This also seems like a misplaced expectation of what love is and what relationships can do. A relationship will not solve all your problems, or make you whole, or give you ecstatic happiness at every turn. I’m not sure what “enough” for you looks like. It sounds like you need to mature in your understanding of love and adjust your expectations, rather than throw in the towel or play games with his heart. Have a conversation with him, but also do some introspection with yourself of where these ‘shoulds’ are coming from.
Between one technique for getting back together and another, it’s hard to know which one is the most efficient. Should you try radio silence or the hand-written letter? Did the rendezvous that you had with your ex positively conclude your attempt at getting back together, or was it your work on fixing the issues that needed to be addressed what made things right again? Only the help of an experienced professional will help you figure out the best thing to do as quickly as possible. 

I say that because we’ve been together for three years. I just feel like he would’ve figured out sooner than later if I was what he wanted in a girlfriend. Our relationship is/was so great. We talked everyday, some days less than others but at the beginning and end of the day we always made contact. We hung out mostly 4out of 7 days a week. We’ve always made enough time for eachother, and what we want to do ourselves. We hardly ever fought. Of course we’ve had our few disputes, but nothing we couldn’t work through. 

Work on your self-esteem. If you struggle with neediness, you're probably a little lacking in the self-esteem department. You might be looking for your ex to make you feel better about yourself, but the fact is that you are the only person who can really do that. You shouldn't base your happiness on someone else. It makes them feel guilty, obligated and eventually, resentful towards you.
Yes, it seems as though this man has you where he wants you. Even though spending time with him makes you feel better in hopes it will change when you see him it will not. Honestly, I would go ghost for 30 days. Focus on you getting the control of yourself and your emotions because I understand that this can be hard but you deserve better and you have a right to demand better. He will want to know why you aren't talking to him and after 30 days you deliver that message and once you do you have the control back. I have an amazing coach that works with women so if you need anything in the future we are here for you.
It also shows him that it’s safe to approach you. What do I mean by that? He may have been wanting to reach out to you, but didn’t because he wasn’t sure if you were still hurt or angry or bitter. With a happy, lighthearted text, you’re showing him that you’ve moved past those ugly emotions and are in a better place, a place more conducive to starting fresh.
This is a great summary of effective means for change - how I approach working with couples and helping people become more assertive and self-responsible. I would just add that often the triggers that fuel repetitive patterns derive from your family of origin. It's said that there are six people involved in every relationship - the couple and two sets of parents (sometimes siblings and step-parents, too) If you're not in counseling, a good way to uncover triggers from the past is through writing. Ask yourself what do these feelings remind me of.
Throughout our courtship, I was utterly under the control of my ex-girlfriend. I let her walk all over me. She would call me at 4 A.M. and only stop calling when I answered. Being in college, I decided to drive down south where she lived to see if our relationship could work. I asked Mary to wait for me while I figured it out. She didn’t want to. Obviously.
Similar situation, Charlotte. I’ve been going through some rough anxiety and depression and have been moody a lot and he decided it is not right for him. We had planned a life together. We were so sure we were meant for each other. I am trying so hard to get back to myself with a change of medication. It’s difficult because we do work together. I’m devastated and lost.
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