My Biggest Career Mistake - Sales Development Representative (SDR) ConnectWise Employee Review

1.0
Oct 23, 2025
Recommend
CEO approval
Business Outlook

Pros

ConnectWise has a very competitive pay/commission plan that is the one good thing about this job.

Cons

Really tough market, you are assigned to partners who are usually dissatisfied with the products already and use you to vent. The worst part was the constant pressure to meet goals, with no consideration for the fact that sales cycles can be long and unpredictable. I often felt like I was fighting an uphill battle, and the constant rejection and lack of support took a significant toll on my morale and job satisfaction. Company culture was extremely competitive which led to a lot of tension and stress. Feedback was rare, when it did occur it was typically negative. I was let go after missing my target with no feedback or guidance on how to improve.

Explore other reviews about ConnectWise

5.0
Apr 30, 2026
Recommend
CEO approval
Business Outlook

Pros

Great work life balance, decent pay, great benefits.

Cons

Communication from management could be slow at times but nothing major.

1.0
Jul 10, 2026
Recommend
CEO approval
Business Outlook

Pros

You get right into cyber sales and b2b. Good start and resume builder. But a stepping stone.

Cons

Huge non compete so most of the market is off limits. Although there is zero holding them back from hiring from the laid off group of their own competitors. Which points to how little they actually trainer you at any level. They are ran by sales managers not leaders. RSM side is hit or miss CRO burned half the sales floor, 50% turn over. Hired all the laid off kaseya reps and then quit Research the team you are looking to work on, reach out to reps and don’t get sold. Most new reps are getting paid significantly more than existing reps. They will low ball all internal reps into low earning positions and keep moving goal posts. One rep could be at 70/30 while the new person they train/ mentor is at 90/90.

5
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