Shai Alfandary's Speaker Profile

The CEO Making Rental Ownership Predictable

Meet Shai Alfandary, CEO of Home365 and turnaround operator helping real estate investors make rental ownership more predictable, more transparent, and less dependent on landlord chaos.

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“Shai Alfandary is the CEO of Home365, a proptech and property management company helping real estate investors turn rental ownership into a more predictable, hands-off asset.
After four successful turnaround exits, Shai now applies that same operating discipline to one of real estate’s biggest problems: protecting rental income, reducing maintenance surprises, and giving owners the visibility they need to scale without becoming full-time landlords.”

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Biography

Who is Shai Alfandary?

Shai Alfandary is the CEO of Home365, a proptech and property management company helping real estate investors make rental ownership more predictable, transparent, and hands-off.

Home365 serves single-family rental owners, landlords, and real estate investors across U.S. markets, with a model built around the problems that actually affect returns: rent collection, tenant quality, maintenance, vacancy, turnover, owner visibility, and NOI.

Before Home365, Shai built his reputation as a turnaround CEO, fixing broken growth engines and leading four successful exits in eight years, including RingLead, Marketo, and xFind.

Today, he brings that same operating discipline to property management. His thesis is simple: owners do not lose money because real estate is a bad asset class — they lose money because operations leak value. Home365 is built to close those leaks and make rental ownership feel more like investing, and less like a second job.

Resources

Highlights

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Media appearances

Listen to Shai Alfandary's previous interviews

Topics

What your listeners can learn

Topic #1

Turning a Rental Into Real Passive Income

For the accidental or first-time landlord, someone who inherited a home, relocated, or bought a single rental and suddenly has a tenant and a mortgage. Shai gives a straight, no-pitch playbook on what “passive income” actually takes and what quietly destroys returns. Pure value, not a sales talk.

Key takeaways:

  1. The gap between owning a rental and earning passive income, and the leaks (vacancy, repairs, turnover) that decide which one you get.
  2. A simple do-it-yourself vs. hand-it-off framework for the solo owner.
  3. The costs new landlords forget to budget — and why the “surprise” repair bill isn’t a surprise.
  4. Finding and keeping a good tenant — the single biggest factor in whether the income stays passive.
  5. The honest signals that it’s time to sell rather than hold.

Topic #2

Growing a Rental Portfolio

For owners of multiple rental units who want to grow. A high-level look at how to think about the risks most investors overlook, how to keep operations from scaling faster than returns, and where technology and data genuinely help you grow.

Key takeaways:

  1. Why location and cap rate aren’t the whole picture, the operational risk investors tend to overlook.
  2. How to keep operations from scaling faster than your returns as you add units.
  3. Where technology and real-time data genuinely help you manage and grow a portfolio.
  4. Structuring for predictable cash flow so the portfolio works like an asset, not a second job.

Topic #3

From Turnaround to Exit

For founders, operators, and tech leaders. Shai has spent his career turning software companies around, rebuilding their go-to-market and positioning them for successful exits. A high-level look at the repeatable playbook behind it.

Key takeaways:

  1. The repeatable playbook for turning around a struggling software company.
  2. How to rebuild a go-to-market motion that drives real growth.
  3. Positioning a company for a successful exit or acquisition.
  4. Leading through change — and stepping into the CEO seat.

Topic #4

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