Pros
Strong brand recognition that helps open initial conversations. Talented, collaborative peers who genuinely support each other. Some meaningful product innovation, especially around AI. Lead gen is solid and helps drive activity.
Cons
Unrealistic Quotas: Only a small number of SMB reps hit annual quota last year. Expectations continue to rise without proper territory support or resources. Large deals come mostly from inbound, so success heavily depends on territory assignment. Commission Plans Getting Worse: Comp plans continue to change in ways that hurt earning potential. Feedback is given repeatedly but rarely acted upon. No adjustment for inflation or cost of living. Political Promotions & High Attrition: Advancement is slow and political. Many reps leave soon after joining SMB because culture, pay, pressure, and leadership support aren't strong enough to keep them. Stressful Top-Down Culture: Leadership pushes high pressure without providing proper enablement or support. Employees are often spoken to like children instead of trusted adults. Communication often feels condescending rather than collaborative. Feedback Goes Nowhere: Reps consistently raise the same issues, yet leadership continues on the same path with the same excuses. Forced RTO: RTO is still being pushed despite employee pushback, negative employee reactions, and a lack of clear business case, or metrics to support the decision. Uncompetitive Benefits: Still no 401(k) match despite years of requests. Benefits lag behind similar tech companies.