When I left, I honestly couldn't tell you one person, well maybe one, who was happy on my team at WellSky Let me try and give some context for my 8 years there. When I started in 2014, my wife and I just had our first child, and the VP of sales sent us an expensive baby blanket, despite never having met me. It lit a fire under me like never before to go out and kill it for this company because it showed me they valued me. Cut to 2023, my supervisor told me I should not leave my house during my lunch breaks and avoid non WellSky related activities between the hours of 8-5. Every company is a growth company, but WS has now gotten to a point where it values its revenue over its people. A fellow sales rep of mine had to go to the ER for a blood clot in his foot, not being able to answer multiple teams questions about a deal, he was later told "I don't' care if you get hit by a bus tomorrow, I need that deal in". Current leadership has almost zero product or industry knowledge, hence provides no positive support during the sales process. Everything there is negative and critical. Despite having a dedicated lead gen rep, I generated 80% of my own pipeline worth almost 2 million in ARR, and hardly a word was said to me. They essentially act as hammers and pipeline managers, that's about it. I had tons of good leadership over my time there, they knew how to uplift and motivate a team and make you feel like you mattered and what you sold mattered. There is zero of that anymore. Leadership also plays obvious favorites with sales reps, making up the rules with territories and who gets inbound leads based on current performance and ignoring assigned territories. Can make it very hard to hit a quota when you leads are given away. Inviting the same few to all major conferences over and over, never giving you a chance to create relationships with your own prospects in person. The favoritism got very old, and very insulting after a while as a long time employee. You can expect teams messages for deal updates at 7 am or 8 pm, so there's your work/life balance.
