Introducing Russell Aaron
I didn’t learn WordPress at a fancy college or career academy. I graduated from the University of YouTube. My internship was the Las Vegas WordPress Meetup and WordCamp Vegas. The rest I learned building mortgage company platforms, working for casinos, inside managed WordPress hosts, and at some of the best WordPress development and support shops on the planet.
Show Notes
For more on Russell, check out his website: https://russellenvy.com
Transcript:
Topher DeRosia: All right. Here we go. Hey folks.
Russell Aaron: And three, two, one.
Topher DeRosia: Hey folks. Welcome to Hallway Chats. I’m Topher, and I’m here with Russell Aaron. I assume I pronounced that right, because it’s not that hard, but you never know.
Russell Aaron: You know, so many people call me Aaron. They’ll tag me and they go, “Thanks, Aaron.” And I’m like, “You know, it’s Russell, but it’s cool.”
Topher DeRosia: Yeah, nice. All right. Well, I saw a post on LinkedIn the other day from you talking about podcasts having the same people on episodes all the time. I thought, “Oh, I gotta have that guy on my podcast.” Because then you can’t go on any other ever again, because then you’ll be that guy.
Russell Aaron: Maybe.
Topher DeRosia: So, I snooped a little. You live much closer to me than I expected. Have we met? Did we meet at a WordCamp?
Russell Aaron: I think we met at WordCamp Ann Arbor one year.
Topher DeRosia: Oh, okay. I went to a whole bunch of those.
Russell Aaron: Yeah. I think I spoke 2018, something like that.
Topher DeRosia: Yeah. I was probably there.
Russell Aaron: Yeah.
Topher DeRosia: All right. So tell me where you live, what you do, all that kind of stuff.
Russell Aaron: I currently reside in Indianapolis, Indiana, and I am just freelancing as of right now. You know, I live in a pretty small town where it’s kind of old school WordPress, if you will. Anyone who is worth their salt keys will remember a day when websites were not responsive or a business has a cousin of a friend of a brother who builds websites and, “Hey, he’s working on it,” and three years later, there’s still no new website.
I kind of live in a town where I’m kind of getting back to my grassroots, where I stay up late at night with my insomnia, and I will roll up to a business and I will say, “Your new website can look like this today. If you pay me this much money, I will install it today, and this is your new website.” And it’s got your updated menu, and it’s responsive, and it works on mobile, and we can connect it to AppPresser and make it an app and stuff like that. So I’m kind of reliving the glory days of what I remember WordPress to be.
Topher DeRosia: I’m also freelancing right now, sort of by choice, sort of not by choice. Somebody I’m married to would rather I had regular pay and insurance.
Russell Aaron: Heard that.
Topher DeRosia: Are you in the same boat, or did you do this on purpose?
Russell Aaron: I did this on purpose. I was not working for the man, but I was working with some people. I’m over the tiny little granular things that somebody can fire you over. Like they’re watching if your mouse moves or they’re watching if you haven’t logged in. There’s just no more trust, I feel like, in so many cases. And so I know that I can do things better on my own, and I’m going to.
Topher DeRosia: I have to admit, I love the freelance life. It is pretty special.
Russell Aaron: Right. It’s almost like… what’s that movie? The 40-Year-Old Virgin, where they are making a website and they’re like, “Hey, Spider-Man 3’s on in five minutes. Let’s go watch it.” Like they totally ignore their job and they just go watch this movie now. It’s kind of like that.
Topher DeRosia: Yeah. Yeah. For me, it’s doing stuff with my wife. She has a day job, but it has kind of chaotic hours and not specific days of the week. And so I work when she does, which sometimes is Saturday and Sunday, and then I just don’t on Tuesday and Thursday. That’s pretty great.
Russell Aaron: I’m kind of in the same boat. My wife has a wonderful job, and she is with a great group, and she does global advocacy. I mean, she just deals with people that are happy with the product, and she keeps them happy. She does lots of stuff like that.
