I am new to Sketchup and can’t figure out how to type my measurements in the box after using my tape measure. Is there something I need to make sure is setup correctly?
You do not need to try to place your dimensions into the measurement box. Just model your element, whether it be a square, rectangle, or whatever and simply type the dimension immediately after placing the entity. The model element will automatically be sized in the right proportion/dimensions.
Hello. Welcome to SketchUp and its community. 
What exactly are you trying to do with the Tape Measure tool? SketchUp’s channel on YouTube has a video about the use of the Tape Measure. For typing measurements, after you’ve used your tool, simply hit your numbers without clicking on the Measurement Box or anywhere. Have a look here:
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Both of you forgot to mention that you need to hit Enter after typing.
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Good catch!
Thank You!!! I thought I was going to lose my mind trying to figure it out. I am trying to convert a house floor plan into a 3D model so that our clients can choose their interior features such as flooring, cabinets, and paint colors. I am doing this without any experience, and thought I could figure it out in the time I needed. Turns out it’s a little more in depth than what I had originally thought. Thanks again for the help. Now to tackle the next step of tracing all the walls, and using the push/pull icon.
When doing the plan, if most of the walls are straight and on axis, use the rectangle tool in preference to the line/pencil tool. It will help keep all the lines in plane if you draw on a rectangle bigger than the house, made into a group or component to keep its geometry separate from the walls. And make each wall or small set of walls into a component as you go, again to keep the geometry separated.
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Thank you. I’m going to start that process in the morning.
Thank you so much for your help. I will try that.