Sales Development Representative

About Journey

Journey is the leading proactive mental health solution for modern companies. Our mission is to help all people live happier, healthier, less stressed lives. We are a rapidly growing tech startup, and we work with care and intention to create a high-performance company with the following in mind:

We’re looking for an experienced Sales Development Representative (SDR) to join our growing team. As an SDR, your primary role will be to identify, engage, and qualify HR and Benefits leaders at mid-to-enterprise-level companies. You’ll educate them on why switching from their current EAPs to Journey’s Proactive EAP is essential in today’s workplace. In most cases you’ll be their first point of contact st impressions are everything and you will be the face of the entire company when it comes to expanding Journey’s business.

This role is an opportunity to be part of a high-performing sales team while developing expertise in the HR and benefits space.

• Identify and qualify HR, Benefits, and Total Rewards leaders at mid-to-enterprise-level companies.
• Use multi-channel outreach to drive interest and book discovery meetings across email, Linked In, phone, and events.
• Educate prospects on Journey’s unique value and how proactive mental health support outperforms traditional and digital EAPs.
• Develop and execute personalized outreach strategies that resonate across industries and buyer profiles.
• 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.

• 2+ years 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, personalized messages.
• High sense of urgency and resilience- thrives in fast-paced environments.
• The ability to handle objections, problem-solve, and tailor outreach effectively.
• A collaborative, proactive team player who can work cross-functionally with Sales, Product, Operations and Partnerships.
• Experience with sales and prospecting tools including Salesforce, Apollo, Linked In Sales Navigator, etc.
• Bonus: Experience in or familiarity with the employee benefits space

• Culture Focused. We prioritize building a high-performance culture of top talent. At Journey, you’ll work with a team of smart, motivated, and supportive people who bring energy, care, and pride to their work every day.
• 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 that helps people stay happy, healthy, emotionally fit.
• Compensation. We offer a competitive compensation package with a base salary range of $65,000 - 75,000, plus commission and equity. The expected on-target earnings (OTE) range is ($85,000-$95,000). Compensation may vary.

• Speed Wins. Make decisions, move quickly, and know that if things go wrong, it’s okay for you and the company.
• Miles, Not Inches. Thinking small is a self-fulfilling prophecy. Favor bold…