A few accomplished transmen (I've included pre-transition names in cases where there's work in the public domain, by the individual's consent, under both names):
English-born Australian broadcaster, musician, and travel writer Ed Ayres. Ed first "realised he was a man" while on a bike trip around Pakistan at the age of 46, and transitioned a few years later.
Cooper Lee Bombadier: US/Canadian artist and writer. Genuinely famous (and brilliant) as a visual artist. Cooper's memoir Pass With Care has good reviews but I haven't laid hands on it yet.
Patrick (fka Pat) Califia. Sex writer/advice columnist/journalist. Well known in the USA pre-transition.
Gabriel Mac (fka Mac MacClelland): US journalist who works in Thailand/SEA, in particular with refugees from Myanmar. For those interested in the regional situation I really recommend For Us Surrender Is Out of the Question: A Story from Burma's Never-Ending War although it's a little old (2010).
James Morton, leader of Scottish Trans Alliance. An absolute misogynist disaster for women and girls, but one of Scotland's best-known transmen and I suppose very accomplished among those who love neoliberalism and hypercapitalism. If we're going to embrace equality it's only fair to show a transman being free to be an arsehole like everyone else, right?
Scott Newgent transitioned at 42 (is now 48) and had a lot of physical complications with the process, which has fuelled involvement with TReVoices and speaking out in the US press (a seriously uphill battle) about the downsides of physically transitioning children. Scott had a successful career in business/sales pre-transition, but was never in the public spotlight until speaking out about the transitioning of children.
Paul B. Preciado (fka Beatriz Preciado). Spanish academic working mainly in France. Did a DIY transition and wrote about it. Impenetrably academic language, but some people like that. Recommend An Apartment on Uranus as a starting point if you want to delve into Paul's world, although Testo Junkie probably made the biggest splash in the press.