I have been involved in CADD (Computer-Added Design and Drafting)since 1985, when I took a mandatory drafting course at what was then known as (PBCC) Palm Beach Community College. I was enrolled in the Land Surveying curriculum there. Not being one to ease myself into any task, I jumped right in and utilized the software, Autodesk AutoCAD v.2.14 to produce a subdivision map for my subdivisions course, also a mandatory class. I had experience performing the COGO (Coordinate Geometry) and drafting for residential subdivisions through my then-current employment with Florida Survey and Mapping, in West Palm Beach, Florida, so the only aspect that was new for me was to develope the design in AutoCAD rather than on a sheet of mylar. What a difference using AutoCAD made; it was like night-and-day.
AutoCAD 2018 is my primary working-for-a-living work environment. I use it for 95% of my work at RCN-Grande.
IntelliCAD was first introduced to me during a Carlson software presentation prior to 2012, at an AutoCAD User's Group meeting held at Cadnet Services, at their former location on Sundial Avenue, in Manchester, NH. Rick Ladd's presentation caught my attention and held it, but it just took me a few years to decide which flavor of IntelliCAD to purchase a license to.
I purchased the USB dongle key version in 2020, as I use it on any of several computers that I own. It is now my go-to for home CADD work and its 3D solids command set mimics AutoCAD quite well, making it a great tool to design items for 3D printing.
It does have some drawbacks though. It does not play nicely with Dynamic Blocks. It also has issues with inserting block symbols in user coordinate systems (UCS) other than the one the block was created in.
I started using Chief Architect Home Designer 2014 a number of years ago to investigate residential designing. The upgrades are inexpensive-enough to maintain. A plus about this software is that I can create 3D models of furniture, etc. and bring those models into a rendered scene in this software.
AutoCAD LT, version 1.0 was the first CADD software that I had purchased for home use, back in the early 1990's. Unfortunately, it was really lacking, didn't support AutoLISP at the time and it was strictly 2D. So, it was not of much use to me.
This is a very useful program for the WindowsCE platform in its time. I had used it on my Dell Axim PDA. I wish that I had it back in the mid-1980's as an option when I had to perform condominium surveys, field time would have been substantially shortened.
I still have it installed on my Axim and actually use it from time to time, when I don't want to have a laptop sitting on my lap. It accepts the usual AutoCAD command set and the files are readily opened in AutoCAD or IntelliCAD.
Generic CADD was something of a blur to me. I have the big ole box sitting on my shelf, but I am not even sure if I even opened it.
TurboCAD got much more use as a home CADD program, than others, previously. After I bought a 3D printer, it was my go-to CADD program for creating 3D models for 3D printing. It had all the 3D solids modelling command set that I needed to prepare the STL (Stereolithography) files that the slicer software needed. It got bumped from my home CADD program use by CMS IntelliCAD.
To put it bluntly, FreeStyle is a toy. Not useful for much of anything productive.
Google Sketchup was an interesting take on creative software. While I had coworkers who liked to use it, it never really caught my interest, as I could more quickly develope a 3D model using either AutoCAD or TurboCAD's 3D command set. I felt like I had better numeric control over my 3D builds with CADD software other than Sketchup.