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The answer to this depends on how the content of the tasks and working org sections are organized. Since each phase entry is set up as a table that's in a row of a parent table, the only way to insert a section under the phase would be to add a row. You can add a row for tasks and a row for working org after the phase row, so that every time you insert a phase you'll get both. Set them both to hidden, and unhide the appropriate row based on the answer to the "tasks" question. The only issue is that if your task and working org info is complex it'll be tricky to format all of the info as a table row. This can be done by making your row one cell wide (full width of the row) and setting that cell content to a subform, then adding all of your info into the subform. However if there's a lot of data then the row constraint may be an problem.
The other method would be to convert the phase section to a subform, then have three child subforms inside: phase, tasks and working org. The idea is the same as what you're doing now, but you're using subforms rather than table rows. You can add instances of subforms the same way that you add instances of table rows.
I wired up your example using rows; see the attached form.