VP, Head of Sales

Caraa; New York (NY); On-site; USD 180,000 - 320,000; Full time

Benefits offered by this job

Commissions and equity

Employer-paid health insurance

401(k) match

Unlimited PTO

Job summary

Pockyt is seeking a VP, Head of Sales to own revenue and build a high-performing sales organization. This senior role reports directly to the CEO and will shape strategy, KPIs, quotas, and the operating model while personally leading the top enterprise deals.

You will lead two Director-level sales leaders from day one, design the future structure, and scale the team in alignment with Finance, Marketing, and Product to drive predictable revenue as the company expands globally.

Qualifications

• 10+ years of B2B sales experience with 5+ years leading sales teams.
• Strong fluency in payments ecosystem: processing, acquiring, cross-border models.
• Proven track record of personal revenue attainment and high-value deals.
• Experience building a scalable sales function with KPIs and comp plans.

Responsibilities

• Own the revenue number with targets, pipeline, and accountability.
• Lead two Director-level sales leaders and set structure and quotas.
• Build the future sales team, roles, and operating model.
• Define sales methodology, playbooks, and deal process for repeatable results.
• Run forecast, CRM hygiene, and reconcile with Finance actuals.
• Lead complex enterprise negotiations and high-value partnerships.

Skills

B2B sales leadership

Leading sales teams

Payments ecosystem fluency

Enterprise deal experience

Forecasting & KPI discipline

Strategic exec communication

Hands-on execution

Tools

Twenty CRM

Job description

About Pockyt

Pockyt is building the AI-native infrastructure for global money movement. We give merchants a single platform to accept payments from anywhere, send money globally, and manage funds through Global Virtual Accounts and stablecoins — but our ambition runs deeper than the rails themselves. We're architecting the connective tissue that lets money move across borders the way information moves across the internet: instantly, intelligently, and autonomously.

We serve a wide spectrum of merchants, from sophisticated enterprise platforms running complex multi-currency operations to the next generation of AI-powered startups, including the one-person unicorns we believe are about to reshape the global economy. Today, that means one integration, one account view, and one place to track everything. Tomorrow, it means a financial layer that AI agents can natively transact on — where money flows are orchestrated, optimized, and reconciled without human bottlenecks.

Our mission is to make global commerce frictionless. We're not building another payments platform. We're building the operating system for how value moves in an agentic, borderless economy.

The Role

We're hiring a VP, Head of Sales to own how Pockyt turns market opportunity into predictable, high-quality revenue. This is a senior executive role reporting directly to the CEO, and it exists to build the commercial engine behind Pockyt's next stage of growth: a sales organization with clear targets, disciplined pipeline management, and accountability for results.

You’ll own the sales strategy, the revenue number, and the team that delivers it. You’ll lead two Director-level sales leaders from day one, and you’ll be responsible for designing and building the future state of the team: the structure, the hires, and the operating model. You’ll set quotas and KPIs, run the forecast, coach your leaders, and personally lead the highest-value deals with enterprise merchants, platforms, and payment partners. You’ll take part in executive planning and help leadership decide where to focus as the business scales.

This is a builder’s role. You’ll inherit a team and a pipeline, not a finished playbook. We want someone who has built a sales function before: the process, the reporting, the comp plans, and the culture. If you understand how payments revenue really works, from signed contract to activated merchant to realized processing volume, and you want to build the function that scales it, this is it.

