation is to bring experience from a larger organization to help the company scale into a more mature operating structure while maintaining a flat, execution focused culture.

Reports to

CEO

Employment Type

Full-Time, W2, Direct Hire

Benefits

• Company does not offer comprehensive benefits at this time.
• Compensation includes base salary, variable compensation accelerators, commission and revenue share paid quarterly.

Travel

Regional trade shows and internal meetings in Tyler, TX

Visa Sponsorship

The company cannot sponsor a Visa.

The Company

We are a privately held payments and technology company with over 20 years of operating history and approximately 80 full time employees and contractors. The company operates as a registered ISO and serves merchants nationwide through direct sales, ISO partners, and reseller relationships. Our parent company offers multiple product lines including payment processing, a POS, and a recently acquired and evolving gateway platform. Approximately 60 percent of revenue comes from restaurants and hospitality, with the remainder from retail. Our POS product recently completed a full transition to a cloud based platform following earlier reputation challenges tied to a legacy peer to peer tablet architecture. The platform was fully rebuilt and relaunched in July 2025, with significantly improved performance and user experience. The company is now focused on rebuilding trust, restoring sales momentum, and driving growth across all product lines as part of a broader strategy to build a fully integrated payments and commerce platform.

The Opportunity

This is a hands on sales leadership role responsible for reversing a recent sales decline, rebuilding customer and partner trust, and driving sustained revenue growth across our various product lines, with an immediate focus on our POS product and gateway solutions. The Head of Sales will personally lead sales recovery efforts, reengage lost customers and partners, manage and develop the existing sales team, and align sales execution with marketing, product, onboarding, and support. This is not a passive management role. The ideal candidate is comfortable calling former customers, running demos, closing deals, coaching reps live, and operating in an imperfect, fast moving environment. The role will be pivotal over the next 12 to 18 months as the company moves from turnaround into a scalable growth phase and positions its technology platform for long term value creation.

Responsibilities

• Lead sales recovery and growth efforts across our POS, payments, and gateway products.
• Personally engage and win back churned customers, resellers, and partners.
• Rebuild trust and market credibility following the POS platform rewrite.
• Restore sales performance to prior year levels within six months and exceed them within twelve months.
• Manage and coach an onsite team of three to four sales representatives through daily, weekly, and monthly cadences.
• Establish and enforce clear standards for qualification, demos, follow up, and closing.
• Build a predictable and scalable sales pipeline and forecasting process.
• Own key performance metrics including new unit sales, win back conversion, close rate, sales cycle length, and retention impact.
• Partner closely with marketing on lead quality, messaging, and campaigns.
• Work with product, onboarding, and support teams to ensure smooth implementation and customer success.
• Support reseller and ISO partner onboarding, enablement, and growth.
• Manage and scale Salesforce, including reporting, pipeline visibility, and KPI tracking.
• Represent the company at regional trade shows and industry events.

Qualifications, skills, and experience

Required

• 8+ years of sales experience with at least 5 years in a senior sales leadership role.
• Strong background in payments, POS, fintech.
• Experience selling to restaurants, bars, small retail, and multi location merchants.
• Proven success onboarding and managing ISO or reseller partners, handling approximately 20 deals per month.
• Demonstrated experience leading sales turnarounds following product issues, churn, or reputational challenges.
• Comfortable with hands on selling including calling prospects, running demos, and closing deals.
• Experience managing and growing a sales team.
• Knowledge of hardware, software, and onboarding based sales models.
• Strong objection handling skills related to past product issues, competitive comparisons, and support concerns.
• Ability to translate technical improvements into clear ROI driven customer value.
• Accountable, resilient, and comfortable operating without large budgets or perfect systems.
• High integrity leadership style focused on transparency, trust rebuilding, and execution. This role requires comfort operating in a flat, low bureaucracy environment where leaders are expected to execute, not delegate problems.

Nice to Have

• Experience recruiting or supporting agent networks.
• Direct experience running win back or reactivation campaigns.
• Background working in flat, founder led organizations.