Ladies, I am in serious need of help figuring out what I am doing wrong or what I could be doing differently/better. For context, I have an EBF 6 mo and I just went back to work on Monday. (he started a transition week to daycare last week where he went progressively longer each day) I have a very hectic job- I WFH when my project allows but am on the phone basically all day, and am on a client site the rest of the time. My son nursed on demand prior to starting daycare and always seemed to get enough- he has been gaining fine, so I feel like my supply was adequate for his needs.

He is taking 3, 5 oz bottles at daycare each day- they say he finishes them all and when they started out with less, he seemed like he was still hungry.

I don't have a huge freezer stash- I had about 40 oz, and now it is down to about 25. We don't have a great freezer or really the freezer space to have 100's of ounces stored anyway.

I am currently pumping 4-5 times a day to try to eek out enough milk for him. He still nurses in the morning, before bed and 1-2 times over night. I pump once after he goes to bed (he goes to bed around 7-8 and I pump around 10). The other 3-4 times are during the day. I am drinking so much water I have to use the bathroom constantly, and am taking 1240 mg of fenugreek 3 times per day. I smell like maple syrup. Yet still, I can only seem to pump 2-4 ounces on both sides each time I pump. I am using a PISA. I do compressions on each side to get a little bit more at the end of each pump. I never seem to get a second let down no matter how long I pump for. I have been able to cover his needs for the most part for the next day, but it is always so close and I always seem to come up a bit short of 15 oz. I'm so worried that as work gets more hectic it is going to be harder and harder to make the time to pump 3x a day and still make it to daycare to pick him up and get everything done for work. He has just started solids this week so isn't eating a ton yet, plus I know the majority of his nutritional needs should be met by breastmilk (or formula) anyway.

I know that supplementing is an option, but I'm so worried doing so will be the beginning of the end for our nursing relationship. I wanted so desperately to make it to a year. And I was making enough for him when we were together all day! I'm just so heartbroken that this is so hard and don't know what else I could be doing differently/better to produce more to make sure I have enough for him each day, and maybe even a little extra to freeze just in case.

Any advice is greatly appreciated. Sorry for the novel!