In our advice column, Ask the Strategist, we take your most burning shopping questions and survey friends, call up experts, and draw on our own personal experience to answer them. As always, please ...

Think countryside-coded pieces—pleated plaid skirts, cozy corduroy pants, and argyle knits—that bring a rustic charm, but ...

A Black woman has never been a governor, and only two have been senators. Despite progress at lower levels of government, and one boundary-breaking vice president, familiar barriers are slow to fall.