Sales Development Representative

We’re Jiffy! We launched over a decade ago with a simple mission: use technology to combine an unparalleled level of customer service with the fastest delivery in the blank apparel, direct-to-film transfer, and custom apparel industry. We’re more than a T-Shirt company; we’re a support system for the creator economy, home hobbyist, the small business owner, and more. Today, we help millions of small businesses and customers  build their vision from scratch!

As a Sales Development Representative (SDR) at Jiffy, you are the strategic engine of our B2B sales funnel. Your mission is to identify, penetrate, and qualify Jiffy’s highest-value prospective partnerships, serving as the critical frontline for our B2B Partnership Managers (AEs).

This role requires a "wartime" mentality: an obsession with market share, a high sense of urgency, and the tactical precision to navigate complex mid-market accounts. You will be responsible for executing a sophisticated outbound strategy to capture market demand and ensure our team of Partnership Managers is consistently positioned to close high-impact deals. 

What Success Looks Like

• Book high-quality discovery meetings that convert into first orders
• Maintain a strong signal-to-noise ratio in the AE pipeline
• Consistently act on inbound and outbound opportunities within minutes
• Provide weekly insights that improve targeting, messaging, and margin outcomes

This role follows a hybrid work model with a requirement of a minimum of three (3) days per week onsite. Employees should expect to work regularly from the office to support collaboration and business needs.

Key Responsibilities

• Strategic Outbound Execution: Drive high-volume, multi-channel outbound campaigns (cold calling, targeted email, and LinkedIn) to source net-new mid-market customers. You will utilize a "social surround" tactic—engaging multiple stakeholders within a single organization to create internal momentum for Jiffy’s solutions.
• Account Intelligence & Mapping: Conduct deep-dive research into high-value promotional product distributors and enterprise accounts. You will map out decision-making hierarchies and identify key pain points to arm our AEs with the intelligence needed to win.
• Qualified Handoffs: You will qualify interest, confirm fit, and create urgency — then execute a clean, timely handoff to the Partnership Manager once buying intent and timeline are clear.
• High-Urgency "Speed to Lead": Monitor real-time intent signals and act with extreme urgency. You understand that in a rapid-scale environment, the window for capturing market interest is measured in minutes, not days.
• Cross-Functional Tag-Teaming: Work in lockstep with a pod of Partnership Managers to execute account-based marketing (ABM) strategies. You will maintain rigorous CRM hygiene in HubSpot to ensure seamless handoffs and a "white glove" experience for every prospect.
• Market Feedback & Analysis: Leverage AI and CRM data to identify trends in customer objections and market shifts. You will provide real-time feedback to leadership to help pivot our outreach strategy to where the highest profit impact lives.

Growth Path

Top-performing SDRs will have a clear path to promotion into a B2B Partnership Manager (AE) role as we scale the team. We are looking for future leaders who want to master the top of the funnel before owning the full partnership lifecycle.

Requirements

Basic Qualifications

• Bachelor’s degree
• Experience: 2+ years of experience in a sales, lead generation, or customer-facing role (E-commerce/CPG/DTC experience is a major plus).
• The Hustle: A self-starter mentality with the resilience to handle the "no’s" and the drive to hit daily activity metrics.
• Communication: Exceptional verbal and written communication skills—you can write a cold email that people actually want to read.
• Tech Savvy: Familiarity with HubSpot, Apollo, Hunter, or similar sales engagement platforms.

Preferred Qualifications

• Experience in the promotional products, apparel, or DTC e-commerce industries.
• A competitive spirit (former athletes, high-achievers, or those with a "win-as-a-team" mindset thrive here).
• Familiarity with using AI-driven tools to enhance prospecting efficiency and personalization.
• Demonstrated ability to take a vague market overview and execute a firm, result-oriented strategy.

Benefits

What We Offer

The base compensation for this role is expected to range from $75,000 to $85,000 per year. Actual compensation will be based on a variety of factors, including skills, experience, qualifications, and overall fit for the role.

Total compensation may include base salary, commission, equity, and benefits. Final offers are tailored to each candidate and take into consideration their background and years of experience.

• Comprehensive Benefits: Full medical, dental, and vision coverage, with a portion of premiums paid by Jiffy.
• Retirement Planning: 401(k)
• Wellness Support: Annual wellness benefits to help you stay healthy and balanced.
• Tools for Success: Choice of MacBook or PC laptop, plus equipment for your home office setup.
• Perks & Extras: Annual credit of $200 to use on our website plus more team merch drops than you will know what to do with!
• Professional Development: Annual stipend to support your learning and career growth

EEO

Jiffy is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristics. Jiffy considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Jiffy is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application