middle ground is where you make it
There is probably a middle ground between gaming the system and sabotaging one's own chances of success, but I haven't found it yet.
Maybe I found it today. I went looking, anyway.
To be more explicit: There is a small list of writing tasks I'd like to do each day that I keep! Not! Quite! Getting to! and it's bothering me. Things like: Spending a solid writing session on writing a new short story, or revising an existing one so that it is ready to submit. Working on the novel, for serious. Sending stories back out to new markets (ones they have not been to, of course. I'M STILL EMBARRASSED ABOUT THAT) and logging responses to previous submissions. These things are not represented in my Habitica "dailies," so I can log a "perfect day"--a day in which I check off all the Dailies--without ever getting to that list of much-neglected writing tasks. I suppose it's overstating things to describe this as me "gaming the system," but I'm certainly not making the system work for me here.
Problem is, the act of adding new Dailies to the list does not suddenly cause me to succeed at a task I've failed at week after week. It just makes failing at it feel worse. No more perfect days and it's my fault the party gets thwacked by the quest boss.
An intermediate stage is needed here.
So, Habitica's "dailies" are those task which you hold yourself too every day. If you check them all off, you accomplish a perfect day! But for each Daily you don't check off, you take damage. If you're in a quest, your party also takes damage. That's Dailies.
There's also "habits." Habits are those tasks you'd like, to, well, get in the habit of doing more often. You click them any time you do them, however many times a day is appropriate. Like: "Get up from the desk and stretch" or "Eat a home-prepared meal." You get rewarded with gold and experience points for clicking them, but you don't get punished for not clicking on them. (There's also negative habits which you're trying to break yourself of, and you take damage every time you click them. Example: "Did you pick your nose? Be honest!" But that's outside the scope of this discussion.)
Habit items are perfect for giving yourself incentive to do a thing without putting yourself under a lot of pressure.
So I have added a Habit item for "All items on today's timesheet." (This is a spreadsheet where I track my working hours by task, and it lists all the tasks, including those things I keep not! Quite! Getting to!). It has a positive clicker I can click if I do all the things. It also has a negative clicker, but I'm going to give myself a two-week adjustment period before I start clicking it.
And then, what the hell, I added five more Habit items: "1 hour of writing," "2 hours of writing," "3 hours of writing," and so on up to five. I used to have a "5 hours of writing" Daily, but I pretty much never managed to check that one off. So rather than keep punishing myself with it, I disabled it. Temporarily. Having now brought it back as a series of low-pressure Habit incentives, I might train myself up to a point where it's reasonable enable it as a Daily again.
So that was very technical and will probably make more sense if you go and check out Habitica. You may find it useful. Not everyone does, but it pushes all my buttons very effectively.
Anyway, I did not get to click "All items on today's timesheet" today. But you know what I did do? For the first time ever? I completed a Friday Fictionette early. That's right. July 14th's offering is already up on Patreon for scheduled release. Which means I can begin my road trip to Salina, Kansas (it's bout week again!) on a clean conscience. And I might just get to peck at the novel a bit in the car. I'll certainly get to start next week's Fictionette early. If I can keep this up, I might actually begin building a future fictionette buffer. But let's not get ahead of ourselves.
Anyway, now I have blogged. Which leaves me only two Dailies left between me and a perfect day (for Habitica values of perfect). Off I go to do them!