Sales Development Representative

2 weeks ago

West Palm Beach, Florida, United States Tailormade Full time $60,000 - $80,000 per year

About Tailormade

Tailormade publishes
The Home Design Guide of The Palm Beaches
– a curated print and digital platform showcasing the county's most exceptional designers, architects, and home builders. Distributed to more than 15,000 affluent homeowners, Tailormade is the go-to resource for connecting luxury design and build professionals with discerning clients. We are building not just a guide, but a trusted community of design excellence – and Palm Beach County is only the beginning.

The Role

We're looking for a
seasoned Sales Development Representative (SDR)
to work directly with our Founder in driving Tailormade's growth. This is not your average SDR role – you'll be on the frontlines of shaping our Palm Beach County business and then playing a
core role in our expansion into the Miami market
.

This position is ideal for someone who thrives in high-touch relationship sales, has a sharp understanding of consultative selling, and is energized by building something new from the ground up. You'll help us connect with top-tier designers, architects and home builders – people who shape the area's most extraordinary homes – and introduce them to the Tailormade platform.

What You'll Do

  • Prospect & Connect:
    Identify and reach out to high-value design, architecture, and building firms in Palm Beach County and Miami.
  • Qualify & Nurture:
    Build meaningful conversations that uncover needs, assess fit, and set up strong opportunities for partnership.
  • Pitch & Present:
    Confidently share Tailormade's value and vision, whether over the phone, in person, or at industry events.
  • Work Hand-in-Hand with the Founder:
    Collaborate directly with leadership to refine messaging, outreach strategy, and deal flow.
  • Market Expansion:
    Take part in developing our Miami growth playbook and future rollouts beyond South Florida.

What We're Looking For

  • Proven Sales Chops:
    2–4+ years of experience in sales development, business development, or consultative sales (bonus if you've worked in luxury, media, or design/build-related industries).
  • Relationship Builder:
    You know how to connect with decision-makers, build trust, and guide conversations toward partnership.
  • Driven & Entrepreneurial:
    You thrive in early-stage environments where your impact is highly visible.
  • Organized & Process-Oriented:
    Comfortable working within a CRM (we use HubSpot) and keeping a tight pipeline.
  • Local Knowledge Is a Plus:
    Familiarity with South Florida's luxury market and design/build ecosystem is a strong advantage.

Why Join Tailormade?

  • Work Side-by-Side with the Founder:
    Gain direct mentorship and exposure at the leadership level.
  • Impact & Ownership:
    Your work will directly shape the growth trajectory of the business in Palm Beach, Miami and beyond.
  • Career Upside:
    With expansion ahead, there's clear opportunity to grow into a leadership role as we scale markets.
  • Premium Brand:
    You'll represent a sophisticated, high-end platform trusted by some of the most respected names in the design and build industry.
  • Compensation & Perks:
    Competitive compensation, performance-based commissions, and growth incentives.

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