Skip to main content
News

Robert Wensley on the Winners Club Podcast - $150M Offer, AI Shockwaves, and Why Wholesalers Must Move Fast

  • February 24, 2026
  • 2 replies
  • 27 views
Lais Laudari
Forum|alt.badge.img+2

Hi community!
 

Investorlift CEO Robert Wensley recently sat down with Brian Tan, host of the Winners Club Podcast, for one of the most wide-ranging conversations we’ve seen this year.

This wasn’t surface-level motivation.

 

It was a deep dive into:

  • Why 60% of wholesalers went out of business when rates spiked

  • Why flipping in volatile markets is dangerous

  • Why he believes AI is the “January 2020 moment” of the next disruption

  • How he nearly ran out of cash - and what he did instead of cutting customers

  • The difference between solving band-aid problems and tourniquet problems

  • Why you don’t fail until you quit
     

He also shared:

  • How he scaled to 60+ flips at a time

  • How Investorlift became the “MLS for distressed properties”

  • Why he turned down a $150M offer

  • Why clarity and focus matter more than money

  • Why wholesalers should prioritize speed and distribution right now
     

One of the biggest takeaways for today’s market:

If you’re flipping - keep it under 3 months.
If you can wholesale - wholesale.
Stay liquid.
Move fast.
Solve real problems.
 

This episode isn’t just about business strategy.

It’s about how to think in cycles, survive downturns, and build something that lasts.

If you're serious about scaling in 2026 and beyond, this is worth your time.
 

👉 Watch the full Winners Club Podcast episode here:


 

What was your biggest takeaway from the episode?
Do you agree with the AI outlook?

 

Drop your thoughts in the comments below 👇

2 replies

Penta Group LLC
Forum|alt.badge.img+1

Solid conversation. This isn’t hype , it reflects what actually happened when rates spiked. A lot of wholesalers disappeared because margins vanished and liquidity dried up.

The biggest takeaway for me: speed and distribution matter more than ego. In this market, staying liquid is everything. If you can wholesale, wholesale. If you flip, keep it under 90 days.

2026 isn’t the time to speculate , it’s the time to rotate capital fast and protect downside.

That’s how you survive cycles.😎


Lais Laudari
Forum|alt.badge.img+2
  • Author
  • Community Manager
  • February 24, 2026

Appreciate you sharing this perspective.
Conversations like this are important, 2026 is shaping up to reward clarity and execution more than anything else.