It seemed like the perfect tool, and everything went great during the trial. Or perhaps it fit your needs well for a time.
Then everything changed. You hit the limits, and needed something more powerful—or the feature you were waiting for never came, or a new redesign broke something you needed. Or the prices went up enough where it just didn’t make sense anymore.
What software do you regret buying the most?
While I wasn't responsible for the original purchase decision, we use PingOne to authenticate users into our website, using their company's login servers. We have had nothing but terrible experiences whenever something goes wrong—they won't speak directly with our customers to help with their connections, but we have no visibility into our customers' configuration, so we also can't help them. When we connect directly with their support, they're often unhelpful, and have a history of telling us incorrect information.
Alas, we still haven't replaced them, because the cost of replacing with an in-house solution still hasn't outweighed the cost of quarterly firedrills. And not because the technical solution would be complicated—it's easy to build using libraries in the public domain—but because of the cost of program managing all of our customers' connections!
HubSpot without a doubt. We signed up for the partner program, first of all being a partner doesn't give you any benefits; you pay full price for the software AND are charge a heavy fee for access to some videos. The pricing of the system is mad as well, to just get a decent useful setup you have to buy enterprise editions (things a recurring sales/retainers is only a thing in Sales enterprise and so on...)
We ended up losing a lot of money and clients due to our KAM at HubSpot not reacting or supporting even when we showed up with a lead being a consortium of 8 companies (counting a hospital, a hotel amongst others) our KAM never replied to my client's question and after a month of silence we, logically, lost the client as they went with another company and another marketing automation solution that actually answered and showed interest in new business. When I tried to complain everybody shut down and didn't respond to my emails, I ended up trying seven different persons at HubSpot without any of them answering (I could track the mails and could see that the mails were being read) first when I added the founders in the US in CC on my mails something happens and I got a response. HubSpot ended up offering me a (very) little part of my fee and partner fee back. In the end, we lost a lot of money, time, and clients just because we went with HubSpot, doing a little research you can easily get a proper setup a lot cheaper and with more functions by going with other providers - so the software we regret the most; HubSpot.
Perhaps the worst was my older shared hosting for my site, where I paid more for fewer features just because I thought it was too much trouble to mange the server. DigitalOcean ended up being both cheaper and easier, once I got an image configured. Similarly, I backed Ghost’s Kickstarter, but never ended up switching, and more recently bought an upgrade to Kirby (the CMS that powers my blog) but never upgraded since I’d need to entirely rebuild my theme. Somehow I bet I’ll eventually switch to a managed CMS (perhaps rebuild in Webflow?) and leave self-hosted blogging behind, as it’s easy to spend more time managing the software than actually writing.
Then, there are all the apps I’ve paid for but never ended up really using, especially writing apps for me. I’ve purchased Scrivener on every platform, thinking with each new version I’d use it, then end up reverting back to my mainstays in iA Writer and Ulysses. Similarly with OmniOutliner: I like the app in theory and keep buying it, but in reality usually just outline in my writing app.
Definitely signing up for the wrong CRM. I don't want to drag them here, as it's a perfectly acceptable tool, but I was focused on an integration with my accounting software as I thought that would be a big time saver for me.
Turns out, that was not important at all and I went with a wrong fit tool that slowed everything down. Ended up having to do a whole migration out within a month.
In our case, the worst mistake was purchasing OVH to host one of our e-commerce websites. We have a couple of issues, one regarding the DNS change, and other with migration of our SSL certificate from Godaddy. Godaddy gave us clear instructions (really good tech support by the way), but the last step with OVH was a nightmare. First, it takes days to get an answer from their support, then, their replies are usually lacking real knowledge of the topic at hand. After spending several days trying to fix the issue, we gave up. We had paid two yearly hosting subscriptions, and they don't refund anything (pending more than 19 months in total).
On the other hand, we are working with Bluehost, Godaddy and Siteground and we are really happy :) Siteground has one of the best hosting solutions for Wordpress, support is quick and effective.
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