Multi-Platinum Pop Artist Andy Grammer On Being Vulnerable, Having A Positive Attitude And Playing With The Boston Pops

Imagine the gratification of going from being a street performer to a multi-platinum selling singer/songwriter. That’s just what Andy Grammer has successfully achieved.

With a succession of infectiously optimistic singles, Grammer became an almost overnight sensation when he became the first male pop star in a decade to reach the Top 10 at Adult Pop Radio with “Keep Your Head Up and “Fine By Me” from his 2011 self-titled debut. His second album, Magazines or Novels, featured the triple-platinum smash “Honey, I’m Good,” which was one of the best selling songs of 2015, along with the certified gold anthem “Good to be Alive (Hallelujah).”

This week, he will once again join Keith Lockhart and the Boston Pops onstage for Opening Night to perform his catchy hits, including “Keep Your Head Up,” “Fine By Me,” “Fresh Eyes” and “Honey, I’m Good.” He will return to Massachusetts next month (June 22) for his Tanglewood debut.

Andy GrammerPhoto Credit: Donovan PR

We caught up recently with Grammer to chat about his positive outlook, summer tour and returning to Boston to perform this week with the Boston Pops.

Tell us about your original roots as a street performer and how you were first discovered.

I was playing on the street for four and a half years, which paid the rent for an apartment in LA. My manager saw me on the street and we started working together. When I had a good day, I also had a bunch of terrible days. I would play and have one song that people would stop and listen to and put some money in my guitar case, so I’d say it was a long delayed gratification.

How did it feel being the first male pop star in a decade since John Mayer to reach the Top 10 at Adult Pop Radio on your first two singles?

To go from performing on the streets to this level was just amazing.

Since then, you have quickly built an enormous following for your string of hit singles that have been primarily positive and upbeat. Was that your intent when writing them?

I think you write what you know, so it’s not a thought out strategy. That wasn’t my intent writing them. I genuinely believe in dark times or tests that make you stronger.

How would you say your songwriting has changed over the years?

My last album was way more vulnerable. To get to open up with my fans who I am is a good thing.

Tell us a little about what your inspiration was behind “The Good Parts.” 

My real desire was to have a deeper conversation and not stay on the surface. I still have the desire to go deeper. I lost my mom nine years ago this year. I am able to cry with my friends, but when someone hears the story of Andy, I want them to be able to see the vulnerable parts of myself, which is rare to share.

What do you think it is that connects you most with your fans?

It’s way more interesting to share yourself with your flaws. Life is a sweet gift that gets better when you expose your vulnerability.

How did the opportunity to work again with the Boston Pops come about?

It’s so incredible. I did the 4th of July concert with them last year and it went well. I have been to Boston so many times. I love the city. Newbury Street is a gem and I love Legal Sea Foods. The last time I was there, I also checked out Little Italy (the North End).

We hear you’re now preparing for a summer tour?

Yes, I just finished “The Good Parts” tour, and we are gearing up for this summer’s tour that will include some old music mixed with some new songs.