It is a big week for President Donald Trump, who is staring down a slew of deadlines which will help set the tone for the rest of his term. Saturday marks Trump’s 100th day in office, but before that, there’s another government shutdown looming–with a Friday night deadline and a demand from the president that the Mexico border wall be funded in the process. Then, there is the health care reform bill and plans for plenty of executive orders in the next few days. On top of it all, the president is facing historically low approval ratings. Former CNN White House correspondent Dan Lothian and Lylah Alphonse, managing editor of news at U.S. News and World Report, joined Jim Braude to discuss.

A David and Goliath battle is squaring off in the heart of Boston. At issue is the 755-foot building planned for a city-owned plot in Winthrop Square–which, if approved, would cast a shadow on the Boston Common and the Public Garden for part of the day. Decades-old laws ban such shadows, which means the proposal needs approval of the city, state legislature and the governor. Executive Director of Friends of the Public Garden Elizabeth Vizza and Dante Ramos, editor of The Boston Globe’s Ideas section, joined Jim to discuss.

Jim weighs in on Tom Brady’s charitable trust after a Boston Globe report found that nearly all of the foundations funding comes from another charity: Best Buddies.