Can you help me?

I enjoy connecting with people, but sometimes I find myself stuck in conversations not knowing what to say sometimes. One of the top things I'd like to accomplish this year is being a better conversationalist. How can I take my social skills(lack thereof) to new heights?

Hey ^^ I don't know if this is helpful, but asking questions about the theme someone is presenting to you is helpful. If I find me stuck in a conversation I take (no joke) the last output and make a resonable question out of it. Otherwise you can say thinks like "Oh, say me, are there more [enter stuff that fits] like that at the moment?" or "I never thought of it that way! Please tell me more!" every time, even when you not care the person will not end to speak, trust me.

Having a job that forces you to interact with people is a good start. At least IRL. On here, the best thing I can suggest getting to know someone is to take a genuine interest in their lives, interests, where they live, etc. I think we've all been in the "oh shit, what do I say next?" when the conversation hits a roadblock. That being said, it also helps it being a two way street and they interject topics and questions too, at least occasionally. One sided-like, almost borderline interview conversations get old after awhile.

Conversation isn't always expected. If there's something you want to ask someone, just do it. If you don't care enough about anything to ask about, just don't. That's the best way, for me at least, to go about generating healthy conversation.

Join a real life social group. I'm not talking about a self-help group, just something recreational, like a sport or even something like Toastmasters. Talking to your family more often as well will help with the experience needed to become a better conversationalist.

For me it's talking to other people who have the same hobby, interest or music band that will get the conversation started. From there out the conversation can just keep rolling. From those things you can learn. Showing interest in the other person always helps and be sure to actually listen when you're in a group of people, so you can ask for details when you're talking directly to that person.