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Your little Oliver is such a cutie!!!
I've been in the same situation. . it's been something Tex and I are working on. . the nip, bite, and "grab & run." . . . it's definitely something that I haven't been able to correct overnight. It'll take time, but we'll get there.
As for the clipping, I usually will do it when I wake Tex up. . or when she's just calm period. .I give her a treat or a toy to gnaw on and quietly clip her nails. If she turns around to see what's going on, I redirect her to her toy or treat and keep going. No chance of doing it when she's in play mode. . hehe
I'm also a first-time dog owner, even though I've puppy-sat many times. I get that frustration/guilt/"my puppy don't like me" feelings a lot. . but then when I take her out of her crate for her morning stretch, and she stretches towards me and licks my hand. . I pick her up and she gets my face. . .then I know there's love after all. :-)
Congrats on the training milestones!! Nothing makes a puppy owner happier than completing the command steadily for the first time. . .
Before you know it, little guy will be Belly Crawling to you!
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