Wednesday, May 20, 2026
The Property Management Times
David Laskin
Author

David Laskin

CEO, HYPR Staffing | Property Remote Staffing & PM Automations AI

David Laskin is the CEO of HYPR Staffing, the parent company of Property Remote Staffing and PM Automations AI. Property Remote Staffing places trained offshore staff into property management companies. PM Automations AI designs and deploys custom AI automation systems for PM companies. He founded HYPR after watching staffing and automation failures destroy otherwise well-run PM companies. He writes about the PM industry from the outside looking in: as a vendor, a partner, and an observer who has worked alongside dozens of PM companies across every size and market.

Articles by David Laskin (20)
The 2026 Tech Stack: How Enterprise PMs Are Navigating the AI Integration Tsunami

The 2026 Tech Stack: How Enterprise PMs Are Navigating the AI Integration Tsunami

Enterprise property management companies are moving beyond monolithic software, embracing modular tech stacks powered by specialized AI agents. This shift, supported by remote and offshore staffing, allows for greater efficiency and strategic focus. The future of PM tech is about intelligent integration and human augmentation.

5 min read
The Great Reset: How Higher Rates Are Forcing a PM Portfolio Reckoning

The Great Reset: How Higher Rates Are Forcing a PM Portfolio Reckoning

Sustained higher interest rates are fundamentally reshaping the economics of property management portfolios. PM companies can no longer rely on portfolio growth to mask operational inefficiencies; instead, they must focus on intelligent cost reduction and maximizing NOI for owners. This shift makes AI and remote staffing not just competitive advantages, but essential tools for survival and growth.

3 min read
Europe's Short-Term Rental Shake-Up: A Bellwether for US Property Managers?

Europe's Short-Term Rental Shake-Up: A Bellwether for US Property Managers?

Europe's tightening short-term rental regulations, demanding increased transparency and data sharing, offer a stark preview for US property managers. This shift underscores the critical need for AI-powered compliance solutions and strategic remote staffing to navigate growing regulatory complexity and operational overhead. Proactive adaptation, not reactive scrambling, will define success.

7 min read
The Shifting Sands of State Regulation: Why Landlord-Friendly Jurisdictions Are Doubling Down

The Shifting Sands of State Regulation: Why Landlord-Friendly Jurisdictions Are Doubling Down

Landlord-friendly states are not just maintaining their stance; they are actively reinforcing policies to attract investment and provide regulatory certainty. This trend is driven by economic imperatives, legal pushback against overreach, and the transparent data provided by modern property management technology. Property managers must strategically adapt to this increasingly bifurcated regulatory landscape.

6 min read
The Silent Erosion: Unpacking the True Cost of a Failed Leasing Handoff

The Silent Erosion: Unpacking the True Cost of a Failed Leasing Handoff

A bad leasing handoff is more than a minor inconvenience; it's a systemic failure that erodes trust, efficiency, and profitability. This overlooked issue leads to significant tangible and intangible costs, from re-leasing expenses to reputation damage and employee burnout.

6 min read
Beyond the Award: What Property Meld's Recognition Means for PM Service Delivery

Beyond the Award: What Property Meld's Recognition Means for PM Service Delivery

Property Meld's HDI award for 'Best Service and Support' is more than just vendor recognition. It signals a critical industry shift towards demanding robust support from technology partners, especially in complex areas like maintenance. This trend impacts how PMs evaluate software and the evolving skill sets required for property management teams.

5 min read
Beyond the Hype: What Remote Staffing Truly Delivers for Property Management in 2026

Beyond the Hype: What Remote Staffing Truly Delivers for Property Management in 2026

Remote staffing in property management has evolved beyond basic back-office tasks, now encompassing core operations like lease administration and maintenance coordination. The key to success lies in structured role definition, a robust technology stack, and an intentional culture. This approach addresses talent shortages and improves efficiency, leading to more resilient and profitable businesses.

6 min read
The Shifting Sands of SFR: What Institutional Retreat Means for Independent Property Managers

The Shifting Sands of SFR: What Institutional Retreat Means for Independent Property Managers

Institutional investors are pulling back from the single-family rental market, a significant shift with profound implications for independent property managers. This retreat presents a unique opportunity for local operators to reclaim market share and differentiate their services. Success will hinge on leveraging local expertise, adopting strategic technology, and prioritizing personalized service.

5 min read
The Inexorable March of Rent Control: A 2026 Strategic Outlook for Property Management

The Inexorable March of Rent Control: A 2026 Strategic Outlook for Property Management

Rent control is no longer a niche issue confined to a few cities; it's a rapidly spreading national trend impacting property managers across diverse markets. Companies must proactively assess their exposure, understand complex legislation, and strategically adapt their operations and technology to navigate this new regulatory landscape. Ignoring this shift is no longer an option for long-term viability.

