About Hyperscale
Founding Sales Development Representative (SF In-Person Preferred)
Hyperscale is building the AI-native intelligence layer for physical operations - starting with trucking carriers. We're a team of ex-Samsara engineers and fleet operators automating the highest-volume office workflows (driver support, load coordination, scheduling) with agentic AI that actually moves the needle. Our products are deployed with some of the largest fleets in the US, autonomously handling ~70% of inbound calls with strong customer satisfaction. We're a small team, moving fast, backed by top investors and advisors.
The Role
We're hiring a Founding Sales Development Representative who will own the top of funnel for Hyperscale's enterprise sales motion. You'll identify and engage with trucking carriers, generate qualified pipeline, and work closely with our founders and Head of BD to build repeatable outbound motions.
You'll be selling at the cutting edge of AI adoption in operations: engaging decision-makers about autonomous agentic systems that are transforming how carriers run their business. This means understanding both the technology and the operational challenges carriers face, then articulating value in a way that resonates and drives urgency.
This is a high-impact, hands-on role where you'll help define our outbound playbook and have direct exposure to deals closing. If you like being scrappy, learning fast, and working closely with leadership in a startup environment, this role is for you.
What You'll Do
Outbound prospecting and pipeline generation
- Build targeted lists of enterprise and mid-market trucking carriers that fit our ideal customer profile
- Execute multi-channel outbound campaigns (email, LinkedIn, phone) to engage with operations leaders and decision-makers
- Qualify inbound leads and book meetings for the sales team
- Own pipeline targets and consistently generate high-quality opportunities
Research and messaging
- Develop deep understanding of the trucking industry, carrier pain points, and competitive landscape
- Craft personalized, compelling outreach that resonates with different personas (ops managers, CTOs, owners)
- Test and iterate on messaging, value props, and outreach sequences based on response rates and feedback
- Stay current on how agentic AI is being adopted across logistics and operations
Sales collaboration and enablement
- Work closely with founders and Sales team on target accounts, hand-offs, and deal progression
- Participate in discovery calls and customer meetings to learn the sales process and gather insights
- Provide feedback on what's working (and what's not) in outbound motions
- Help build and maintain CRM hygiene, call scripts, email templates, and other sales collateral
Process building and optimization
- Help establish repeatable outbound processes as we scale the sales team
- Track key metrics (activities, meetings booked, conversion rates) and identify areas for improvement
- Experiment with new channels, tools, and tactics to improve top-of-funnel efficiency
- Contribute ideas on how to position Hyperscale in a rapidly evolving market
Who You Are
- 1-3 years of SDR, BDR, or related sales experience, ideally in B2B SaaS or technical products
- Track record of hitting or exceeding pipeline targets and booking meetings with enterprise buyers
- Strong written and verbal communication skills - you can craft compelling messages and hold engaging conversations
- Self-starter with high energy and resilience; comfortable with rejection and learning from it
- Curious and quick learner - excited to understand both the technology and the industry deeply
- Highly organized and disciplined about process, follow-up, and pipeline management
- Team player who thrives in a collaborative, fast-paced startup environment
Nice to Have
- Experience selling AI/ML products or other emerging technical solutions
- Background or interest in logistics, trucking, fleet operations, or supply chain
- Prior work at an early-stage startup or in a high-growth sales organization
- Familiarity with enterprise sales cycles and working complex, multi-stakeholder deals
- Experience using modern sales tools (Salesforce, Outreach, Apollo, etc.)
Location
San Francisco preferred (in-person). We move quickly and value tight feedback loops across sales, product, and go-to-market.
Why Hyperscale
- Real product in production with major US fleets
- Clear ROI and strong metrics already working in the wild
- Sell cutting-edge agentic AI technology that's delivering measurable impact for customers
- Direct exposure to enterprise deals, customer conversations, and founders
- Build the SDR function and outbound playbook from the ground up, with a clear path to closing roles or sales leadership
- Backed by top VCs and growing quickly - doubling the team in the first half of the year
To apply: Send a note with your LinkedIn and a brief explanation of why you're interested in Hyperscale and what you'd bring to the role.
