I pumped twice a day aged 8-10 months and then once a day 10-12 months. It was more to do with what I could manage around my job, as I had a lot of meetings and found it hard to fit the sessions in. Ds used to be offered whatever I managed to express, so mid morning and mid afternoon initially, then later only mid morning. We were apart for 12hrs including travel time. I also expressed each evening at about 11ish, around 3 hrs after he went to bed, and then that lot used to go on breakfast for him. I guess he had a total of 10-15oz expressed milk a day (inc breakfast) aged 8-10 months. He used to feed more at night from me and on the days I didn't work, as I only did 3 days a week. If you let them feed on demand when you're around, then they tend to take what they need (look up 'reverse cycling').
Ds was also baby-led weaned. His solids intake increased quite a lot from around 8 months or so. It can take them a little while to get the hang of it, and then they're off.
I transported the milk in an insulated bottle carrier that I got cheap from babies R us. It was basically a polystyrene tube. Then I inserted tiny thin bendy freezer packs that I think I got from Lakeland. My travel time was 1hr 40 mins each way. The milk stayed fresh fine this way, but I did always use it the following day if it had travelled with me. Then if there were days at home in between ds's next nursery day, I stored up my evening expressions and sent them for his milk to drink, IYSWIM? He had his milk out of a doidy cup at nursery. I also had a bit of a freezer stck built up from the months inadvance, but he wouldn't drink defrosted milk, only take it as a smoothie or on cereal .
It was a huge faff all round, but worth it IMO. All of this was a huge part of deciding to go self-employed after dd. Feeding from the breast is so much more straightforward. If I were in the same position again, I would still do it all over again, though.