What You’ll Do

• Own the revenue number — set and deliver sales targets aligned with company growth objectives, with clear accountability for new business, pipeline creation, and team performance
• Lead your leaders — manage and develop two Director-level sales leaders, holding them and their work accountable through clear expectations, quotas, quarterly scorecards, and regular pipeline and performance reviews
• Build the future team — design the target structure of the sales organization, define the roles it needs, and recruit, onboard, and develop the sellers who will scale it
• Build the sales engine — define the sales methodology, qualification standards, playbooks, and deal process that make results repeatable rather than dependent on individual heroics
• Run the forecast — own pipeline visibility, CRM hygiene, and forecast accuracy, and maintain the commercial forecast and reconcile it with Finance's actuals
• Close what matters — personally lead complex enterprise negotiations and strategically important deals with merchants, platforms, and payment partners
• Sell for quality, not just signatures — track how deals turn into merchant activation, transaction volume, and realized revenue, and steer the team toward deals with strong economics

Partner across the company:

• Finance — revenue projections, capacity planning, deal economics, and commission plan design
• Payment Operations & Product — set sales commitments that match what we can configure, launch, and support, and feed customer insight into the roadmap
• Compliance & Risk — work with them on onboarding requirements and regulated-product constraints from the start of the sales cycle
• Marketing — align on ideal customer profile, event and campaign planning, lead qualification standards, and the handoff from marketing-sourced lead to sales opportunity
• Customer Success — transition accounts to Customer Success at a defined post-launch milestone, and partner on cross-sell of new products into existing clients
• Shape go-to-market strategy — identify priority segments, corridors, and partnerships; inform pricing and competitive positioning; and support launches of new products and markets
• Represent Pockyt externally — serve as a senior commercial voice with key merchants, partners, and industry stakeholders

What We’re Looking For

• 10+ years of B2B sales experience, including 5+ years leading sales teams, with significant time in payments, merchant acquiring, or payments infrastructure
• Experience managing managers: you’ve led sales leaders, not only individual sellers
• Strong fluency in the payments ecosystem: payment processing, merchant acquiring, cross-border payments, alternative payment methods, and PSP/partner models
• A track record of revenue you can quantify personally: quota attainment, team revenue growth, and forecast accuracy, not just company growth that happened while you were there
• Demonstrated experience building a sales function, including process, team structure, KPIs, compensation plans, and performance management, not only running an established one
• Experience managing complex enterprise sales cycles and negotiating commercial agreements with senior decision-makers
• Strong commercial and financial acumen: you understand transaction economics, pricing, take rate, and what makes a deal profitable
• A hands‑on executive: you can set strategy in the morning and work a deal with a seller in the afternoon
• Excellent communication skills; you’ll present regularly to the executive team and be the face of Pockyt with major merchants and partners

Bonus Points

• Sales leadership at a growth‑stage fintech, PSP, PayFac, or acquirer
• Existing relationships with enterprise merchants, platforms, payment partners, or financial institutions
• Experience selling cross‑border payments, digital wallets, Virtual Accounts, or stablecoin‑enabled products, especially into APAC or LATAM
• Experience selling regulated financial products alongside Compliance and Risk teams
• Comfort with modern CRM and revenue reporting tools (we run Twenty)
• Enthusiasm for AI‑assisted sales workflows and tooling

How You’ll Work

• Rhythm: Weekly pipeline and forecast reviews → monthly revenue reporting to the executive team → quarterly scorecards, targets, and planning
• Collaboration: Executive planning with the CEO and leadership team; weekly 1:1s and pipeline reviews with your Directors; regular partnership with Finance, Payment Operations, Product, Compliance, Marketing, and Customer Success
• Quality bar: Every seller has clear targets and a scorecard; every forecast is defensible; every deal is qualified on economics, not just on whether it will close
• Function building: Start by assessing the team and pipeline, establish the operating standards, then design and hire the organization that scales behind them

Success looks like:

within 90 days, a commercial forecast reconciled to Finance actuals and a scorecard for every seller; within 6 months, a documented sales process the team runs, a defined target org structure, and a hiring plan underway; consistent attainment of revenue targets; and a sales organization ready to scale with Pockyt's growth.

Why Pockyt

• Own the revenue function at a company defining the future of cross‑border payments, working directly with the CEO and executive team from day one
• Build the sales organization in your image: the structure, the process, the team, and the culture
• Meaningful upside through commissions and equity tied directly to the growth you drive
• Employer-paid health insurance, 401(k) match, and unlimited PTO