Director of Operations & Automation Strategy

Job Summary
Florida Sell Now is a fast-growing real estate investment company focused on acquiring off-market properties through advanced data, marketing, and operational systems.

We specialize in data-driven acquisitions, complex deal structures (probate, distressed, etc.), and building scalable systems across multiple markets. Our goal is to build a $100M+ real estate organization over the next 5 years.

Role Description
We are hiring a Director of Operations & Business Analytics to take full ownership of our data, systems, and operational performance. This is a high-impact leadership role sitting at the intersection of operations, data analytics, AI implementation, and revenue optimization, working directly with the CEO, COO, and Sales Director. This role is not just about managing systems — it is about building a smarter, faster, AI-driven organization. You will be responsible for designing and executing how AI is integrated into every layer of the business, including lead generation, data processing, sales workflows, decision-making, and internal operations.

MUST BE BASED IN FLORIDA

Key Responsibilities

• Own all company data: sourcing, structure, accuracy, and usability
• Build and manage KPI dashboards across all departments
• Implement attribution tracking to identify top-performing channels
• Optimize CRM systems, workflows, and automation
• Eliminate bottlenecks in deal flow and reduce inefficiencies
• Increase conversion rates across all stages of the sales funnel
• Improve revenue per lead and overall unit economics
• Lead all AI strategy and implementation across the organization — this is a core function of this role, not a secondary responsibility
• Train and upskill internal teams on AI tools and how to leverage them daily
• Create & Standardize SOPs and build scalable systems
• Work with Sales Director to improve lead quality and flow
• Manage and optimize the research, data, marketing departments
• Direct infrastructure for expansion into new markets
• Improve employee productivity
• Develop employee development program
• Implement employee handbook
• Provide consistent & positive leadership to direct reports

Success Metrics (First 12 Months)

• Higher lead-to-contract conversion rates
• Fewer dropped deals
• Increased revenue per lead
• Faster deal cycles
• Clear visibility into all key metrics and key employees
• Strong, scalable operational systems
• Improved company productivity/outcomes
• Employees promoted from within
• Maintaining & boosting employee morale
• Improved employee retention
• AI Implementation

Ideal Candidate

• Extremely analytical and data-driven
• Ability to work independently as well as lead and manage a team
• Strong people & communication skills
• Obsessed with efficiency and optimization
• Comfortable challenging leadership in a positive way
• Experience scaling people & systems in high-growth environments
• Experience building, leading & motivating teams
• Strong problem-solving and execution skills
• Must be a good fit for company culture
• Desired attitude required is the understanding of the difficult we’ll do right away, and the impossible will take a little longer, but it will get done.
• Deep, hands-on knowledge of AI tools and how to apply them inside a business (ChatGPT, Claude, Gemini, automation platforms, AI-integrated CRMs, etc.)
• Able to translate AI capabilities into real business outcomes and communicate them clearly to leadership and staff

First Year Compensation

• Base Salary: $80,000 – $110,000
• Company Performance Bonuses
• Strategic Impact Bonuses based on measurable improvements
• Total Compensation Potential: $96,000 – $132,000
• Compensation Based on Experience

Pay: $96,000.00 - $132,000.00 per year

Benefits:

• Paid time off
• Relocation assistance

Work Location: Hybrid remote in Miami, FL