Property management companies spend $4,000-$7,000 training a new bookkeeper to use Propertyware correctly. Then that person quits in 18 months. When you hire propertyware trained bookkeeper remotely who already knows the system, you skip the ramp-up cost entirely.
Most firms don’t realize this is even an option. They assume every bookkeeper hire needs three months of hand-holding to learn chart of accounts setup, rent roll reconciliation, and trust accounting within Propertyware. That assumption costs them months of productivity and thousands in training overhead.
The Real Cost of Training Someone on Property Management Software
A local bookkeeper in a mid-sized US market costs $50,000-$65,000 annually. Add training time, software mistakes during ramp-up, and the owner’s time fixing errors, and the first-year cost easily hits $75,000.
When you hire propertyware trained bookkeeper remotely from Latin America, base compensation runs $28,000-$38,000 for someone who’s already processed rent payments, handled maintenance vendor bills, and reconciled trust accounts in Propertyware for another property management company. No training budget. No three-month learning curve.
What “Propertyware Trained” Actually Means
This isn’t someone who took an online course or listed Propertyware on their resume. When we hire propertyware trained bookkeeper remotely for property management firms, every candidate has verifiable work history inside the platform.
That means: setting up new properties in the system, posting rent charges, processing batch payments, reconciling bank feeds to trust accounts, running owner statements, handling late fees and interest calculations. They’ve done the work, made the mistakes, and know how to avoid them.
Why Property Management Firms Are Switching to Remote
Real estate operations are already remote-friendly. Rent payments happen online. Maintenance coordination runs through the system. Owner communication is email and Zoom. The person doing bookkeeping doesn’t need to sit in your office.
What they need is fluency in your software and reliability in your processes. When you hire propertyware trained bookkeeper remotely, time zone overlap matters. A bookkeeper in Argentina or Colombia works your business hours, answers Slack messages in real time, and joins your weekly calls without requiring a midnight alarm.
The Turnover Problem Remote Talent Solves
Property management has notoriously high bookkeeper turnover. Local talent treats it as a stepping stone. Training investment walks out the door after 18-24 months.
Remote bookkeepers in Latin America view US property management roles as career advancement. Compensation in USD is significantly above local market rates. They stay longer, require less management, and don’t job-hop for a $3,000 raise down the street.
How Firms Actually Implement This
Most property management companies who hire propertyware trained bookkeeper remotely start with one placement to test the model. They assign rent roll reconciliation, AP processing, or trust account management to the remote bookkeeper while keeping owner-facing communication internal.
Within 30 days, they realize the remote bookkeeper is handling the work faster than the person they replaced. Within 90 days, they’re looking to add a second placement for a different property in their portfolio.
The process is straightforward: identify the Propertyware tasks causing the most bottleneck, hire someone who’s already done those tasks in the system, and let them start producing in week one. No three-month ramp. No training manual. Just a bookkeeper who already knows how your software works.


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