Software | Community | Digital Marketing | AI | Real Estate
Location: Pittsburgh, PA
Job Type: Full-Time
Compensation: $60,000 to $80,000 per year Salary + Performance Incentives
Help Us Grow a Real Estate Software Brand & Community
We're looking for a creative, organized, tech-forward person who wants to help grow something.
This isn't a traditional corporate marketing position, and it isn't just a social media job.
You'll work directly with ownership across BrrrrSimply, our real estate investment software platform, and The Deal Room - Skool, our growing community of real estate investors.
Your job will be to help us grow the audience, strengthen the community, improve our marketing systems, support our users, and turn ideas into execution.
One day you may be planning content for the community. The next you're helping launch a new software feature, coordinating with an influencer, building an email campaign, reviewing marketing KPIs, or using AI to turn one video into a week of content.
If you enjoy marketing, technology, AI, software, content, and entrepreneurship—and want a role where you can actually see the impact of your work—we want to meet you.
About the Role
This position sits at the intersection of marketing, software, community, and growth.
You'll help manage the day-to-day growth activities surrounding BRRRRSimply and Deal Skool while working closely with ownership, our development team, marketing partners, affiliates, and community members.
We're not looking for someone who needs every task mapped out for them.
We want someone who can take an idea, organize it, execute it, measure it, and make it better the next time.
What You'll Do BrrrrSimply Software & Growth
- Help execute growth initiatives for the BrrrrSimply mobile app
- Assist with new feature launches and product announcements
- Help improve onboarding, customer communication, and user engagement
- Gather and organize user feedback for the development team
- Help identify opportunities to improve trial starts, conversions, retention, and overall customer experience
- Coordinate marketing campaigns around new features and product updates
- Help maintain landing pages, funnels, forms, and marketing assets
- Assist with App Store and Google Play marketing initiatives
- Work with ownership and developers to help communicate what's happening inside the product to users
Skool Community -
- Help manage and grow our real estate investor community
- Welcome and onboard new members
- Create and schedule community posts
- Keep conversations, classrooms, resources, and events organized
- Help coordinate live community events and deal breakdowns
- Turn frequently asked questions into useful community content
- Help identify members, deals, wins, and stories worth highlighting
- Monitor engagement and develop ideas to make the community more valuable
- Help turn community members into active long-term users and brand advocates
Content & Organic Marketing
- Help manage content across Instagram, Facebook, TikTok, YouTube, email, and our community
- Turn long-form videos into short-form clips, posts, emails, and other content
- Help develop content calendars and maintain consistent publishing schedules
- Coordinate video, graphics, screenshots, testimonials, and marketing assets
- Write and organize basic marketing copy
- Help ownership turn real-world knowledge and ideas into usable content
- Identify content opportunities based on trends, questions, user feedback, and what's happening inside the business
Influencers, Affiliates & Partnerships
- Research potential real estate influencers, educators, agents, lenders, and affiliate partners
- Assist with outreach and follow-up
- Maintain relationships and track partnership opportunities
- Provide affiliates with links, graphics, offers, and marketing materials
- Help coordinate influencer campaigns and promotions
- Track affiliate and partnership performance
- Look for creative opportunities to put BRRRRSimply in front of more real estate investors
Digital Marketing & Funnels
- Assist with email and SMS campaigns
- Help build and maintain funnels and automations
- Work inside CRM and marketing platforms such as GoHighLevel
- Coordinate landing pages and lead capture forms
- Assist with paid advertising campaigns and creative coordination
- Help organize A/B tests for messaging, offers, landing pages, pricing, onboarding, and marketing creative
- Monitor campaign performance and identify opportunities for improvement
AI & Automation
We want someone who actively uses AI—not someone who's afraid of it.
You'll be encouraged to use tools such as ChatGPT, Claude, Gemini, and other emerging platforms to work faster and improve our marketing.
This may include:
- Creating and repurposing content
- Researching marketing ideas
- Building marketing workflows
- Automating repetitive tasks
- Creating AI-assisted email and SMS campaigns
- Analyzing customer feedback
- Organizing data
- Researching influencers and partnerships
- Building internal AI assistants
- Finding new ways to improve customer acquisition and engagement
If you discover a tool that can save us 10 hours a week, we want to hear about it.
Measure What Matters
This isn't a role where success is measured by how many posts went out.
You'll help us understand what's actually driving growth.
You'll work with metrics such as:
- App downloads
- Free trial starts
- Trial-to-paid conversion
- Paying subscribers
- Customer acquisition cost
- Landing page conversion
- Email and SMS performance
- Community growth
- Community engagement
- Affiliate performance
- Influencer performance
- Content reach and engagement
- Customer retention
You don't need to be a data scientist, but you should be comfortable looking at numbers and asking, "Is this actually working?"
Who We're Looking For
You might be a great fit if you:
- Are naturally interested in marketing and technology
- Use AI regularly or are eager to become extremely good at it
- Understand social media and digital content
- Are comfortable learning new software
- Are highly organized
- Communicate well
- Can manage multiple projects simultaneously
- Have strong follow-through
- Enjoy working in a fast-moving environment
- Take ownership instead of waiting for instructions
- Like testing new ideas
- Can be creative while still paying attention to numbers
- Want to learn how a software company actually grows
Most importantly, we're looking for someone who is resourceful.
If you don't know how to do something, your first instinct should be to figure it out.
Experience We're Interested In
Experience with any of the following is helpful:
- Digital marketing
- Social media marketing
- Community management
- SaaS or mobile apps
- Content creation
- Video editing
- Email marketing
- SMS marketing
- GoHighLevel
- Skool
- Canva
- Meta Ads
- Google Ads
- App marketing
- Affiliate marketing
- Influencer marketing
- CRM systems
- Marketing automation
- ChatGPT / Claude / Gemini
- Google Analytics
- YouTube
- Basic graphic design
- Real estate investing
You do not need experience in all of these.
Real estate experience is a plus, but it is not required. We can teach you the real estate side.
We're more interested in finding someone with the right combination of curiosity, creativity, technology skills, organization, and drive.
Why Join Us?
You'll be joining something that's still being built.
BrrrrSimply is a real estate software platform designed to help investors analyze BRRRR, rental, flip, wholesale, and other real estate opportunities quickly and confidently.
Deal Skool is the community surrounding that ecosystem, where investors can learn, analyze deals, ask questions, access resources, and connect with other investors.
You'll also have exposure to our established Pittsburgh real estate investment businesses, giving you a unique opportunity to see both sides of the industry: the technology being built for real estate investors and an actual real estate company doing deals.
You'll work directly with ownership and have exposure to:
- Building and scaling a software company
- Mobile app growth
- AI and automation
- Digital marketing
- Community building
- Real estate investing
- Affiliate and influencer marketing
- Product development
- Entrepreneurship
This role can grow significantly for the right person.
As the software and community grow, we want this person to grow with them and take on increasing responsibility for marketing, community, and overall growth.
If you're looking for a highly structured corporate environment where every day looks the same, this probably isn't the position for you.
If you want to help build something, test ideas, use new technology, learn quickly, and see your work directly impact growth, we'd love to hear from you.
Apply today and tell us a little about yourself, what you've worked on, and why this type of role interests you.
Pay: $65,000.00 - $125,000.00 per year
Benefits:
- Health insurance
- Paid time off
- Parental leave
- Retirement plan
- Vision insurance
Work Location: Hybrid remote in Pittsburgh, PA 15237