My agent is not comfortable with my offers

[Frank A Castro]

Good evening fellows, 

I'm currently in the process of buying my second property. I am using a VA loan and I am currently located in Virginia beach with the following search criteria: SFR 4/2 with a backyard ( garage is a bonus) , 1600+ sqft with a market time of 40+ days, minor repairs or modifications needed are welcome.

The modification and market time is , you guessed it, to be able to negotiate a discount from the original listing price. 

The agent that I work with is the same one I used to purchase my first property. I really like him, but he doesnt feel comfortable writing offers that are discounted from the listing price.  He Always finds a way to talk me out of it. 

Have you experienced this before ? What are your thoughts ?