Middle Sales Development Representative (Remote Chicagoland Area)

Pay: $18 per hour plus uncapped commissions (OTE ~$75,000 - $250k annually)

About Extrity Services

At Extrity Services, we redefine security by placing a premium on emotional intelligence, de-escalation, and cultivating a thriving company culture. We believe that security goes beyond physical safety; it's about creating an environment where everyone feels secure and valued. We are the leading provider of unarmed and armed security solutions; we pride ourselves on delivering top-notch, reliable services to a wide range of clients. Our commitment to operational excellence, stringent standards, and meticulous attention to detail is what sets us apart from the competition. Join us at Extrity Services, where security is a collaborative effort that values emotional intelligence, embraces de-escalation techniques, and celebrates the unique culture of each client. Together, let's redefine what it means to feel secure.

Job Description:

As a Sales Development Representative at Extrity Services, you will be a key driver of company growth by generating new business opportunities and developing strong relationships across industries including healthcare, hospitality, cannabis, education, luxury retail, and residential communities.

This role is designed for motivated, performance-driven sales professionals who thrive in a commission-only environment and are eager to scale their earnings through results. You will promote both security services and de-escalation training solutions while upholding Extrity Services’ commitment to professionalism, integrity, and service excellence.

This position is remote within the Chicagoland area.

What You’ll Be Doing:

• Generate and qualify new business leads using Seamless AI and LinkedIn Sales Navigator
• Manage and track all sales activity within HubSpot CRM
• Conduct outbound outreach and follow-ups within a 30-day sales cycle
• Attend monthly in-person travel engagements to meet prospective clients
• Promote de-escalation seminars in conjunction with security service offerings
• Partner with Operations to ensure smooth and timely client onboarding
• Achieve a monthly minimum target of 20 qualified sales opportunities
• Participate in weekly sales meetings and role-playing exercises
• Maintain clear, professional communication through Slack and internal tools
• Leverage sales technology including HubSpot, Seamless AI, Excel, and Slack

What You’ll Bring:

• Minimum of 2 years of sales experience (professional services or security industry strongly preferred)
• Demonstrated ability to close deals of varying size and complexity
• Strong verbal and written communication skills
• Proficiency with CRM platforms, particularly HubSpot
• Experience using LinkedIn Sales Navigator and lead-generation tools
• Highly self-motivated with a results-driven mindset
• Ability to adapt to evolving market conditions and feedback
• Existing relationships within security industry (preferred)
• Bachelor’s degree (preferred, not required)

Compensation & On-Target Earnings (OTE):

This role is $18 per hour plus commission, with monthly commission payouts and a structured tier system that rewards performance and revenue generation. Earnings increase as revenue milestones are achieved.

There is no cap on commissions, and top performers are rewarded with accelerated earning potential and long-term growth opportunities.

Why Join Us:

At Extrity Services, you’re not just selling a service—you’re helping organizations create safer, more respectful environments. This role offers high earning potential, professional development, and the opportunity to build a long-term career within a rapidly growing company.

Our Approach:

Emotional Intelligence - We lead with empathy. Our professionals are trained to understand emotional dynamics and respond thoughtfully in every interaction.

De-escalation Mastery - We specialize in resolving tense situations through calm, strategic responses that prioritize safety and dignity.

Culture as a Foundation - Security is an extension of organizational culture. Our solutions integrate seamlessly with client values to foster secure and harmonious environments.

Diversity, Equity & Inclusion:

Extrity Services is an equal opportunity and affirmative action employer. We celebrate diversity and do not discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related conditions), sexual orientation, gender identity or expression, age, veteran status, disability, or any other legally protected characteristic.