Strategic Comp Workers Comp Jobs in Austin, TX (NOW HIRING)

Vendidit

Head of Sales

Reports to: CEO (partners with the CFO on planning) · Team: Sales (building) · Location: Austin, TX (HQ) preferred · Full-time

Vendidit is a recommerce technology company rebuilding how returned, overstock, and secondhand inventory gets cataloged, listed, and resold. Two platforms anchor the business. ListerLeo is our warehouse auction-management platform: an operator scans an item and AI-powered identification fills in the title, description, condition, and market price, then exports the listing to HiBid, Proxibid, AuctionZip, and other channels in a single click. Upstream is our returns and liquidation engine for brands, retailers, and 3PLs, turning reverse-logistics costs into recovered revenue through a blend of online resale and wholesale liquidation. Together they cover the full recommerce lifecycle, from the loading dock to the final sale. We are headquartered in Austin, Texas, and building the go-to-market team that will scale both products.

We are looking for a player-coach to build Vendidit's sales organization from the ground up. You will own revenue across both ListerLeo and Upstream, hire and ramp the first SDRs and Account Executives, design the playbook, comp, and quotas, and own the forecast to leadership. In the early innings you will also close strategic deals yourself. This is a true 0-to-1 leadership role for someone who has built a motion before, not just inherited a mature one.

Two platforms, two motions. ListerLeo is a high-velocity SaaS product sold to auction houses, liquidators, and estate-sale operators — short cycles, fast decisions, owner-operated buyers. Upstream is a higher-value, consultative sale to brands, retailers, and 3PLs recovering value from returns and overstock — fewer deals, larger contracts, longer cycles. Reading which motion a prospect needs and running the right play is central to the role. You will own both motions and decide how to resource each as the team grows.

• Sales strategy: define target markets and the go-to-market motion across ListerLeo (SMB SaaS) and Upstream (enterprise and partner), and use pipeline data to decide where to invest.
• Team building: hire, ramp, and coach the SDR and AE team; set the bar for activity, quality, and accountability, and build a culture people want to win in.
• Playbook, quotas, and comp: design quotas, the commission plan, territory coverage, and the sales playbook, and instrument the funnel end to end.
• Pipeline and forecasting: own pipeline health and forecast revenue accurately to the CEO and CFO, and manage to a number you can defend.
• Closing: carry and close strategic and enterprise deals personally early on, especially on the Upstream side, as a credible player-coach.
• Revenue operations and tooling: stand up and run the sales tech stack (HubSpot, conversation intelligence, enrichment, and scheduling) and the reporting that supports forecasting and coaching.
• Cross-functional leadership: partner with marketing on lead flow and attribution, with Customer Success on retention and expansion, and with product on customer feedback and roadmap signal.

• First 30 days: assess the pipeline and team, draft the playbook, quota, and comp, open the SDR and AE reqs, and close a deal or two yourself.
• 60 days: team hired and ramping, comp and quota live, the funnel instrumented in HubSpot, and a weekly forecast cadence with the CEO and CFO.
• 90 days and beyond: a repeatable motion running, forecast accuracy in place, the SDR and AE team at quota, and the first strategic Upstream wins landed.
• How you're measured: team new-ARR attainment, forecast accuracy, ramped and productive headcount, pipeline coverage, and progress on strategic Upstream deals.

• 8+ years in B2B SaaS sales, including 3+ years building or leading a team of SDRs and AEs.
• Demonstrated 0-to-1 or early-stage experience; you have stood up a motion, set strategy and quotas, and hired the people to run it.
• A player-coach who is still credible in the room and will close alongside the team, not just manage from a dashboard.
• Strong command of the numbers: you have built quotas, comp plans, territory plans, and forecasts and can defend them to a CFO.
• Proven ability to lead across product, marketing, and customer success, and to operate two motions (transactional SMB and consultative enterprise) at once.

• Experience in recommerce, marketplaces, logistics, returns, or auction technology.
• History building a sales org through a similar early-to-scaling inflection.

• On-target earnings: $275,000, uncapped with accelerators above plan. Base $150,000–$185,000 (target $165,000), roughly a 60/40 base-to-variable mix.
• Equity: meaningful equity with standard four-year vesting and a one-year cliff, sized to stage and profile.
• How variable is earned: tied to team net-new ARR and the share of the team hitting quota, with accelerators above 100% of plan, paid quarterly.
• Benefits: health, dental, and vision coverage and flexible PTO.

Austin, TX (HQ) preferred, with travel as needed for strategic deals, customer visits, and industry events.

This is a high-trust, high-ownership leadership seat reporting directly to the CEO. You will have the autonomy to build the sales organization the way it should be built, and the accountability that comes with owning the number.