I have a healthy fiddle that I've had to repot twice now. It's now in a mix of roughly half Ocean Forest Fox Farm potting soil and half pine bark fines. If I were to redo it I would do the 3-1-1 that my Japanese Maples are in - 3 parts partially composted pine bark fines (with the sap wood stuff picked out), 1 part Ocean Forest potting soil, and 1 part perlite. Then I add about 1 Tbsp organic garden lime per gallon of finished mix, and Osmocote time release fertilizer per instructions on label. Personally, and I may be wrong here, but if your fiddle is pushing new growth then I would feel perfectly ok with repotting it at that time. I've had that issue before where new leaves seem susceptible to bugs and disease. I drench all the leaves in neem oil when that happens. But I think that leaf being puny indicates something else - maybe that it's time for a repot? Also, and take this with a grain of salt, I hack the roots when I repot. I'm not very judicious about it, taking about 30% to 40%. I use my super sharp garden scissors that I sterilize with Lysol (yes, aerosol Lysol). I cut away a certain amount mass-wise, then take care to also cut any wrap-around roots, "hooked" roots, and portions of thicker roots (to encourage growth of feeder roots). I do try to keep my hose sprayer on mist while I'm working and mist the roots pretty frequently but only to keep them moist. I work fast. Then I put it in the new pot and start filling with my mix. I pull the tree up slightly after every few scoops and try to make sure the root area doesn't have any air pockets. When I'm finished I water to eliminate any pockets I missed. I err on the side of caution and don't put soil around the root crown. Two things: I would take that small tree at the base out if possible. You can plant that in the current pot and see how it grows. If it's attached to the actual root of the larger tree (if it's just another node and not a separate tree) then I don't know, I'd probably keep it attached. Also, I would start pruning the canopy now. You can make more fiddles from the cuttings. I just plop my cuttings (of about two leaves) in moistened peat moss, put them in a well lit but protected shady area, and keep them moist. They will root. I dip them in rooting hormone first to make myself feel better. I usually do cuttings of about two leaves at a time like this. The benefit is that you will get branching from your main tree if you prune it, which is what you want. Mine started off like yours and now I have a real canopy. I'm about to prune at least four or five branches this month when the weather gets more consistently warm. I like to prune fiddle branches when I can leave the branch with two leaves and have two leaves to plant as cuttings. If your fiddle is pushing new growth I wouldn't time my repot by when I fertilized it last. But I wouldn't fertilize again for two weeks after the repot. Let the roots grow first into the new mix. Personally I'd go larger than an eight inch pot for the repot. I've included some pics of mine. It's about four feet tall and, like yours, started out as a single trunk tree. I've also included pics of several of the branches that I intend to prune in the next few weeks. Tomorrow I will post pics of a fiddle I'm trying to save. You'll be surprised. I hacked literally every single leaf off of it to get some back budding. Hopefully in a month I will see some results. It's nerve racking but I thought, why not try it?

I wish whoever ran this forum would post at the top that this section is for edible figs. Newcomers and people new to plants would obviously have no idea since their tree is nicknamed “fig” and this section is also for figs. This part of the forum could be set up to be less confusing to some

Given the compound problems that you listed — no drainage, never fertilized — I’d be inclined to repot immediately. Then again, I tend to repot whenever since I live on the west coast. I’d suggest just fertilizing for now, but without a drainage hole, that doesn’t sound wise either. It’s not ideal to repot now but at this point, status quo is not ideal either. Of course, there is nothing that says your plant would be totally dead by June, whereas a bad repot could potentially kill your plant (though rare...so rare I don’t think it’s ever happened to me). If it were mine and I lived in your climate, I would get a similarly sized pot with drainage, pull the plant out, slice off the bottom and sides of the root ball minimally for now (say, 1-1.5 inches off the bottom, an inch or less off the sides, making a square?), and pot with fresh potting mix all around it. Then, you can flush the soil profusely, and just see what it does. When it’s warmer, you can proceed with a full repot into 5-1-1, along with a total root pruning assuming the plant improves between now and then. Just my two cents.

@tapla (mid-Michigan, USDA z5b-6a) would love any advice you might be able to provide! I'm not sure you'll remember this, but you helped me save my first ever fiddle leaf plant a few years ago when I was living in NY - I recently moved back home to CA but the plant is still thriving! I gave it away to dear friends and they love it so very much :D