Jack Cailotto

Jack Cailotto

Licensed Real Estate Agent / Sales Executive at RUISI Real Estate
  •   5   (76 reviews)

About Jack

Jack Cailotto is an experienced property professional known for his drive, precision, and strong results across the South West Sydney market. With a solid background in residential sales and a deep understanding of local buyer behaviour, Jack is a trusted advisor to both vendors and purchasers navigating important property decisions. Highly motivated and detail oriented, Jack approaches every campaign with focus and intent. He is committed to achieving premium outcomes for his clients while ensuring the process is structured, transparent, and as stress free as possible. His ability to combine strong negotiation skills with local market insight allows him to position properties effectively and extract maximum value. Jack brings a high energy, professional approach to every interaction and is particularly skilled in buyer management, campaign execution, and vendor communication. His knowledge extends beyond sales into broader market dynamics and development potential, giving clients clarity and confidence throughout the journey. As a key member of the Ruisi Real Estate team, Jack is aligned with the business’s commitment to high service standards, accountability, and long term client relationships. His work ethic, professionalism, and results driven mindset continue to make him a valuable asset to clients and the wider team.

Jack's reviews

  5  
Jack has 76 reviewsacross 33 different locations, showing 6.
Review Jack
4 months ago
A True Professional, Client focused, Excellent in communication, negotiation and trouble shooting

When deciding on who we would like to see our home, we invited Jack & Sam for an appraisal. They were truely Professional and genuine they spoke on our level, offering pre researched Market values and area knowledge, they answered our questions, explaining everything without clock watching. This impressed us. They did not push or offer any deals or favours, we knew exactly where we stood. Even with flexible costs. This is how we chose Jack & Sam. Once signing weeks later with no push, timing was entirely our decision. The Campaign began and so did negotiations, we were advised in voice and in writing this was not one sided or pushed, we had every say in all matters, the open communication and conversations were exemplary. We had, weekly updates, meetings, and after meetings from open homes. We had a 4 week Campaign and proudly sold on Auction Day with a happy outcome

5 months ago
Personable and professional

We found Jack to be very pleasant to deal with. He made the whole purchasing process easy to navigate and was responsive and respectful.

6 months ago
Amazing Great Communicator

Jack has amazing knowledge But his main strenght is that he cares and commits to the customer his loyalty to making sure he gets results for you the customer makes him very unique in this market. He will ne upfront and honest his not a sales man his a people person. Highly recommend him to help you find your next home and he will take the stress away and make the purchase or sale of your property an exciting journey. Thank you Jack

6 months ago
Great experience!!

Working with Jack over the past two years was an excellent experience. He consistently demonstrated honesty, transparency, and reliability in every interaction. We always felt informed and respected, never rushed or pressured into decisions. His guidance was thoughtful, clear, and truly focused on our best interests. This level of trust and professionalism is rare, and it made the entire process smooth and stress-free. We would highly recommend him to anyone looking for a dependable and ethical real estate agent.

6 months ago
Amazing experience

We cannot thank Jack and the Raine & Horne Wetherill Park team enough for the incredible way they handled the sale of our property. From start to finish, their communication was exceptional clear, honest, and constant which gave us complete confidence during what can be a very stressful time. Jack’s professionalism, warmth, and genuine care truly stood out. We never once felt like “just another sale” instead, we felt listened to, supported, and respected every step of the way. The entire team operated at the highest standard, and their dedication and positive energy made all the difference. We honestly couldn’t imagine going through this process with anyone else and would recommend Jack and the Raine & Horne Wetherill Park team without hesitation.

7 months ago
Great result in a timely manner

Professional realistic approach for our property sale, easy communication, very personal and with a no nonsense approach to our needs and expectations.

Show all 76 reviews

Jack's properties

Jack has sold 29 properties in the last 12 months, showing 4, sorted by most recent activity

SoldMar 8, 2026
Price not available
5 Auckland Street
Bonnyrigg Heights NSW 2177
4
3
2
House
SoldFeb 27, 2026
$1,665,000
16 Vidal Street
Wetherill Park NSW 2164
4
3
2
House
SoldFeb 26, 2026
$565,000
304/2 Calabria Lane
Bossley Park NSW 2176
1
1
1
Unit
SoldFeb 16, 2026
$1,255,000
5 Wadds Avenue
Cabramatta NSW 2166
4
2
1
House
Show all 29 properties
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