Business Development Representative

Leesburg, Winter Park, and Daytona Beach, FL

Red Apples Media is a creative force in marketing — mixing digital smarts, bold storytelling, and scroll-stopping content to help brands grow and stand out. We build strategies that drive results, content that actually converts, and relationships that last.

As a boutique agency, we wear a lot of hats — but we do it with pride, personality, and purpose.
We collaborate closely, move quickly, and care deeply about the work we put into the world. Now we’re looking for an Executive-Level Personal Assistant to help our President stay focused, efficient, and two steps ahead — across multiple office locations and fast-moving priorities.

If you’re the kind of person who sees “no” as just the start of the conversation, loves the thrill of chasing down opportunities, and has no problem picking up the phone (or knocking on a door) – keep reading. This role is not for the faint of heart. It’s for the bold, the brave, and the business-savvy.

We’re hiring a Business Development Representative who isn’t afraid to go out and get the business. This role is 100% focused on cold outbound — cold calling, cold emailing, Linked In outreach, and yes, even walking into businesses and introducing yourself. Your mission: open doors and start conversations with decision-makers that lead to qualified appointments for our team.

If you can hustle, build rapport quickly, and stay consistent when most people give up, you’ll thrive here.

• Cold call businesses in our target industries and service areas
• Send personalized cold emails and direct messages
• Knock on doors of local businesses and introduce our agency services
• Follow up with leads consistently and professionally
• Book qualified discovery calls for our agency executives
• Log all outreach in our CRM (e.g., Go High Level , Hub Spot)
• Track activities, follow-ups, and lead status
• Maintain clean and accurate prospecting data
• Research new business categories and geographic opportunities
• Attend local networking events, expos, or chamber meetings
• Gather intel about prospects to improve future outreach

• Fearless: You’re not afraid of rejection. You see it as a numbers game and a learning opportunity.
• Relentless: You follow up. And follow up again. And again. Until you get an answer.
• Curious & Coachable: You love feedback, want to get better, and actively seek advice from others.
• Energetic & Personable: You know how to read a room, disarm with a smile, and build rapport in seconds.
• Self-Motivated: You don’t need babysitting. You want the scoreboard. You want to win.
• Clear Communicator: In speech and writing, you get to the point — and make it count.

• 1–2 years of outbound sales, telemarketing, or door-to-door experience preferred (but not required)
• Comfortable making 100+ cold calls per day and sending 50+ outbound emails
• Located in or willing to travel across our target Central Florida markets

Please Note: All applicants must be able to pass a drug test prior to employment at Red Apples Media. Red Apples Media has been designated a smoke/vape-free employer.

This is a full-time, on-site position that keeps you moving. You’ll work from one of our three offices and regularly travel throughout Central Florida. During your first 90 days, on-site work at our Leesburg headquarters is required. After onboarding, you may work from whichever of our three offices is most convenient for you:
Leesburg, Winter Park, or Daytona Beach. Reliable transportation and flexibility are essential.

• Be part of a collaborative, fast-paced team where no one hides behind job titles
• Help grow a dynamic, mission-driven business that makes a real impact for clients
• Gain exposure to every aspect of creative marketing and business operations
• Be part of a creative, tight-knit team that loves building smart marketing solutions
• Work closely with the leadership team to shape agency growth and culture

• Base salary + commission (with uncapped earning potential)
• Sales training and resources
• Flexibility in hours as situations dictate —
  we believe in “Family First”
• Generous time off based on longevity

We’re not looking for just another resume — we’re looking for a fearless hunter. Someone who thrives in high-energy environments, sees opportunity where others see obstacles, and knows how to create conversations that open doors and close deals.

If that sounds like you – and not just something you say in interviews – then we’ve got a challenge for you:

Click below to begin the Red Apples Media Personal Assistant Challenge.