Love the video that @2DollarLegs shared! That should give you some great visual examples from a real race of timing your attacks to start/get into a break.
Momentum is super key if you’re trying to get off the front. One of the best times to attack is when the peloton is going fast, then the front starts to slow down, and the riders in the middle/back of the back still have a lot of momentum going forward as the front of the pack slows.
I think staying 4th/5th wheel might be too close to the front because of how often breakaways start like this. If you’re too far up, you’ll be part of the pack that is slowing down as you get swallowed up by the middle/rear of the pack. Instead of carrying momentum, you’ll be forced to accelerate hard to catch back up or follow a move.
That said, you still don’t want to be too far back… It’s a tricky balance to figure out and it takes some trial and error to gain the experience necessary to become a breakaway artist.

Once you find that sweet spot of where to sit in the peloton, though, you’ll start to find yourself in more situations where you’re able to use momentum to your advantage. You’ll start to notice the front of the pack slowing down, and when you see that happen, that’s when you really give it some gas (even if you’re tired – remember, other riders will be tired, too!). You’ll be accelerating up from a speed that’s already higher than the front of the pack, and that large speed differential is what will allow you to get off the front to begin with.
I think it’s helpful to think of this move as a kind of “slingshot.” You fly past the rest of the peloton using momentum to sling you by everyone.
Once you’re actually off the front, in my opinion, the hardest part of your effort begins. You’ll probably still be within sight of the peloton and other riders will want to chase you down. The first few minutes of establishing a break are hard. You’ll probably have to ride above threshold power to maintain your gap during the start of the break.
Ideally, if you can hold off the peloton for those first few crucial minutes, you can start to settle into a pace closer to your threshold power. It will still be a tough effort, but it should be sustainable. If you find yourself with some breakaway companions, start rotating and working together as quickly as possible. It’s often beneficial to take short, hard (above threshold) pulls on the front, then rotate out and slot back into the rotation behind the other riders to recover for a moment before you’re back on the front for another turn.
I’m a fan of Jeff Linder from NorCal Cycling – he’s been a guest on the TR podcast before as well. He has some great videos on racecraft and tactics that might help you out – here’s one video that sounds like it could be useful:
Hope this helps! I’m not a sprinter either so most of my best results have come from riding breaks. Feel free to let me know if you have any other questions!