MicroStrategy . . . THE definition of Executive Lunacy - Sales Director MicroStrategy Employee Review

1.0
Mar 5, 2015
Recommend
CEO approval
Business Outlook

Pros

Advanced technology. Smart and collaborative workers. Folks rolled up their sleeves and worked together here in the past. Vacation and medical benefits are good.

Cons

Just one that is the root of ALL others: The CEO, Michael Saylor. He views himself as above all others, and as the sole reason that the company has had any success. Don’t forget that fact when dealing with him. If you do, you will feel the wrath of a small man pretending to be a big shot business leader, who is desperately and pathetically hoping he’ll someday be in the conversation along with the great technology innovators of our time. MicroStrategy used to be a great place to work. Well, all that changed when Mr. Saylor’s performance as CEO was put into question by people he couldn’t bully: Institutional Investors. The punishment for their discovery of his own lavish, company-funded extravagancies, was a full-force, and in rapid succession, set of austerity measures for his employees. Also a large set of draconian processes to be adopted immediately and forcefully. And a hiring spree of unnecessary executives who may have had honest aspirations of leading the company, but in reality, are now Yes Men hanging around just long enough to cash in their options grant. Mr. Saylor is completely out of touch with his work force (not that he cares), and the reality of the situation he’s recently created at MicroStrategy. The company is being systemically destroyed by a dictatorial figurehead. He has single-handedly wiped out the existing culture and has driven away a very experienced and tenured human-talent base. TO BE CLEAR: ALL of the Top Engineering and Sales talent has already left or is currently leaving. All that is left is a single-minded CEO, and his Executive staff nodding their bowed heads in fealty and submission. This is the BI Titanic sinking here. Make sure you get off the ship while there are still life boats available.

Explore other reviews about MicroStrategy

5.0
Jul 30, 2025
Recommend
CEO approval
Business Outlook

Pros

Good pay and benefit. Great support for immigration and legal. Great work life balance. Supportive and talented co-workers

Cons

No management level issues at least in my team.

3.0
Jun 14, 2026
Recommend
CEO approval
Business Outlook

Pros

You will learn ALOT here and if you can stomach the culture you can get promoted quickly or move teams with little friction. Above market rate benefits that start Day 1 Generally speaking good camaraderie amongst the worker ranks I’ve held multiple roles and have appreciated the opportunities to travel internationally which was life changing The product has a little bit of a learning curve but it genuinely is something special once it’s up and running I felt that towards the end of my tenure my pay was exemplary although I really had to earn it

Cons

Wowwwww where to begin… Well it’s a top down organisation but also a market laggard. Given our position relative to our competitors this regime of leadership is responsible for missing the moment in Cloud, BI and AI. Middle management and upper management alike don’t have a clue and it’s definitely a soap opera of leadership and empire or cult building. Not a great feeling of purpose when everything you do internally as well as with customers is overshadowed by Bitcoin. Dwindling customer base. We’re really only making money by replacing ironically technologies older than us (Cognos,BOBJ) or moving existing customers to our managed cloud The community is totally dead especially internationally. Minimal on the ground experts at strategy and a very loose and underfunded partner program Product conceptually is great but struggles to differentiate from hyperscalers and modern cloud data platforms on value. Leadership can definitely get a little preachy touting merits or metrics that are pretty vain in the big picture Specifically in the last 3 years gaslighting has been the norm for management. Everything here feels performative and doing your best to do your work without upstaging or upsetting your manager. The RSU distribution definitely feels like serfdom. The employees at the bottom get a single digit or if you’re a heretic you get double digit number of RSUs, but it definitely does not seem fair that the benefits of the Bitcoin strategy rolled to the top, at least when the asset is up

2
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