Hi my son is 8 weeks old and has begun rolling from front to back during tummy time. He frequently wakes from startle reflex so we swaddle him. He has never rolled from back to front and only moves during sleep to break his arms out of swaddle. He has a much deeper sleep when swaddled, but do I need to stop this if he has begun to roll during playtime?

It is not unusual for babies to wriggle & move around their sleep environment before they are rolling.
Some babies do not respond well to wrapping & may wriggle to attempt to get out of the wrap/swaddle.
Some babies like to touch their face with their hands.
You could try modifying his wrap by wrapping him with his arms out (using muslin wrap under his arms)
The other option is to use a sleeping bag with arms out.
It is important that baby’s head & face remain uncovered always place baby on the back for sleep.

He may not be long away from rolling, & he will need his arms free then.
Red Nose has the following information about modifying wraps.
If you wrap your baby, consider baby’s stage of development. Leave arms free once the startle reflex disappears around 3 months. Most babies eventually resist being wrapped. Wrapping style should be appropriate for the baby’s developmental stage.

It is essential to discontinue wrapping as soon as baby starts showing signs that they can begin to roll, usually between 4-6 months of age but sometimes younger.
https://rednose.org.au/article/is-it-safe-to-wrap-swaddle-my-baby

Most babies are rolling by 4 to 5 months of age, but some roll earlier.
This is not something that needs to be stopped, but it is important to make the sleep environment as safe as is possible.
It is time to cease swaddling & transfer to cot, if he is still in bassinet.
Ensure that the cot mattress is firm & flat & there is nothing soft or loose in his cot.
Always continue to place baby on back to sleep.
Increasing tummy time when awake may also helpful.

Red Nose has the following information when your baby starts to roll.

Give baby extra tummy time to play when awake and supervised as this helps baby to develop stronger neck and upper body muscles which in turn enables them to roll back over.
Make sure that baby is on a firm and well-fitting mattress that is flat (not tilted or elevated).
Make sure that baby’s face and head remains uncovered (do not use lambswool, doonas, pillows, cot bumpers or soft toys)

As babies grow and develop they become very active and learn to roll around the cot.
At this time, continue to put them on the back at the start of sleep time, but let them find their own position of comfort.
By this stage it is not necessary to wake during the night to turn baby over to the back position

Do not use any devices designed to keep baby in a particular sleep position.
https://rednose.org.au/article/what-do-we-do-now-that-a-baby-has-started-to-roll-over