I want to add an update to these two post topics and it comes from an experience that I had last night at an outdoor gig.

When I was up on stage playing I could clearly see that people were digging my music. People were smiling, laughing at my banter between songs and bobbing their heads to the groove. Yes! They like my stuff. They will definitely come up and talk to me afterward, I know it! I made a point of inviting people to talk and to sign up on the list.

My set ended and another performer was up. Out of respect to the performer I did not work the crowd when she was up. I was preparing myself for the networking that was coming up after she was done. I was going over things in my head that I wanted from this crowd and it was mainly email addresses. I didn’t expect to sell CDs since the crowd was being asked to donate money for a charity, but I had them out anyway. I created a goal for myself of getting at least 5 email addresses. That was reasonable and it was a large crowd of about 40 people and their kids and dogs.

Dickenson Park, Newtown CT

This is what happened that makes me take a different look at collecting emails at gigs. I was on stage for a last song with all of the performers and prior to getting on stage I happened to ask my lovely wife to pass the email list around until I got off the stage. That was the key: asking my wife (or someone other than doing it myself) to work the crowd. As the song finished I saw people stand up and start to leave! I had to put away my guitar, unplug, get off the stage, talk to a few officials who were thanking us, etc. I was stuck on or near the stage and people were leaving. WAIT! I want your email addresses… I finally got off the stage and started to network in the crowd, but then I got caught up in single conversations that took time; people were leaving!

At some point, as the sun was disappearing beyond the trees, I bumped into my wife and she handed me my clipboard. It had 10 email addresses! I had gotten 2 using my iPhone to automatically sign them up to my Constant Contact service. So, wait let me do the math… 12 emails! 200% of my goal!

Here’s the takeaway: I will get more from an audience in terms of email addresses, tips, CD sales, etc, if I have a team member there to help out.

To have someone whose task is to simply ask for an email address is a huge asset. I, as the performer, am at a disadvantage. I just got done with a performance, I have to pack up. If I do talk to people, they want to have a conversation which keeps me from mingling. But having a person work the room with just 2 questions to ask: Did you enjoy the show? Can you sign p for Darryl’s list? That’s creating a system that works.

Now I just have to get my wife to come to ALL of my gigs with her clipboard!

photo by Tain Gregory

I’m setting out on a little “tour” of sorts and I’m already in the hole. Well, I need to be clear about this and that before I say something so negative as “in-the-hole”.

I’ve never toured as a solo musician before and I was planning on doing a small 4 gig tour this summer that took me from Sandy Hook, CT to Cleveland, OH and back. I successfully booked the Cleveland show and anointed it my “anchor gig”. It was almost too easy to book it and the venues was located right in the middle of the community where I grew up so I knew I would have an easy time getting an audience. I then went on line to search for gigs along the I-80 corridor and to solicit house concerts from people in Ohio. Here is where I ran into a wall.

I found several appropriate venues along I-80, sent my EPK, followed up and got nothing. Well not exactly nothing. I had a very strange email exchange with a booker from Williamsport. He emailed me several times saying – I just found your email what exactly do you do? – I go this from him three times and I told him three times what I did. After the third time I never heard from him again.

I then got an email from a booker in Pittsburgh who was very apologetic about not seeing my emails earlier and offered me a gig on the way to Cleveland. This booking was a little late so I didn’t really get to do my media press as I did for Cleveland, but I’ve been tweeting. So I’m 2 for 4 and I still could get a house concert while I’m in Ohio, you never know.

I was being picky about where I went for these gigs. I didn’t want to go to far afield because I have my wife and son traveling with me. Yes, I’m on the road with my family in tow and I’m combining this with a visit to the family relations in Ohio. So is it a “tour”? Probably not in the traditional sense, but I am traveling and playing while I visit family. This is an experiment, a toe in the pond to test the water.

Getting back to my financial declaration: Why am I “in the hole”? Well since we’re all traveling together we are taking the 10 year old Subaru Outback that needed new rear brakes and four new tires. The bill? Brakes and tires = $700. I’m in the hole.

But my rationalization is that this needed to be done to the car anyway for the upcoming school commuting season. This is the car that my wife uses to take my son to school and back in the sun, rain and snow of hilly Connecticut. But if you think about it in terms of a working/traveling solo musician: I’m in the hole. That’s what scares me about touring. I think the romance of traveling to places where I haven’t played is alluring, but the reality of not making money to pay for the travel is sobering.

Please check back in as I blog from the road. We’ll be in Pittsburgh tomorrow where I will play at Howlers Coyote Cafe at 9 PM. Travel on Friday to Ohio. Perform in Middleburg Heights (a suburb of Cleveland) at Seekers Coffeehouse on Saturday.

Week 5 (1st ed.) Week 6 (2nd ed.)

Week 5 has come around at just the right time! Newsletter time! Click here to check out this month’s issue and please sign up!

