Director of Operations & Revenue / Future Chief Operating Officer (COO)

Director of Operations & Revenue

Future Chief Operating Officer (COO)

Real Estate Investment | Property Management | Commercial Leasing | Construction

Remote | Full-Time

Base Salary: $1,250/month + Performance Bonuses


This is NOT a Virtual Assistant Position.

We’re looking for someone who wants to help build and eventually help run a growing U.S. real estate company.

We don’t need someone to simply complete tasks.

We need someone who builds systems.

Someone who increases revenue.

Someone who organizes people.

Someone who creates accountability.

Someone who solves problems before they happen.

Someone who eventually becomes the CEO’s trusted right hand.

If you’re excited about creating order from chaos, improving businesses, and helping build something long-term, keep reading.


About Us

We own and manage 100+ residential and commercial units throughout Massachusetts.

Our businesses include:

Real Estate Investment
Property Management
Commercial Leasing
Construction & Development
Sober Living Operations
Title & Escrow Services
We are actively acquiring, renovating, leasing, and expanding.

Our long-term vision is to build one of the premier real estate investment and property management companies in New England.


Your Mission

Your mission is simple:

Build the operating system that allows the company to scale.

Every month, the business should become:

More organized
More profitable
Easier to manage
Less dependent on the CEO
Your job is to eliminate chaos by creating systems, dashboards, accountability, and consistent follow-through.

At the same time, you’ll help increase occupancy, improve collections, and maximize revenue.


Your Primary Objectives

1. Build Our Company Operating System

You’ll organize every part of the business into one centralized system using Airtable.

By the end of your first year, the CEO should be able to open one dashboard and instantly see the health of the entire company.


2. Increase Revenue

Revenue comes first.

Your responsibility is to make sure:

Apartments rent faster
Commercial vacancies decrease
Every lead receives follow-up
Every application gets processed
Every lease gets signed
Every deposit gets collected
Collections improve
Occupancy continues to increase

3. Remove Daily Operations From the CEO

The CEO should spend less time putting out fires and more time growing the business.

You’ll build systems that make that possible.


Your Responsibilities

Leasing & Revenue

Respond quickly to every new lead
Schedule and coordinate showings
Follow up until applicants make a decision
Convert leads into signed leases
Reduce vacancy days
Coordinate move-ins
Collect deposits and lease paperwork
Track occupancy by property
Recommend rental increases based on market conditions
Build referral relationships with housing agencies, employers, and community organizations
Help maximize revenue across both residential and commercial portfolios

Operations & Systems

You’ll design and maintain the company’s operational dashboard using Airtable.

Everything should be organized, tracked, and visible.

Examples include:

Leasing Dashboard

Vacancies
Commercial spaces
Leads
Showings
Applications
Lease status
Deposits
Occupancy
Follow-ups
Leasing pipeline

Maintenance Dashboard

Open work orders
Priority level
Assigned vendor
Photos
Completion status
Tenant communication
Invoices
Completion dates

Construction Dashboard

Active projects
Budget
Timeline
Contractor assignments
Permits
Inspection schedules
Draw requests
Materials ordered
Current phase
CEO action items

Vendor Dashboard

Contractor directory
Insurance certificates
Performance ratings
Pending invoices
Contact information
Current jobs

Property Management Dashboard

Delinquencies
RAFT applications
Payment plans
Lease renewals
Move-ins
Move-outs
Inspections
Violations
Tenant issues

Executive Dashboard

The CEO should be able to answer these questions within 60 seconds:

How many vacancies do we have?
How many leads came in today?
Who hasn’t been followed up with?
What apartments are ready?
What commercial spaces are available?
What projects are behind schedule?
Which contractors need attention?
Who owes rent?
What maintenance requests remain open?
Which move-ins are scheduled?
What needs my attention today?
If it’s happening in the company, it should be visible in Airtable.


Executive Support

Organize CEO priorities
Track projects and deadlines
Coordinate contractors and vendors
Follow up with municipalities, attorneys, lenders, and utility companies
Prepare reports and dashboards
Build SOPs
Improve company processes
Use AI to automate repetitive work
Identify bottlenecks before they become problems

AI & Technology

We’re building a modern company.

You’ll regularly use tools such as:

Airtable
ChatGPT
Google Workspace
Buildium
AppFolio
QuickBooks
Automation tools
AI productivity software
If you enjoy technology, you’ll love this position.


Required Skills

Exceptional organization
Outstanding follow-up
Strong written and spoken English
Critical thinking
Problem solving
Professional communication
Ability to prioritize
Comfortable learning new software
Ability to work independently
Reliable internet
Quiet home office

Preferred Experience

Property Management
Apartment Leasing
Commercial Leasing
Sales
Revenue Management
Executive Assistant
Construction Coordination
Buildium
AppFolio
Airtable
Process Documentation
CRM Systems
Spanish (Highly Preferred)

What Success Looks Like

Within your first year:

Occupancy increases
Revenue increases
Collections improve
Contractors become accountable
Maintenance is organized
Construction stays on schedule
Every lead is tracked
Every vacancy is visible
Every project has an owner
The CEO spends dramatically less time on daily operations
The company has one centralized operating system that scales with future growth

Growth Opportunity

This is a long-term leadership opportunity.

Successful candidates can grow into:

Senior Operations Manager
Director of Operations
Chief Operating Officer (COO)
We strongly believe in promoting from within.


Compensation

Base Salary: $1,250/month

Plus performance bonuses based on measurable results, including:

Apartments leased
Commercial spaces leased
Occupancy goals achieved
Collection goals achieved
Revenue growth
Construction milestones
Operational improvements
Quarterly company performance
There is significant opportunity for compensation growth as your responsibilities and impact grow.


Application Questions

Tell us about yourself.
Why does this role excite you?
Describe a time you built or improved a system that made a business more efficient.
Tell us about the most difficult project you’ve managed.
Describe a time you solved a problem before your manager knew it existed.
What project management software have you used?
Have you used Airtable? If yes, describe what you’ve built.
What AI tools do you use regularly?
How would you organize a company with over 100 residential and commercial units?
If hired today, what would be the first three things you’d build during your first 30 days?

Video Introduction (Required)

Please submit a 2–3 minute video introducing yourself.

Include:

Who you are
Your work experience
Why you’re interested in this opportunity
Why you’d be a great fit
An example of a system or process you’ve improved
(Bonus) If you speak Spanish, include a 30-second introduction in Spanish.

IMPORTANT

To confirm you’ve carefully read this posting, begin your application with the exact words:

“I build systems.”

Applications that do not begin with these words may not be reviewed.


Final Thought

This role is about building a company—not simply managing one.

If your first instinct when you see a repetitive task is, “How can we build a system so this never has to be done manually again?”, you’ll fit in well here.

We’re looking for someone who wants to help build a business that continues growing for years to come—and who wants to grow into a leadership role alongside it.