Sales Development Representative
About Tailwind
Tailwind is rebuilding the infrastructure behind commercial insurance.
It’s one of the biggest industries in the world— and it still runs on antique infrastructure and processes. We like it that way. While legacy players take years to roll out change, we ship in days.
If you want high agency, zero bureaucracy, and a chance to fix something that actually matters, come talk to us.
About the Role
As a Sales Development Representative (SDR) focused on insurance brokers, you’ll own the very top of our sales funnel. Your job: identify brokerages, connect with producers and account managers, and start the conversation about how Tailwind can transform the way they handle loss runs and insurance operations.
This is a great role for someone hungry to break into SaaS sales, learn the commercial insurance space, and grow into senior sales or go-to-market roles as Tailwind scales.
What You’ll Do
Research & prospect: Build targeted lists of insurance brokers using tools like LinkedIn Sales Navigator, ZoomInfo, and Apollo.
Outbound outreach: Run email, phone, and LinkedIn campaigns to engage brokers and book discovery calls.
Qualify leads: Quickly understand broker pain points and how Tailwind can help — then pass the most promising leads to the Sales team.
Collaborate with Sales & Marketing: Share broker feedback, refine messaging, and help shape our go-to-market motion.
Maintain pipeline hygiene: Track all activity and broker conversations in HubSpot/Salesforce.
Experiment & improve: Test new outreach sequences and messaging to drive higher connect rates with brokers.
What Makes You a Great Fit
0–4 years of experience in sales, recruiting, or other customer-facing roles (internships count).
Excellent communication skills — you can write clear, engaging outreach and handle phone conversations confidently.
Curiosity about insurance and interest in learning the broker workflow.
Persistence and resourcefulness — you’re comfortable doing research and trying new outreach tactics.
Experience with outreach tools (HubSpot, Apollo, Sales Navigator) a plus but not required.
Startup mindset: adaptable, fast-moving, eager to take ownership.
Why You Should Work Here
We’re building a company and a culture that prides itself on creating huge value for customers, and creating it quickly.
Our team includes veterans from Carta, Ramp, Apple, Salesforce, C3 AI, and AppDirect- people who know what great product looks like, and what it takes to build it fast. We’re backed by Susa Ventures (early Robinhood, Flexport, Together AI), and signing new customers every week.
We’re in-person 4+ days per week in downtown San Francisco and Toronto- velocity requires proximity.
Average salary estimate
If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.
Avery Dennison is hiring a Technical Sales Manager to lead and develop a technical sales team while driving regional sales strategy, profitability, and operational execution.
Palo Alto Networks is hiring a Cortex Cloud Sales Specialist to drive enterprise Cortex and cloud security growth through strategic, technical, and channel-led selling in the Detroit region.
Uline is seeking a seasoned Sales Account Manager to develop the Wilmington territory, manage existing accounts, and drive new business using Uline’s extensive product offering and sales resources.
Lead the floor at Abercrombie & Fitch's Valley Fair store, coaching the team and driving an exceptional in-store customer experience while supporting store operations.
Experienced technical customer-facing leader needed to drive merchant and partner integrations for Cash App Afterpay, translating business needs into scalable API-based solutions.
Experienced B2B business development professional needed to increase USA corporate meetings, incentive travel, and affinity group visitation for a leading international destination marketing organization.
Hollister is hiring a part-time Key Lead in Glendale to supervise the sales floor, coach team members, and deliver excellent customer experiences.
AbbVie’s Eye Care commercial team is hiring a field-based Specialty Representative in Portland, ME to build clinical partnerships and deliver measurable sales and brand results.
A remote Business Development Representative role at Experian focused on outbound prospecting, pipeline qualification, and setting high-quality meetings for the sales team.
Lead in-store customer experience and floor operations at Abercrombie & Fitch's Harbor East location while coaching the team to meet daily sales and visual standards.
Palo Alto Networks is hiring a strategic Cortex & Cloud Channel Director in Boston to drive partner-led growth and GTM execution across GSIs, VARs, CSPs and MSSPs.
Commercial Sales Representative role at Bone Dry focused on estimating projects, preparing proposals, and closing commercial roofing business across Edgewater, FL.
Drive new business for Veolia's Environmental Services by selling hazardous waste solutions to commercial and industrial customers while managing the full sales cycle and account transitions.
At Tailwind, we serve over 400,000 businesses, large and small, in helping them grow through visual social networks, such as Instagram and Pinterest. We are only getting started, though. Our mission is big and we intend to achieve it. We are a ...
3 jobs
🔮
Hi, I'm Risa! Your AI Career Copilot
you, just ask me below!