To begin I have to make a confession. Bless me Father for I have sinned – the SIN of SINS in marketing and direct mailing: I purged my email list. Yes… I did. I threw it in the trash, right-clicked on my mouse and it was gone. (OK you PR people, you can get up off the floor now…) Let me tell you why I did this and then you may judge me.

My wife and I moved to Connecticut after living in NYC for many years. While in the city, I had been “sort of playing out” as a solo singer-songwriter, playing a lot of trombone in small orchestras, I was active in a composer’s collective that wrote mostly for Indonesian Gamelan, I was writing for theater and I played bass as a sideman in a couple of rock bands. I was not Darryl Gregory the guy that plays “Hard-edged Country, with a soft heart” and I was not promoting myself as myself.

The names I collected for my list were occasional and varied. Some people liked my serious compositions and some liked my acoustic guitar playing and then some liked to come to the bars to see the band I was playing with. It was a mixed up list and when I trashed it I did so thinking that it couldn’t do anything for me. I wanted to start anew. I wanted a list with names of people that had come to see Darryl Gregory and then wanted to be connected to that entity.

A year ago I started on my songwriting and performing path with renewed energy and a more focused plan. The purging of my email list was just a reaction to my symptom of wanting to start all over.

But I didn’t throw everybody off the island. I kept close friends, a few true fans and some family on the list, but I that only added up to about 30 people. In the last 9-months I’ve grown the list to around 125. I know it will grow as I perform more and get better at collecting names, but I feel that I know what to do with those names once I get them because they signed up to be a part of the Darryl Gregory experience – I’m thinking like a business.

So now that I know who is on my list I can talk to them much more directly than before. The main way I communicate with this list is via my newsletter. I’ve put a lot of time into crafting my newsletter and I still feel like it’s a work in progress and I learn something each time I put it out. It goes out once a month whether I feel I have something to say or not, but usually I do (have something to say that is…).

The key to communication with fans, as I’ve learned from Ariel Hyatt and others, is to be a giver, not a getter. You should be a consistent bringer of news and tidbits about yourself and your services. You should also interact with the reader and ask them to do things for you and with you. This last bit is what I’m still working on and it was reinforced by reading Chapter 5 of MSi9W. After reading and re-reading Chapter 5, I decided to ask my readers help me out with my next CD project. I’ve invited them to following my blog postings about the CD process, listen and comment on song demos and help me decide which songs will go on the CD.

I always have my gig schedule and I start off with an introduction that I try to write as if I had that person sitting right in front of me. I always include a blurb about what I’m listening to on my iPod and I recycle my blog posts in my newsletter which is a great way to get readers to go back to my website. One huge piece of advice that I have for newsletter writing is to proofread and rewrite – yes I’m a teacher. I can’t believe all the mistakes I catch when I proof my writing.

One last thing about getting the emails out to your list: management software. I’ve tried several “list management” services to get the letter out and I’m still up in the air about them. Right now I’m using Constant Contact just because it is very easy to use and their templates were simple and direct. CC also has a good name collection system that allows me to give away my mp3’s via email. It’s drawback is the expense. There are cheaper management systems out there like ReverbNation, but they’re not as flexible nor do they have as many analytical tools as Constant Contact or Vertical Response or MailChimp. So you get what you pay for or don’t pay for. Here’s a good site to help you compare services www.email-marketing-options.com

Let me know what you think of this month’s newsletter and I’m off to Chapter 6.

I’m heading to Ohio. I’m going to be tearing down I-80 with my wife and son while I give the Highway Patrol the stink-eye. Before I get to Ohio we’re stopping in Pittsburgh. I haven’t been to Pittsburgh in ages and I’m looking forward to it. Then it’s off to Cleveland. I’m going to these places to play my music in bars and coffeehouses, and I’m calling it a tour. It’s my Rust-belt Tour 2010! T-shirts anyone?

So I need traveling music. Not just anything from the stick innards of the hard drive – this tour has a theme: Travel and Summer. So I picked out 75 Songs (iTunes only took 64 because they all weren’t available through Apple… see below for the full 75) that I felt are great to travel to and that remind me of summer in some way or another. 75 songs is about 5-1/2 hours of music and should get me from Sandy Hook to Pittsburgh.

A lot of these songs have a sentimental connection to when I was a kid and spent all night outside running around with friends listening to Zeppelin and Springsteen and not caring about anything. Then there are songs that remind me of summers since I’ve been married and sharing the songs with my wife. Also, I included some of my own tunes that I wrote with summer references injected on purpose. So I’ll load up my iPod and set it to shuffle and off we go!

You can get this playlist for yourself by clicking on the picture or here.

Cheers – See you in Pittsburgh at Howlers Coyote Cafe on Aug 12th at 9PM or in
Cleveland at Seekers Coffeehouse on Aug. 14th at 8PM