- is the scope well defined?
- do I understand the value add and agree with it?
- do I feel as if all stakeholders are aligned and adequately involved?
- do I think the team can pull it off ?
- do I think the mood and style fits myself?
- do I think the timelines and budgets are realisitc?
- do I agree with the level of transparency from management?
Etc etc
Ask yourself these questions - and more - and you will discover the answer for yourself.
In the end listen to your guts.
One important nuance: A project can be a major fail overal but a big success for you. Big check, new knowledge, rich connections...
- Does the customer have an IT org capable of fulfilling basic tasks you won't be authorized to do (app / db access, AD / rights modification, firewall adjustment, AV adjustment) in a timely manner?
- Can the customer provision necessary machines in a timely manner? If using VMs, is the virtualization team competent with their chosen platform?
- Does this project directly threaten the job of anyone whose blessing / help is required to successfully deliver the project?
- Is your leadership / your customer champion intelligent and willing enough to say "No" to scope creep when the customer gets excited?
- Do the PMs attached to the project have a basic understanding of how software is built and the systems involved?
- Does their management understand the actual processes being interacted with? (Major red flag! If their management / leaders say things in meetings that demonstrate a basic lack of understanding in what their own people do, run)
which works very well if the developers and the customer really know what they want when the project starts.