Head of Sales

Tapcheck

Head of Sales responsible for building and scaling sales teams at Tapcheck. Leading revenue strategies and managing sales performance in a remote environment.

Posted 7/13/2026full-timeRemote • Alabama, Arizona, California, Colorado, District of Columbia, Florida, Idaho, Illinois, Louisiana, Massachusetts, Missouri, Montana, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Oregon, Pennsylvania, Rhode Island, South Carolina, Texas, Utah, Virginia, Washington, Wisconsin • 🇺🇸 United StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in defining and executing go-to-market strategies, building and managing high-performing sales organizations, and optimizing sales processes through data-driven decision-making. Proven ability to lead teams towards achieving revenue targets while fostering a culture of accountability and collaboration.

Highest-signal resume keywords

Go-To-Market StrategySales Process OptimizationSalesforceTeam LeadershipB2B SaaS Sales

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Sales StrategyRevenue GrowthSales PlaybooksPipeline ManagementForecastingPerformance ManagementQuota AttainmentAnalytical AcumenCoachingTalent Development

Soft Skills

Motivational LeadershipCollaborationAccountabilityRelationship BuildingCommunication

Tools & Technologies

SalesforceGong

Industry Keywords

B2BFintechHRtechPaymentsEarned Wage AccessFinancial Wellness

About the role

Key responsibilities & impact

Define and execute a comprehensive go-to-market strategy in close partnership with the CEO and Executive Leadership Team, including competitive positioning, key milestones, and revenue growth targets.
Unify inbound, outbound, and partner channels into one high-output GTM motion — building the playbooks, handoffs, and conversion processes that tie SDR → AE → Channel into a single, disciplined engine.
Create a long-term sales plan encompassing strategy, quotas, tracking mechanisms, and analytics — and continuously refine it as the business scales.
Build, inspire, and manage a best-in-class sales organization; own hiring, onboarding, ramp, coaching, performance management, and succession planning across all sales roles.
Lead, motivate, and hold the team accountable to monthly, quarterly, and annual revenue targets — fostering a culture of accountability, urgency, and high performance without sacrificing collaboration.
Develop top-tier talent across SDR and AE, investing in each individual's growth while scaling the team efficiently.
Design, operationalize, and continuously improve the end-to-end sales process for each motion, with clear KPIs, performance management frameworks, and operational rigor.
Drive forecasting discipline across direct and partner pipelines, with an emphasis on accuracy, early risk identification, and data-informed decision-making.
Implement and enforce cadences and tooling (Salesforce, Gong) that create visibility, repeatability, and accountability at every level of the funnel.
Partner closely with Marketing, RevOps, and Partnerships to ensure SDRs are working high-quality leads, outbound lists are targeted to ICP, and partner connections convert to predictable co-sell and referral revenue.
Represent Tapcheck at industry forums, networks, and events — and in front of enterprise customers and key decision-makers.
Serve as a hands-on closer and executive sponsor on high-value deals, evangelizing the Tapcheck vision at the most senior levels.

Requirements

What you’ll need

Led a multi-motion sales organization (SDR and AE) in a high-growth B2B SaaS or tech-enabled services environment, ideally in fintech, HRtech, or payments.
Played a meaningful role in moving a company from founder-led or early-stage sales to a structured, process-driven revenue engine — building or scaling routes to market simultaneously.
Built and refined repeatable sales processes, playbooks, and enablement programs that drove measurable improvements in conversion rates, ramp time, and quota attainment.
Owned pipeline and forecasting across direct channels, with a track record of accuracy and early risk identification.
Hired, developed, and retained strong sales talent — including coaching individual contributors and, ideally, frontline leaders.
Demonstrated strong analytical acumen; used data to coach, prioritize, and optimize performance at the team and individual level.
Built credible relationships with senior decision-makers and navigated complex, multi-stakeholder deals.
8+ years of sales experience with 3+ years in sales leadership, including direct team management.
Preferred: Experience selling into HR, payroll, or benefits ecosystems. Familiarity with the earned wage access or financial wellness space. Comfort designing and evolving sales tech stack architecture (Salesforce, Gong, and adjacent tools).

Benefits

Comp & perks

Flexible PTO. No accrual caps, no counting days. Take the time you need.
10 paid holidays. Including both Christmas Eve and New Year's Eve.
Comprehensive health coverage. Medical through Blue Cross Blue Shield of Texas (PPO and HDHP options, HSA-eligible with employer contribution), plus dental and vision through MetLife.
FSA, Basic Life/AD&D, and an Employee Assistance Program (EAP).
401(k) with a 100% match up to 3% of your salary, through Mutual of America. Eligible after 90 days.
A team that lives its values. Humility, grit, and a genuine drive to raise the bar — every day.