Drawing - A Cartoon Referee from my Lease Review Website

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This customer received 14 illustration designs from 12 designers. They chose this illustration design from Jay Design as the winning design.
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I need a couple of playful renderings of a 40 year old referee (much like you would see during an NFL game). Black and white striped shirt, whistle, and a ball cap. I have attached a photo. The cap should have my Lease Ref logo (website is www.leaseref.com). I have attached an image of the whistle only. The final image is going on my home page and I want it to look like we just hand drew it right on the home page. The full body rendering can either be a hero shot of hands on the hips, or it can be a referee calling a penalty (just google image NFL referee for some inspiration). The upper body shot will be used in the header of the lease review PDF that clients receive from us. I have attached a sample report - I am going to move the stuff in the header to make way for the referee focusing on reading their lease (think of it as if you would someone intensely focusing on a book, but instead it being a book it is a 50 page legal document with LEASE on the cover page that can be seen in the image. I have attached a photo for inspiration. I will need the transparent images of both JPGs. Thank you!
Target Market(s)
Small business owners. Our clients are mom and pop retailers. We like to be a bit fun
Industry/Entity Type
Small Business
Colors
Designer to choose colors to be used in the design.
Look and feel
Each slider illustrates characteristics of the customer's brand and the style your logo design should communicate.
Elegant
Bold
Playful
Serious
Traditional
Modern
Personable
Professional
Feminine
Masculine
Colorful
Conservative
Economical
Upmarket
Requirements
Must have
- Looks professional but fun. Business owners come to the site from a google search and then get it - ahhh, Lease Ref is about a lease referee - leveling the playing field on behalf of the commercial tenant.