Trouble Ahead :-/ - Anonymous employee Twilio Employee Review

3.0
Jan 27, 2022
Anonymous employee
Recommend
CEO approval
Business Outlook

Pros

- Twilio has an amazing product, track record, and ethos. I do feel confident in its long run vision, but there are a lot of short to medium term concerns below. - Many of the leaders that we’ve promoted up the ranks over the years are amazing role models. - People are collaborative and super helpful. - Great progress towards doing good with ERGs, opportunities to volunteer, anti-racist frameworks.

Cons

Terrifying retention issues and seemingly no attempt from the company to address these: - Folks from acquisitions are leaving Segment and Sendgrid at all levels, making merging technologies and processes extra difficult. - Long-tenured Twilions will create a massive exodus in the next few months because their stock options are running dry and they are not considered valuable by HR. We will lose incredible talent, knowledge, and fabric of culture as a result. - Rough work-life balance. I’ve been working here 5+ years and never had the option of a sabbatical. Burnout is inevitable. - We’re being asked to work cross-team without proper frameworks for it. - The new Twilio Magic with its forced optimism feels toxic. I miss our old values.

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5.0
May 28, 2026
Recommend
CEO approval
Business Outlook

Pros

Great place to learn from others. A lot of innovation and moving fast recently. Leadership seems to be listening to the complaints. Great work life balance

Cons

Organization changes are frequent, have observed many changes of leadership over the years

2.0
Mar 9, 2026
Recommend
CEO approval
Business Outlook

Pros

Comp is fair, benefits are okay. If you are lucky with a low maintenance book of business you can clock roughly 20 hours a week and hit all your goals. I saw this happen to multiple sellers over my tenure.

Cons

The reason I left was in Jan 2026 they re-orged all of the Segment business unit into Twilio. We went from being traditional Segment SaaS sellers to Twilio Account Managers. You have no prospects only existing clients. You spend your day in Zendesk managing tickets, there are zero actual sales activities. Your quota is comprised of organic revenue growth that would occur whether you existed or not. Upside is limited. - Leadership Churn: I worked here for 16 months and during that time I had 5 managers. They couldn't hang onto anyone. - No review or raise during my 16 months here, despite exceeding my quota. - Promotions: you cannot just crush in your role and get promoted. There needs to be a promotion spot available somewhere in your business unit and then you compete with other sellers for it. Your role will not change, your accounts and clients will not change, only your comp will. So why the limited promotion availability?

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