This is a fun asset to analyze. I think of all of the Boundary Beyond 'boost 2 assets' this one ties with Well Prepared for second place behind Cornered for general strength.
What's neat about this card is that if you succeed you lose nothing and can take another test with the same boost, but failing heavily penalizes you. This means 3r initially spent buys you not only the initial +2, but another +2 if you succeed that first test, another +2 if you succeed the third etc. This means we can easily analyze how much the 3r cost gains you through application of the Geometric Series! so a single commit of 3r will give us 2* (1-r^n)/1-r value, where r = our chances of success (assuming all tests are the same chance of success, a big assumption but it only gives us a general guideline)
If you take lets say 8 tests at 0.5 chances of success you're getting roughly +4 boost out of it. That is nearly streetwise levels of efficiency, but without the intellect or agility test restriction! not bad, but then again not great.
if we increase to r = 0.75 however (which is a roughly good approximation for what most investigators want to test at) you're getting +7.2 value spread out / 3r which is more value than Higher Education.
Now there are nuances involved. Not the least of which is that if you're running a 'succeed by two' deck this is a massive enabler, turning your would-be successes into success by 2s. Additionally this card has significant swing, even if you have a good chance of passing losing 3r if you only have 5 can be brutally punishing. Fortunately Rogue's are masters of hoarding up big piles of cash very quickly.
I think the biggest downside though is that this card is very very poor at getting you back from behind. It needs to sit atop a powerful engine of cards already getting you to the 0.5-0.75 success range before it can start to contribute real value. Again though, using the first half of a scenario to set up and the second half to sprint full-speed through the scenario is a valid Rogue archetype so purchase this accordingly.