Weekend Lock Picking Jobs in Chicago, IL (NOW HIRING)

Description:

Who We Are:

We are Destify! We focus on our people, our culture, and our technology. We're reimagining the destination wedding experience, simplifying the complex, celebrating the meaningful, and building technology that connects thousands of couples to their dream celebrations.

About the Role

The Sales Specialist at Destify is a high-performance closer. You pick up where our SDR team leaves off, stepping into consultations with couples who are ready to choose their resort and book their dream wedding. Your job is to guide them with expertise and confidence, build trust fast, and turn a conversation into a committed booking. If you love closing, thrive under pressure, and want to earn without a cap, this is your role.

 Who You Are: 

• Lead consultative sales meetings with warm, pre-qualified couples ready to choose their resort and package
• Develop and present customized wedding package quotes tailored to each couple's vision and budget
• Drive all closing activity — follow up relentlessly, create urgency and lock in bookings
• Build strong relationships with clients that lead to referrals, upgrades and long-term loyalty
• Partner with SDRs to ensure smooth handoffs and a consistent client experience from first touch to booking
• Consistently meet and exceed monthly, quarterly and annual sales targets
• Maintain accurate and up-to-date pipeline activity in the CRM
• Contribute to the growth and culture of an elite, results-driven sales team

Requirements:

• A proven closer with a track record of exceeding sales targets in a competitive environment
• An achiever's mentality: you set high standards for yourself and refuse to settle
• Exceptional communication, listening, and relationship-building skills
• Unwavering persistence and the ability to create urgency without pressure tactics
• The natural ability to connect with people quickly and earn their trust
• Comfort managing a high-volume pipeline across multiple clients simultaneously
• Tech-savvy with experience using CRM platforms and digital communication tools
• Availability to work evenings and weekends when couples are most reachable
• Prior sales experience required; experience in hospitality, travel, or events is a significant plus

Schedule Expectations:  

This is a performance-driven closing role that requires schedule flexibility. Our most successful specialists make themselves available when couples are ready to commit; evenings and weekends are prime closing windows.

• Minimum of one Saturday and one Sunday per month required
• Evening availability required to conduct consultations outside of traditional business hours
• Additional weekend availability may be required based on lead volume and performance

What we offer:

• Base salary with performance-based increases plus uncapped commissions
• Top-performing Sales Specialists earn six figures — with no ceiling on what's possible
• Fully remote — we are a remote-first company with team members across multiple states and countries
• Full benefits including medical, dental, vision, and 401(k) with company match
• Comprehensive training, ongoing coaching, and a world-class sales playbook
• Rapid advancement opportunities for top performers
• A results-focused culture that rewards effort, output, and excellence