I hadn't really shopped at BB in a while - for a number of years, I've stuck exclusively to locally-operated men's shops (in Atlanta, that means H. Stockton, Sid Mashburn, Guffey's, and Miller Brothers).
I did like the fit of their Regent line (I'm a perfect Regent Medium in sport shirts), and used to hit them on their "4 for $199" sales... but that's a warning sign, right there, only shopping when there's a sale.
When they introduced the Milano fit, I was skeptical, because that's tight even for me (I like pretty fitted clothing).
If I were a private equity firm crazy enough to buy it?... I'd try to "blue ocean" a return to classic authenticity. I'd pull manufacturing back stateside (with a few exceptions like Irish and Scottish sweaters), focus on classic style (I'd keep the tailored fits and jettison the Madison, because, frankly, baggy isn't "classic", it's a modern concession to fast-food-fed Americans), and I'd go for really quality fabrics and makes, overdeliver on the customer experience, and keep a tight leash on tailoring.
And I'd charge accordingly... there's no such thing as four quality shirts for $199. Sorry. I'd shift my marketing communications from price/deals to quality/authenticity... more content marketing.
I'd do lots of limited editions, like a sweater you can only get *this* year - I'd want a dynamic mix of staples (for constant traffic) and seasonal speciality items (as attention interrupts).
Basically, offer a high-end menswear experience which I can replicate over multiple locations nationwide. I'd also have probably just one very nice, well-placed store per city - I'd be a destination, not a convenience.
I think I'd add local items, as well... like a store in Dallas might have classic boots (it's business attire there!), suitable hats, etc. Make location matter... it's worth visiting the BB in Dallas if you have some time during a business trip.
I might even create programs with high-end business-friendly hotels (Ritz-Carlton, Four Seasons) to provide "emergency services", like 24 hour tailoring, shirts delivered, etc. Make it an executive service.
(Making this up as I type, obviously, and I actually know nothing about retail, but I think with the right vision, classic menswear can survive.)
DH