Senior Outside Sales Executive

Responsibilities
Generate net-new API and enterprise opportunities across target verticals (HR/Benefits, Financial Services, Gaming/Hospitality, Healthcare, Retail, Technology/SaaS) through cold outreach, referrals, and industry events.
Run the full sales cycle end to end, including discovery, platform demos, pricing, negotiation, and close, and lead the most complex, multi-stakeholder API-integration pursuits with technical discovery, sandbox coordination, and onboarding workflows.
Maintain a 3x+ pipeline through consistent outbound prospecting, disciplined follow-up, and accurate deal-stage tracking in HubSpot.
Expand existing accounts through upsell and program expansion, and partner with Product, Compliance, and Client Success to move clients from signed to launched.
Represent PerfectGift.com at trade shows, conferences, and partner meetings, traveling approximately 35–40% to support client meetings and field prospecting.

Impact Statement

For more clarity on the role, below are the success metrics and measurements for this role in the first 90 to 120 days:
Complete onboarding across product, verticals, and the core sales stack (HubSpot, ZoomInfo, Aircall, GovSpend, LinkedIn Sales Navigator), and add 250+ qualified leads to CRM by day 30.
Build an active pipeline of 10+ viable opportunities and set 5+ qualified meetings per week by day 60, sustaining 200+ outbound touches weekly.
Close 2+ deals by day 90 while maintaining 300+ outbound touches per week and attending 3+ networking or industry events.

Qualifications
10+ years of outside/outbound B2B sales experience in prepaid, stored value, payments, loyalty, rewards, incentives, or adjacent FinTech industries, with a sustained track record of carrying and beating a large quota.
Demonstrated success leading and closing complex enterprise or mid-market deals across verticals such as HR/Benefits, Financial Services, Healthcare, Retail, Gaming/Hospitality, or Technology/SaaS.
Deep, hands-on experience selling API-based or SaaS platforms, including the ability to lead technical discovery across API documentation, sandbox testing, webhooks, and integration onboarding.
HubSpot CRM proficiency with a disciplined approach to pipeline forecasting, deal stages, and data hygiene under full quota accountability.
Operates with high autonomy and serves as a trusted expert and informal resource for other sellers, builds durable long-term client relationships, and is willing to travel 35–40%.