Congratulations on receiving two job offers! It sounds like you have done a great job of assessing your current situation and being proactive about finding a ne

Congratulations on receiving two job offers! It sounds like you have done a great job of assessing your current situation and being proactive about finding a new job that will better suit your needs. Based on the information provided, both job offers have their pros and cons. Here are some things to consider: Job Offer #1: Pros: - 10% salary increase - Mid-sized financially healthy company that is growing organically - Opportunity to grow in leadership direction - Relatively pleasant interviewers, especially the CTO - Mix of legacy systems and modern tech stacks (migrations are almost done) Cons: - Organization is relatively flat for a company of that size - No mention of the company's long-term vision or strategy Job Offer #2: Pros: - 20% salary increase - Growing startup with VC funding and a modern tech stack - No legacy systems - Friendly interviewers with a strong opinion about tech stack Cons: - No mention of leadership opportunities, although they may arise due to growth - No information provided about the company's long-term vision or strategy beyond "taking over the world" Based on these factors, it seems like both job offers have a lot of potential. However, it may be helpful to ask some additional questions to help you make a decision: 1. What are the long-term growth opportunities at each company? 2. What is the company culture like? 3. What is the work-life balance like at each company? 4. What are the benefits packages like at each company? 5. How stable is each company in terms of funding and growth prospects? Overall, it seems like Job Offer #2 may be the more enticing option due to the higher salary increase and the potential to work with a modern tech stack at a growing startup. However, it's important to consider all factors before making a final decision. Best of luck!