How should I approach shaving my very tender face?

Having psoriasis, I'm familiar with tender, irritated skin when it flairs. I have the OC .95 timeless in Titanium and find ot very smooth, I'm assuming the .68 should be even milder, but OC does still expose more blade. I have a few Edwin Jagger DE 89's if you're in need of something that leans definitely more to the mild side. I'd be happy to dig one out and send it to you.

Thank you.  That's very kind.  I think I'm going to see what the .68 feels like after attacking with a trimmer.

Anytime. always worth the try. If I'm not treating it, as I'm not now, and I get a flair up, it can be mild or very, very, itchy. Then it can get red, sore, weepy, and can actually sting. Thankfully most of the time it is not too bad.But, when it is, it is. I find the .68 reasonably mild, but that is me. I don't think the EJ's are much different in gap, not sure of blade exposure. I do know they are mild, but good shavers.

DAYLIGHT PHOTODYNAMIC THERAPY (DPT) is also used to arrest psoriasis.  Mike, if you are having a lot of trouble with psoriasis you might investigate DPT.

Thank you.  That's very kind.  I think I'm going to see what the .68 feels like after attacking with a trimmer.

Anytime. always worth the try. If I'm not treating it, as I'm not now, and I get a flair up, it can be mild or very, very, itchy. Then it can get red, sore, weepy, and can actually sting. Thankfully most of the time it is not too bad.But, when it is, it is. I find the .68 reasonably mild, but that is me. I don't think the EJ's are much different in gap, not sure of blade exposure. I do know they are mild, but good shavers.

DAYLIGHT PHOTODYNAMIC THERAPY (DPT) is also used to arrest psoriasis.  Mike, if you are having a lot of trouble with psoriasis you might investigate DPT.

Unscented soap, maybe a naturally scented light one.  One pass, with something like a Karve Overlander.  Light wash with cetaphil sensitive skin. 

I have had a lot of treatments (some chemical for pre cancer) and I went to light shaves every 3-4 days.  Last one I was lucky enough to have some Tibu Sabuni shave cream for.  It helped me with some of the post shave.  Have to avoid any fragrance oil or any citrus essential oil when you feel this way.  Unscented soap is best (I know ethos will make you one called clean, I heard great things about Canada, etc).  Eric knows more than I do about unscented soaps.  

I would however recommend cetaphil sensitive skin with cool face washes and a mild but efficient razor.

You've gotten some great advice although I'm not sure how Dan DanLaw missed this one. I know he has a tender melon too. Hopefully, he will stop by a throw a few pennies at you.

Good luck in your journey, friend. Best wishes.

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Thank you.  That's very kind.  I think I'm going to see what the .68 feels like after attacking with a trimmer.

Anytime. always worth the try. If I'm not treating it, as I'm not now, and I get a flair up, it can be mild or very, very, itchy. Then it can get red, sore, weepy, and can actually sting. Thankfully most of the time it is not too bad.But, when it is, it is. I find the .68 reasonably mild, but that is me. I don't think the EJ's are much different in gap, not sure of blade exposure. I do know they are mild, but good shavers.

DAYLIGHT PHOTODYNAMIC THERAPY (DPT) is also used to arrest psoriasis.  Mike, if you are having a lot of trouble with psoriasis you might investigate DPT.

I am familiar. I had looked into most treatments as there are many. I had been using Tremfya injections ( a biologic). I had tried some others before which worked well for a short while and didn't clear 100% though I realize 100% clearance is a task, especially in my case with 85% coverage or so. The Tremfya did what all the others couldn't. It cleared my legs which was the most difficult type of psoriasis. It did take the legs longer than the rest of me to get clear.

i recently went through my first phase of DAYLIGHT PHOTODYNAMIC THERAPY which is a process that uses sunlight to treat superficial skin cancer.  It is a two step process that includes two face and scalp treatment sessions about 1 month apart.  Those of you that have spent a lot of time in the sun over your life probably know about the problem.  Those of you that are still young enough to avoid the problem, please use lots of sunscreen.  

