1) Dull is the name of the software. See dullapp.com. The logo is there. I started with stock illustrations but I now need something more specialized to the messages I am conveying.
2) Some of the existing illustrations can be kept, such as the one for "Fix a mess of virtual networks". Either A) A similar style needs to be maintained for consistency, OR B) The one's I like need to be remade with a new style from the designer.
3) Overall, I would like more "fun" in the illustrations. The current ones are ok, but they are "corporate". I'm not after anything too "irreverant". A "character" might work.
4) In the following points I add some specifics. The illustrations aren't there to describe anything technical, but to express business-level ideas, and benefits.
5) I list 3 Illustrations, and I'm not sure how many are typical for this competition package. If you feel that 3 are too many, please stick to just the one [Illustration A], and that might still win.
6) Illustration A: "Unified remote networking"
6.1) That the current systems are a mess / chaotic. Emphasis on this point.
6.2) That there are unknowns within an organisation that are hidden and out of control.
6.3) The idea of unification that our product brings. This could also be described as "central control"
6.4) The idea that our product "encapsulates" existing systems. This could be thought of like "wrapping" each system and technology. Perhaps the technology contained in a bubble. This is a technical point.
6.5) A list of the notable technology that we "encapsulate": "VPN", "SSH". Both of these have common icons for visualising.
6.6) There are more beyond list .
6.7) We also "encapsulate"  along with concepts, such as: "People", "Access", "Machines" or "Devices", "Hidden Tools"
6.8) For example, a tornado with different icons and words swirling around, and the Dull logo at the bottom to tame them. I would be happy with this example concept, but designers might have other creative ideas.
6.9) Notably, there are two opposites to communicate: i) chaos; ii) calm.
7) Illustration B: "Give a user access in seconds"
7.1) Needs to communicate the idea of "speed" and/or "time".
7.2) Needs to communicate the idea of "access".
7.3) Might include "people".
7.4) For example, "speed" might be a rocket, "access" might be a key. I feel there might be a more interesting, creative, and less common way of depicting this.
7.5) This illustration might
8) Picture C: "Gain precise access control"
8.1) Needs to communicate "precision", "atomic element"
8.2) Needs to communicate "control"
8.3) For example, tweezers held by human hand wearing a glove manipulating a mechanical watch. Different concepts welcome.
9) Picture D: "Organisation collaboration"
9.1) (I'm still thinking of a better title)
9.2) Needs to communicate "partnership" (hopefully without using a "handshake" picture), "community", "peer", "collaboration"
9.3) Needs to communicate strong organization "boundaries" - that is, the user of Dull is not giving up privacy and they are still in control.
9.4) I can't think of anything myself that would satisfy 9.1 and 9.2 at this stage. Perhaps something more broad would work, like "Earth", "Circles" which depict different organizations, and interconnecting lines.