I’m kind of the same thing, where their company is now starting to get into AI, and they have so many questions, and I’m over here building things with AI and doing things like that. So I’m not exactly consulting, but my ideas are going into their company through my wife.
Topher DeRosia: My wife works at a grocery store, and they have a cash machine they use in the back office that runs Linux.
Russell Aaron: Oh, wow
Topher DeRosia: And the IT guys had to come in and do some work on it, and she saw the screen and she’s like, “Oh, is that Linux?” And I’m like, “Who are you, and what do you know?” Super nerd. So what’s your company name? Do you have one, or is it just WP Pro Support?
Russell Aaron: WP Pro Support.
Topher DeRosia: WP Pro Support. Okay. Do you concentrate more on support, or do you build more?
Russell Aaron: I have been doing support since 2011. I formed my very first support company, and I launched it the same day that Shane Sanderson launched Maintainn. My buddy, who you might know, John Hawkins, I was at the Vegas WordPress Meetup Group, and I had the idea in Vegas WordPress Meetup Group where there’s 70 people sitting right here behind me and they all want help. And I was like, “How do I do this?”
So I built my first thing where I gave everybody free-for-life support, and they were my test group, if you will. And they helped me work out my bugs and tickets, and they helped me work out how I actually operate and do stuff like that.
Then when I launched it, literally that day, John goes, “Wait, have you seen this?” And we had no idea about each other, but we literally launched them the same day. Fast forward three years down the road, I ended up working for Maintainn when it was owned by WebDevStudios.
But everything I’ve done in WordPress has been support, whether I’ve worked for a mortgage company, a casino in Vegas, hosting with Liquid Web, doing stuff with NerdPress or AppPresser. Everything I’ve done is support. That’s really where my passion is because I remember what it’s like being a first timer.
I think that there is a huge market potential here of people are always going to be new. I don’t care who you are. There’s always somebody new walking in the door, and there has to be a person who will sit down and say, “Come here, I’ll hold your hand.” And I am that person. I always try to look at WordPress from that lens is if a new person is looking at this today, are they going to be happy? Are they going to be confused? And I go from there.
So currently today I’m transitioning away from support as we know it, where you write a ticket and then somebody on the other end is like, “Hey, I fixed your site,” or whatever. And I’m transitioning to a new product that I’m working on. So I’m going to be getting away from traditional support, but I’m still going to be doing things in the support space, if that makes sense.
Topher DeRosia: Yeah, that makes sense. When I first got into WordPress, it was 2010, and custom post types were brand new.
Russell Aaron: Right?
Topher DeRosia: And I was out of my element with WordPress. I did not know what I was doing, but I did know PHP, and no one else knew post types yet. So when it comes to that, I was on an equal footing, and that was my way in. That was my leverage. I made a lot of money in the early days just building custom post types.
Russell Aaron: Custom post types and single-posttype.php or whatever. Yeah.
Topher DeRosia: So I was a competent PHP guy who didn’t know WordPress. And I feel like we’re in kind of the same transition space right now with AI, where we have tons of competent WordPressers who don’t really know AI yet. I think there’s a great space for that, teaching our friends, teaching everybody we’ve known for 10 years in WordPress. You know what I mean?
Russell Aaron: I do. That’s one of the things that I really love about WordPress is that… let’s take the new 7.0 that just came out, I think it re-leveled the playing field. Before this came out, there were people that were ahead of others when it comes to patterns or blocks or the command palette and stuff like that. But now I think with this, we’re back to an even playing field because every… I mean, not exactly. There’s still some people who know AI a lot better than others, but you’re always five minutes ahead of somebody and five minutes behind somebody else.
Topher DeRosia: Oh, yeah.
Russell Aaron: But I do th
Information
- Show
- FrequencyUpdated Weekly
- PublishedJune 5, 2026 at 1:03 PM UTC
- Length1h 11m
- RatingExplicit
