5+ years in enterprise SaaS sales with a proven track record of closing high-value deals.
Experience managing complex, multi-threaded sales cycles from start to finish.
Strong executive presence and ability to quickly build rapport with senior decision-makers.
Proactive approach with a focus on generating self-sourced opportunities.
A builder's mentality, enthusiastic about developing new strategies and processes.
Responsibilities
Own the complete sales cycle for enterprise accounts, from prospecting to renewal.
Identify and engage with key enterprise decision-makers in high-volume sales organizations.
Conduct consultative discovery to connect Roadrunner's solutions to client pain points.
Negotiate and finalize large ACV deals, navigating various stakeholder processes.
Collaborate with the founding team to refine sales approaches and development playbooks.
Work closely with cross-functional teams to ensure customer success and retention.
Provide market and customer insights to influence product development.
Benefits
Medical, dental, and vision coverage for employees and their families.
Complimentary meals including lunch, dinner, snacks, and coffee.
Flexible vacation policy allowing employees to take time off as needed.
Full Job Description
What you'll do
Own the full sales cycle for enterprise accounts, from self-sourced prospecting through discovery, demo, negotiation, close, and renewal.
Build pipeline by identifying and targeting key enterprise buyers (CROs, VPs of Sales, RevOps, and Finance leaders) at complex, high-volume sales organizations.
Run consultative discovery to understand how prospects manage quoting, pricing approvals, and deal desk workflows today, and connect Roadrunner's value directly to their pain.
Negotiate and close 6- and 7-figure ACV deals, navigating procurement, legal, and finance stakeholders with speed and precision.
Partner closely with the founding team to shape our sales motion, refine our ICP, and build the playbooks that will define how Roadrunner goes to market.
Collaborate cross-functionally with Solutions Engineering, Product, and Customer Success to ensure seamless handoffs and long-term customer value.
Bring structured market and customer feedback to the product team to help drive our roadmap.
Example projects
Run a land-and-expand motion at a Fortune 500 manufacturer, closing an initial deal with a clear expansion path based on proven ROI.
Build a repeatable outbound playbook targeting RevOps and Sales Ops leaders at companies over-reliant on Salesforce CPQ workarounds or spreadsheet-based quoting.
Partner with a founder on a strategic enterprise deal, shaping how Roadrunner positions against entrenched CPQ incumbents in a complex, multi-stakeholder environment.
Develop a discovery framework that surfaces the hidden costs of legacy CPQ - manual errors, deal desk bottlenecks, and approval delays - and quantify them for economic buyers.
What you'll bring
5+ years in enterprise SaaS sales with a consistent track record of closing 6- and 7-figure ACV deals.
Experience running complex, multi-threaded deal cycles end-to-end, from cold outreach to signed contract.
Strong executive presence and the ability to build credibility quickly with CROs, CFOs, and VP-level buyers.
A builder's mentality: you're energized by figuring out what works, not just running an established playbook.
Self-sufficient and pipeline-driven - you know how to generate your own opportunities and don't wait for inbound.
Even better if you have:
Experience selling CPQ, deal desk, or RevOps tooling (Salesforce CPQ, DealHub, Conga, Apttus, or similar).
Prior experience as an early or founding sales hire at a high-growth startup.
Familiarity with enterprise pricing complexity: tiered pricing, usage-based models, multi-product bundling, or approval workflows.
What we offer
Medical, dental, and vision benefits for you and your family.
Lunch and dinner, as well as snacks and coffee to keep you energized.
