What’s up everyone! Today we have a super special guest on the show, this interview is more than 12 months in the making – You probably already follow him on Twitter – I’ve personally learned a bunch from him and know you’re going to get a lot of value from our conversation today.

Today we’re joined by Corey Haines.

• He’s a full time creator and the former head of Growth at Baremetrics.
• These days he keeps busy with many different things.
  • He runs a weekly newsletter,
  • And a growing marketing community,
  • He also manages multiple podcasts,
  • he wrote a few SaaS marketing courses,
  • he built-sold-and bought back a marketing jobboard
  • and he’s a startup marketing consultant/advisor.

Most importantly, Corey’s all-round great dude with a world class beard.

Corey, we’re grateful to have you on the show – thanks for taking the time.

September 2020, you quit your job at Baremetrics to become a full time creator. You wrote about this and described it like you strapped on a spacesuit, launched into space and your plan is to figure out where you want to go from there.

How has the journey been 1.5 years later?

Do you know where you’re going yet?

Yeah. Oh, man. The last year has been a whirlwind. I guess it's almost been like a year and a half now since I left. The North Star guiding goal has been to get into SaaS myself, start a SaaS company, maybe even a couple of products, and just have a small portfolio of bets and multiple things going on at once and see where they all kind of take me.

I knew that doing that with a full time job is pretty hard, especially when I didn't want to step on your toes at Bearmetrics since we sold other SaaS startups. So I didn't want to build something that ended up competing with one of our customers. So I just kind of knew, like, that wasn't really an option for me. I didn't want to get another job and then start working on those side projects as well. But also, I wasn't really even close to building anything quite yet anyways.

But I just wanted to kind of pull the trigger and jump and strap onto the rocketship, get into space. And then I could figure out where I was going from there. And on a personal level, very, very challenging. And like a lot of learning on hey, here's how to manage cash flow for all the different kinds of feasts and family cycles of freelancing and consulting. And just like knowing where to kind of find money and all the different revenue streams that you have when you're on your own, you don't have a paycheck really coming through the door.

From a time management perspective, I've really learned how to be super ruthless with my time. I would say for the first four or five months I imagined once I left, I was like, I'm going to be free. I have so much time, I'm just going to get so much done. All these things are on my list. And then I didn't get anything done for like four months. I was like, what is happening? And because I had so many different meetings, so many admin things. I was busy doing emails, I was trying to chip away at small things here and there, but I was never really moving the ball forward in any one direction. And so I learned to be really ruthless. Now I do most of my meetings, like 95% of my meetings on Wednesdays. The rest of the week is completely wide open and I set what I want to get done, and I get those things done. And sometimes I work late, sometimes I work early. But you have to be really ruthless.

It's been a great learning experience because really through the startups that I've worked for, consulting, advising, freelancing. Now I’m basically the marketing lead for Savvy Cal as well. So that's kind of helped bring back some stability in my life. And I see them all as just kind of practice rounds and getting in the reps and sets for learning how to build and grow a SaaS startup for when I want to do that for myself and for my own, especially the last year and a half, it's been like an invaluable learning lesson.

Bootstrapping SaaS is really hard. You have to put yourself in the right position. Honestly, I wouldn't say that going the VC route is easier because I think raising money is really, really hard and it's a grind. And once you're on that track, there's a lot of expectations and it's a whole different game. But in the early days, it's easier because you have money, you pay yourself a paycheck. You hire the people to work with you.

Bootstrapping is not easy. And so I would count this last year and a half as a part of my bootstrapping journey for building SaaS because it's all the work you have to do in order to be able to be financially stable, to put your time on something else completely without your whole world kind of exploding and going broke or, like, maxing out your credit cards. So I'm doing the best that I can, but I think I’m doing a pretty okay job so far.

Multiple eggs in different baskets

One thing I want to ask about – you kind of mention the various different projects you're working on, like the idea of having multiple eggs in different baskets. What is the appeal of that for your personality? And how do you manage that as you're pushing these projects forward?

I think that it's not necessarily, like, shiny object syndrome. I think that's what a lot of people conflate with having a lot of projects. You start one thing and then jump to the next one before you really kind of see the potential of it. I'm not really like that. It's more that I'm just mega impatient, and I just want to see all these things exist, and I want to do them and I'll do them all at once.

My life is kind of, like, chaos sometimes. That's also why I leave four days out of the week completely wide open to get a lot of work-work done. I just want to see those things exist. I just want to work on them. I'm kind of a yes person and where I want to have my cake and eat it too. I just don't really like compromising and leaving something for later.

So that's more the thought and the spirit behind multiple things. It's not really diversifying my income and multiple revenue streams and millionaires have seven sources of income. It's more just like, I want to work on all those things. I think they're fun. I want to see them exist, and I don't want to do them sequentially. I want to do them currently.

What would it take to get you back in-house

So, in-house, freelance, consultant, entrepreneur… Now you're getting a taste of all of them at the same time. Maybe someone in the audience right now is kind of thinking to themselves, I want to hire this Corey Haines guy that maybe this is not likely to happen… You possibly get a lot of offers to go back in-house. What would it take to get you back in-house? Or how would you design your ideal in-house role? Or scrap the question completely and tell me why the entrepreneur journey is the only way to go.

Okay, well, I'll give you a Humans of Martech exclusive, because I haven't talked about this really anywhere else. So for last year, I've been working with someone who we were going to build SaaS together, and it's sort of like that was like the main thing. I'm putting most of my eggs in this basket. Long term, I want to work with this person. Then it turned out, his other businesses became too successful to really be able to step away from it even part time. So basically it came to a point where like, hey, we're good friends. We would love to do this, but it's just like not going to happen. It's just not realistic for this stage of our lives.

That's a huge bummer because I was kind of j...