About the RoleAs an
Account Executive at Tailwind, you'll own the entire sales cycle for insurance brokers - from the first discovery call to close. You'll help producers and account managers modernize their workflows with Tailwind, driving adoption and shaping how commercial insurance gets done.
This is a role for someone hungry to
close deals, build relationships, and grow into a senior sales or go-to-market leader as Tailwind scales.
What You'll Do- Own the full sales cycle: Manage broker leads from discovery to close.
- Run high-impact demos: Clearly communicate Tailwind's value to brokers at different levels of complexity.
- Forecast & manage pipeline: Keep deals moving through the funnel, with accurate forecasts in Salesforce.
- Collaborate cross-functionally: Work with Product, Marketing, and Customer Success to share broker feedback and shape messaging.
- Hit & exceed quota: Consistently close deals and help us build repeatable sales motion.
- Experiment & iterate: Test new messaging and outreach sequences to shorten the sales cycle.
What Makes You a Great Fit- 2-6+ years of closing experience in B2B SaaS (ideally mid-market+).
- 1-2 years in sales development.
- Strong communicator - you can build rapport quickly and run consultative sales calls with confidence.
- Organized & process-oriented - you manage pipeline rigorously and forecast accurately.
- Interest in financial services and insurance is a plus.
- Startup mindset: adaptable, resourceful, comfortable building processes from scratch.