top of page
  • Writer's picture@Davewakeup

E41: Nine Days Into Starting A Creative Business W/ Simon James Seamonster

Updated: Jan 22, 2020



Alright let’s reverse a bit. The guys spoke last week about their choices and plan changes to include their day job to fund their creative careers for an added amount of time. This week we talk to someone who is only 9 days into their jump to see what’s in their head and what’s right for you.

The boys chat with Simon James AKA Seamonster a graphic designer and artist from Maine. We speak to Simon about his fresh jump into business and his perspective driven from monetary and life challenges. Managing your day when all the time is controlled by you and staying disciplined, getting out of hard financial situations, and taking on your day to day creative business.

In This Episode We Cover

When you jump

Discipline and daily schedule

Losing your job

Living off low income

What’s worth the money?

Enjoying the small things

Bouncing back on a budget

Starting cheap or free

Creating demand and control

Foot in with Non-profits

Fitness helps business

Putting ideas to action

What’s your weakness as a operator?

Physical properties that put you in different state

Taking in influence from day jobs


“ That day that I decided to submit all this paperwork and money on two businesses was another day just like any other” Simon James

“ I personally believe everyone in America should have two 20 hour jobs instead of a full time job because everyone burns out. Having your hands in multiple pots” Simon James

“ You can’t tackle every problem that you have and everything you have to address in just one day, there’s not enough time in the day to do it. So don’t worry about everything you need to do in THAT DAY, but be aware of everything that has to be done. Keeping structure when you have that much freedom is key, you can’t just not do anything or your screwed.” Host Dave Swillum

“It’s your mind or your money right now that dictate when is the time and if one of those is sour it needs to be fixed” Host Dave Swillum

“If you act casual then your day will be casual, and what you get done that day will be casual” Host Dave Swillum

Simon’s Links


Simon’s Interior Painting Company


Art By Seamonster



Simon’s Recommended Resources

The Happiness Lab

Podcast he digs

How I Built This Podcast

Waking Up From Work Podcast Links



(If you want to support the show check out our sweet offers for you)

Instagram/Twitter/Tik Tok


Facebook Community to connect to creatives


Youtube Channel

For audio advice and more in depth music content from Dave

7 views0 comments


bottom of page