My relatively small team at a massive enterprise built all our report generation tools around JIRA for an entire class of offerings. It's been easier for them t

My relatively small team at a massive enterprise built all our report generation tools around JIRA for an entire class of offerings. It's been easier for them to justify continuing to pay for JIRA and keep it propped up than to develop (or migrate to) a new solution. As the lone dev on the team I've been continually astounded by my leadership's willingness to commit more and more to tech debt laden paths. The notion that all software requires maintenance is anathema to them, and it's led us to be 'cornered' into decisions re: what software we can use / where we can invest our discretionary funding. Moreover, we're constrained by the parent mega-enterprise's software purchase policies; JIRA's already approved (and run elsewhere in the enterprise), whereas off-the-shelf or SaaSy alternatives are significantly harder to get buy-in for. (No using corporate cards for SaaS, all purchases need to go through the quote/purchase-order process, etc).