software-maintenance

(6)
Legend
Seth Ravin and the expensive habit of starting over
Founder · Executive · Operator

Seth Ravin and the expensive habit of starting over

Seth A. Ravin built Rimini Street around a question software buyers rarely get to ask: what if we kept what already works? Two decades, a public listing and a long legal fight later, he is asking it again in the age of AI.

seth-ravin · rimini-streetRead →
Legend
Aaron Frost and the value of staying behind
Founder · Engineer · Advisor

Aaron Frost and the value of staying behind

The co-founder of ng-conf built HeroDevs around a problem software likes to leave behind: people still depend on the old version. His route there ran through support calls, JavaScript meetups and a conference he wanted to attend.

aaron-frost · frostyRead →
Legend
Aaron Mitchell and the Price of Putting It Off
Founder · Operator · Executive

Aaron Mitchell and the Price of Putting It Off

An eight-week software delay taught Aaron Mitchell what “free” could cost. Now the HeroDevs co-founder and CEO is building a business around the work everyone hopes can wait.

aaron-mitchell · mitchRead →
Legend
Bryan Helmkamp and the trouble with good code
Founder · Engineer · Executive

Bryan Helmkamp and the trouble with good code

Good developers can still leave difficult software behind. From Code Climate to Qlty, Bryan Helmkamp has built a career around making the next change easier - and the evidence easier to use.

bryan-helmkamp · code-climateRead →
Company
Spinnaker Support sells the right to wait
Enterprise · Ai

Spinnaker Support sells the right to wait

Your enterprise software may still work beautifully. Spinnaker Support makes a business of keeping it that way while you decide what deserves to replace it.

third-party-support · enterprise-softwareRead →
Company
Rimini Street’s $421 Million Bet: Your Old ERP Is Good Enough
Enterprise · Saas · Ai

Rimini Street’s $421 Million Bet: Your Old ERP Is Good Enough

Rimini Street built a public company by telling CIOs to stop upgrading software that already works. Now it wants the savings from that rebellion to fund agentic AI - while winding down a 15-year fight with Oracle.

enterprise-software-support · third-party-supportRead →