Paystand · 5 hours ago
Director of Sales
United States
Full-time
Remote
Director/Executive
7+ years expPaystand is a later-stage B2B payments company, and they are seeking a Director of Sales to lead revenue execution for Bitwage, a high-growth business unit. This role involves managing a sales team, driving partner-led revenue, and closing complex deals, while transitioning Bitwage into a scalable revenue organization.
B2BBillingFinTechPayments
Responsibilities
Own overall sales performance, pipeline health, forecasting accuracy, and revenue outcomes
Lead and manage a team of inbound and outbound sales representatives, with planned growth from ~3 to ~8 team members within 12 months
Carry a personal quota and remain actively involved in closing strategic, complex, or high-value deals
Conduct regular pipeline reviews, forecast calls, and performance coaching sessions
Establish clear KPIs, quotas, and performance standards for the sales team
Build and continuously refine sales playbooks, including:
ICP definition and segmentation
Buyer personas and use cases
Discovery frameworks and qualification criteria
Pricing, packaging, and objection handling
Implement and enforce strong CRM discipline
Design scalable inbound and outbound sales motions suitable for an early-stage product within a late-stage corporate environment
Improve conversion rates across the full funnel, from first meeting through close
Own hiring, onboarding, ramping, and performance management of sales team members
Make hiring and termination decisions quickly and decisively to maintain a high-performing team
Develop 30-60-90 day ramp plans and ongoing training programs for new hires
Build a sales culture focused on accountability, ownership, and continuous improvement
Identify, evaluate, and develop revenue-generating partnerships (e.g., fintech platforms, payroll providers, SaaS platforms, ecosystem partners)
Structure partnership agreements with clear commercial incentives and pipeline expectations
Manage partner relationships and hold partners accountable to measurable revenue outcomes
Sunset partnerships that do not generate meaningful pipeline or closed-won revenue
Partner closely with Product, Engineering, Compliance, and Operations teams to:
Address customer feedback and objections
Improve onboarding and implementation workflows
Align product roadmap with market demand
Provide structured feedback from prospects and customers to inform product and pricing decisions
Collaborate with Marketing on messaging, positioning, and lead quality improvements
Own revenue forecasting and pipeline reporting with a high degree of accuracy
Prepare revenue updates for executive leadership and board meetings
Identify risks and opportunities early and adjust strategy proactively
Qualification
Required
7+ years of B2B sales experience, with at least 3+ years in a sales leadership or management role
Proven experience selling cross-border payments, fintech, payroll, FX, or financial infrastructure products
Experience working at a Series A startup or earlier, ideally during the transition from founder-led sales to a repeatable sales motion
Demonstrated success building, managing, and scaling sales teams in high-growth environments
Track record of closing complex, multi-stakeholder deals involving legal, finance, compliance, and operations
Strong understanding of long sales cycles, procurement processes, and fintech buying friction
Hands-on experience with CRM systems and sales performance metrics
Preferred
Experience selling into globally distributed teams, emerging markets, or international workforces
Familiarity with compliance concepts such as KYC, AML, OFAC, and regulatory risk in payments
Prior experience owning or contributing to partnership-led revenue
Experience closing mid-market to enterprise deals ($50k–$250k+ ARR)
Company
Paystand
Paystand is a cloud-based billing and payment platform for B2B companies.
201-500 employees
Funding
Current Stage
Growth StageTotal Funding
$98.29MKey Investors
NewView CapitalDNX VenturesBlueRun Ventures
2025-11-25Series Unknown· $0.29M
2022-08-02Series Unknown
2021-07-23Series C· $50M
Leadership Team
Jeremy Almond
Founder/CEO
Scott Bennion
CFO
Recent News
2025-11-19
Payments Dive
2025-11-14
Company data provided by crunchbase