Senior Account Executive - New Business

Jiffy is growing fast—and we’re expanding our B2B offerings for companies, colleges, and organizations who need high-quality custom apparel at scale. As an Account Executive (New Business), you’ll play a critical role in identifying, pitching, and closing new customers in sectors like corporate merch, branded giveaways, and event-based apparel.

You’ll work closely with our VP of Sales to build a repeatable outbound motion and help shape Jiffy’s go-to-market playbook for organizational apparel. This role is ideal for someone with strong industry knowledge, a self-starter mindset, and experience selling into marketing, HR, procurement, or events teams.

Key Responsibilities

• Drive net-new revenue by pitching and closing high-potential B2B buyers across multiple verticals
• Build and manage a robust outbound pipeline—leveraging your own network and outreach strategies
• Understand and communicate Jiffy's differentiators (fast fulfillment, deep catalog, no order minimums, real-time stock, etc.) in ways that solve customer pain
• Partner with marketing and sales leadership to refine value prop, outbound materials, and vertical-specific messaging
• Navigate complex orgs and bring in cross-departmental buyers for larger, longer-term partnerships
• Help establish outbound tools, workflow, CRM hygiene, and early sales ops infrastructure
• Provide ground-level insight into customer needs, competitive gaps, and growth opportunities

Qualifications & Skills

• 5+ years of sales experience, preferably in e-commerce, consumer goods, or apparel—but most important is your track record of closing
• A deep Rolodex of potential customers in corporate merch, events, higher education, or promo
• Experience in building and managing outbound motion—prospecting, pitching, and closing
• A strong communicator who’s comfortable selling to heads of marketing, HR, operations, or procurement
• Self-managing, resourceful, and relentless—you love being held to a number and exceeding it
• Able to thrive in a fast-moving, unstructured environment and shape the systems you need
• Hungry to build something new, not just inherit a book of business
• You’ll Thrive Here If You...
• Take pride in helping people get great product fast, without the usual B2B friction
• Want to be part of a small but growing sales team—and help shape the culture and standards
• Believe that trust, responsiveness, and hustle still win in B2B
• Understand the power of base hits—and how to stack them to build real, durable revenue

Why Join Jiffy?

• Opportunities to grow within the company
• Generous compensation and employer paid benefits
• Annual wellness and professional development Stipend
• Perks of getting lots of clothing!