About Us
Stroll is a premier, 20-year-old niche publishing company dedicated to connecting top-tier local businesses with affluent homeowners. We provide the most direct, effective, and exclusive hyper-targeted print media channel for businesses to reach residents living in high-end, gated communities throughout Boca Raton, Florida.
Because we hold our publications to the highest standards, we do not accept just any advertiser. We are highly selective, choosing only established, reputable business owners to become "Preferred Partners" for our exclusive neighborhoods. We are currently expanding our remote outbound team to help identify and connect with these top-tier local service providers.
The Role
We are seeking a polished, articulate, and highly motivated Remote B2B Appointment Setter / Sales Development Representative (SDR). Your sole mission is to call curated lists of established local businesses (e.g., custom roofers, luxury medspas, wealth managers, estate attorneys) in the Boca Raton area, introduce Stroll, and book a brief in-person 15-minute presentation for our executive team.
This is a pure outbound cold calling and appointment-setting role. You are not closing deals; you are opening doors by introducing an exclusive, invite-only opportunity.
Daily Responsibilities
Maintain a high volume of outbound cold calls (approximately 60 dials per day).
Navigate gatekeepers smoothly to reach business owners, partners, and marketing decision-makers.
Deliver our exclusive, value-first script with absolute confidence and professional composure.
Overcome standard objections by emphasizing the publication’s 20-year history and strict neighborhood selectivity.
Accurately log call dispositions and securely schedule qualified appointments into our calendar.
Requirements
Flawless Verbal Communication: You must have a clear, professional, and commanding phone presence with zero hesitation.
Proven B2B Cold Calling Experience: Minimum of 1–2 years in high-volume cold calling, telemarketing, or appointment setting (media, advertising, or high-ticket service experience is a massive plus).
Resilience & Objection Handling: You view "No" as a puzzle to solve and can comfortably pivot conversations without sounding defensive.
Tech-Savvy: Proficient with Excel spreadsheets and Calendly.
Quiet Remote Environment: A dedicated home office setup with high-speed internet and a professional headset.
Compensation:
High Commission/Bonuses per successfully set appointments and sales.
Warm, highly curated lead lists provided; no guesswork or scraping required.
Comprehensive training on our 20-year proven pitch script and objection handling.
How to Apply (Crucial – Read Carefully)
To be considered for this role, you must submit a 60-second voice recording or audio intro along with your resume. Tell us about your B2B cold calling experience and why you are the perfect voice to represent a luxury community publication. Applications without an audio sample will not be reviewed.
Here is a sales pitch for you to use in your voice recording;
“Hi, I was hoping you could connect me with the right person. I see that you guys currently have some clients at The Oaks Country Club in Boca. Do you do much business in there?…… Great, well we’re responsible for what businesses and services are introduced and recommended to the residents of that club through their private resident publication, and we’re currently looking for a good……….to partner with. Are you looking to expand your customer base with the community?…. OK, great to set the time for Ted Fisher, the club liaison, to come out and meet with you and learn more about your business and share with you a little bit more about our preferred partnership opportunity, then you both can determine if it’s a good fit…….Ted has availability this Thursday at 9:30 or Wednesday at 11, which works best for you?”
Www.strollmag.com
Principals only. Recruiters, please don't contact this job poster.
OK to highlight this job opening for persons with disabilities.