Red Apples Media
Leesburg, Winter Park, and Daytona Beach, FL
About Red Apples Media 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, LinkedIn 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.
WHAT YOU'LL DO Cold Outreach (80%)
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., GoHighLevel, HubSpot)
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
WE'RE LOOKING FOR SOMEONE WHO IS:
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.
REQUIREMENTS
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.
Schedule & Travel Requirements 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.
The Benefits PERKS
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
BENEFITS
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
Think You’re the One We’re Looking For? 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.
#J-18808-Ljbffr
About Red Apples Media 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, LinkedIn 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.
WHAT YOU'LL DO Cold Outreach (80%)
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., GoHighLevel, HubSpot)
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
WE'RE LOOKING FOR SOMEONE WHO IS:
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.
REQUIREMENTS
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.
Schedule & Travel Requirements 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.
The Benefits PERKS
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
BENEFITS
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
Think You’re the One We’re Looking For? 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.
#J-18808-Ljbffr