Sales Development Representative

Summary

Join Journey's growing team as a Sales Development Representative (SDR) and play a critical role in identifying and qualifying HR and Benefits leaders at mid-to-enterprise-level companies. You will educate prospects on the benefits of switching to Journey's Proactive EAP and be the first point of contact for many. This role offers a chance to be part of a high-performing team, develop expertise in HR and benefits, and enjoy clear career advancement pathways. The position is remote-first, offering flexibility and a supportive culture. Competitive compensation, including commission and equity, is offered along with a comprehensive benefits package.

Requirements

• 1-2 years of experience in an outbound sales role (SDR, BDR, or similar) at a high-growth company
• A proactive and creative approach to prospecting and engaging decision-makers
• Strong written and verbal communication skills, with the ability to craft compelling messages
• High sense of urgency and resilience- thrives in fast-paced environments
• The ability to handle objections, problem-solve, and personalize outreach effectively
• A collaborative and proactive team player who is able to communicate and work cross-functionally with Sales, Product, Operations and Partnerships
• Experience with sales prospecting tools (Salesforce, Outreach, LinkedIn Sales Navigator, 6Sense, Demandbase, ZoomInfo, etc.)

Responsibilities

• Identify & qualify HR, Benefits, and Total Rewards leaders at mid-to-enterprise-level companies
• Use multi-channel outreach (email, LinkedIn, phone, events) to drive interest and book discovery meetings
• Educate prospects on Journey’s unique value and how proactive mental health support outperforms traditional and digital EAPs
• Develop personalized outreach strategies that resonate with different industries and buyer persona
• Develop personalized outreach strategies that resonate with different industries and buyer persona
• Collaborate with Demand Generation and Account Executives to refine messaging and drive pipeline growth
• Meet or exceed monthly targets for booked meetings and pipeline contribution

Preferred Qualifications

An understanding of the employee benefits space

Benefits

• Remote First. We are a remote company. Work from anywhere with flexibility
• Stock Options. We encourage an ownership mindset by giving full-time employees the opportunity to share in the success of Journey
• Medical, Dental & Vision Insurance. 100% paid medical, dental, and vision for employees
• Generous PTO + Parental Leave. Unlimited PTO + 10 weeks fully paid parental leave
• Wisdom Money. Team members receive $1,000 per year to spend on personal development activities, such as meditation classes and retreats, as they see fit
• Productivity Stipend. Team members receive $1,000 to spend on co-working spaces, a new desk chair, or whatever they need to make their work environment more comfortable
• Learning and Development. Journey is invested in your continuous growth. Each year, team members are eligible for up to $500 to spend on professional development opportunities of their choosing
• Journey’s Proactive Employee Assistance Program. Of course, team members and their loved ones have access to Journey Proactive EAP, our proactive mental health solution to stay happy, healthy, and mentally and emotionally fit
• Compensation. The salary range is $60,000 - 75,000 plus commission and equity. Compensation may vary based on skills, experience, and location