5 min read
The Expectation Gap: Bridging Owner Ambition with Operational Ground Truth

The Expectation Gap: Bridging Owner Ambition with Operational Ground Truth

The property management industry often faces a significant gap between owner expectations for ROI and the complex operational realities on the ground. This disconnect, fueled by a lack of transparency and understanding, can lead to frustration and churn. Bridging this gap requires proactive communication, data-driven context, and a strategic focus on educating owners about the true value of professional property management.

5 min read
The Burnout Epidemic: It's a Staffing Crisis, Not a State of Mind

The Burnout Epidemic: It's a Staffing Crisis, Not a State of Mind

Property management burnout isn't a personal failing; it's a systemic staffing problem driven by unrealistic workloads and outdated operational models. The solution lies in strategically disaggregating the property manager role, leveraging remote talent, and integrating automation to create sustainable business models.

5 min read
Remote Staffing in Property Management: Beyond the Hype, What Actually Works in 2026

Remote Staffing in Property Management: Beyond the Hype, What Actually Works in 2026

In 2026, remote staffing in property management has evolved beyond simple outsourcing to a strategic, integrated approach. It's about optimizing roles, leveraging advanced technology, and accessing a global talent pool for specialized functions. This shift enables greater efficiency, scalability, and resilience for property management firms.

5 min read
The Inevitable Expansion: Tracking Rent Control's Reach in 2026

The Inevitable Expansion: Tracking Rent Control's Reach in 2026

Rent control is no longer a localized issue; it's a rapidly spreading phenomenon impacting property management firms nationwide. This shift demands proactive strategic adjustments in compliance, data utilization, and talent development to maintain operational viability and profitability.

6 min read
Remote Staffing in Property Management: Beyond the Hype Cycle, What's Actually Working in 2026

Remote Staffing in Property Management: Beyond the Hype Cycle, What's Actually Working in 2026

Remote staffing in property management has matured beyond initial hype, now representing a strategic imperative for operational efficiency and talent acquisition. Successful implementation hinges on identifying specific roles best suited for remote execution, robust process documentation, and strong technological infrastructure. The future involves not just remote humans, but AI-augmented remote roles, demanding intentional strategy and cultural integration for true success.

5 min read
The Shifting Sands of SFR: Why Institutional Retreat is an Opportunity for Independent PMs

The Shifting Sands of SFR: Why Institutional Retreat is an Opportunity for Independent PMs

Institutional investors are pulling back from the Single-Family Rental market, creating a significant opportunity for independent property management companies. This shift requires independent PMs to strategically adopt institutional best practices in technology and talent while retaining their core strengths of local expertise and personalized service.

5 min read
Local Chapters in a Globalized World: Why Your PM Network Still Needs a Zip Code

Local Chapters in a Globalized World: Why Your PM Network Still Needs a Zip Code

Despite the rise of remote work, local property management chapters remain critical. They provide invaluable localized knowledge, foster community, and offer support specific to geographic markets that global networks cannot replicate. The future of property management is a hybrid model, balancing remote efficiency with essential local expertise.

4 min read
Burnout in Property Management: A Systemic Staffing Failure, Not a Personal Flaw

Burnout in Property Management: A Systemic Staffing Failure, Not a Personal Flaw

The pervasive burnout in property management is not a personal failing but a systemic staffing problem, driven by unrealistic workloads and a flawed 'lean' operational philosophy. The industry's high turnover and talent scarcity are direct consequences of asking one person to perform the work of many, a model that is neither scalable nor sustainable. Addressing this requires a fundamental shift in how we staff, embracing role redesign, specialization, and strategic use of remote talent and technology to create healthier, more efficient teams.

5 min read
The Inevitable Squeeze: How PM Fee Structures are Evolving Under 2026 Rent Pressure

The Inevitable Squeeze: How PM Fee Structures are Evolving Under 2026 Rent Pressure

Persistent rent pricing pressure in 2026 is forcing property management companies to fundamentally re-evaluate their fee structures. The industry is moving away from simple percentage-based models towards more nuanced, value-based, and tiered service offerings. This shift is driven by economic realities, increased competition, and evolving tenant and owner expectations.

6 min read
The HOA and Condo Market in 2026: Navigating Growth, Talent, and Automation

The HOA and Condo Market in 2026: Navigating Growth, Talent, and Automation

The HOA and condominium management sector is a significant growth engine in 2026, driven by demographic shifts and new construction. However, this growth is met with a severe talent shortage and a need for advanced technological adoption. Firms must specialize, automate, and embrace remote staffing to thrive in this complex market.

5 min read
The Growth Paradox: Why Scaling Your Property Management Portfolio Can Be Your Downfall

The Growth Paradox: Why Scaling Your Property Management Portfolio Can Be Your Downfall

Growth in property management is not linear; it introduces disproportionate complexity. Many firms fall into the 'scaling trap' by failing to build robust operational infrastructure before chasing more doors. This leads to talent burnout, client churn, and ultimately, a regression from success.

5 min read