I'm on my 3rd day of post treatment and my skin is very tender, similar to an extreme case of sunburn, and there is no way I can shave yet.  I have always been a daily shaver and not being able to shave is driving me nuts, not to mention the discomfort from the treatment.  

When my skin gets to a point that I think I can whack away at the stubble, does anyone have any advice?  I've never had a beard or mustache, so is there any technique I should apply to harvest the hair?  I plan to use my Timeless 0.68 oc when I am able, it's the least aggressive razor I own.  Maybe only one pass the first day, then ease into my routine?

I had a 20 day treatment for pre cancer spots and long term sun damaged skin on my entire chest, both arms and a good amount of area on my face using Fluorouracil Cream. It was like someone burning a couple of layers of skin off me. It was extremely red and quite painful during the treatment and for at least a week after I stopped my 20 days of treatment. So I also had to hold off on shaving and ended up with a good start to a full beard. That’s how much growth I had. So a lot to shave off. I didn’t want to use trimmers as I know if I made a mistake it would be very painful and may even open a wound. For a razor I choose a razor that was smooth but nicely effective/efficient and that was a Paradigm Diamondback using a sharp but not harsh Polsilver Blue blade. I did what I call aggressive skin stretching while using short strokes and using absolutely no pressure which took down my growth easier than I expected. I had to rinse the razor frequently as it filled up quickly with so much growth. I did 2 passes both going WTG for that first shave. Pre shave I made sure to get my beard as soft as possible using a lather and rinse and repeat after a warm shower and then applied the lather again to begin my shave. I didn’t use any of my scented shave soaps but opted for Tibu Saboni Shave Creme as it is Unscented and it was developed for people with skin issues. Not trying to promote the product just being honest as to what I used as far as hardware & software and technique. The treatment certainly wasn’t what I’d call enjoyable and I looked pretty bad during and for a couple of weeks afterwards but the treatment was very effective and now a few months later I can’t believe the difference in my skin. It’s so much better. So good luck to you and I hope the treatments work well for you.

When my skin gets to a point that I think I can whack away at the stubble, does anyone have any advice?  I've never had a beard or mustache, so is there any technique I should apply to harvest the hair?  I plan to use my Timeless 0.68 oc when I am able, it's the least aggressive razor I own.  Maybe only one pass the first day, then ease into my routine?

If you're talking about shaving off a lot of accumulated growth, then an open comb should be your best option. 
Now, the mildest open comb I've ever used is a RazoRock SLOC (for "Self Lubricating Open Comb"), from Italian Barber. To me it is less aggressive than an Old Style, a Long-comb New, or a Goodwill (my main razors for comparison). Maybe use a fairly smooth blade like Astra SP with it.

[edit - I just noticed that you have a Timeless 0.68 OC. I have no idea how that compares to a SLOC. I see also that a PAA DOC is supposed to have a blade gap of only 0.49 mm, but they're currently sold out.]

You can buy just the RR SLOC head (chromed zamak) alone for CAD$10.69 these days.

I took advice from Marko and looked into a trimmer. Wound up purchasing a "Beard Hedger" from Manscapped. It is cordless and has an adjustable head. While I was at it I treated myself and included in my order a new nose & ear trimmer from the same manufacturer. It's called the "Weed Whacker 2.0", also cordless and has a great contoured, soft-feel grip. The trimmer was a great idea and kept the stubble back to a tolerable level until I could feel comfortable taking a run with my DE.

Today I took the plunge and went after my face scruff with my 0.68 oc armed with a new Personna Lab Blue. Preparation included a hot shower and a liberal application of Proraso Pre-Shave Cream (White). Consistent with a suggestion from dtownvino and others, I used Proraso White shaving soap which seems to be mild and lightly scented. I took one pass and it was heaven. So good to be back in the saddle.