Head of Sales

We're building the digital rails for commercial equipment.

Every truck, excavator and tractor sold in North America moves through a dealer, a lender and a stack of paperwork. Credit applications get re-keyed into lender portals. Approvals come back by email. F&I products get quoted on spreadsheets. Commercial equipment is one of the largest markets in the economy, and it still runs on phone calls, PDFs and faxes.

Trnsact is the transaction operating system that fixes that. Dealers, lenders, OEMs and protection providers use one platform for credit, lender orchestration, F&I, OEM visibility and digital retailing. Dealers reach 280+ lenders from one place. OEMs see what's selling and financing across their networks.

We work with Penske, Ryder, Daimler and CAT dealers. We're about $3M ARR, cash-flow positive, and customers rarely leave. When we go head to head with a competitor, we almost always win.

About the Role

We've built a product the market wants. Now we need the leader who builds the team that sells it.

As our first Head of Sales, you'll recruit, train and lead our AEs and BDRs, carry your own book, and be the bridge between the sales team and our founders. You'll set the culture of the sales org from the first seat: how we hire, how we coach, how we win, and how we celebrate.

Key Responsibilities

• Team Building: Recruit and hire AEs, SMB reps and BDRs with a structured, scorecard-based process.
• Onboarding and Enablement: Run a 90-day bootcamp with certification checkpoints, so every rep runs demos on their own by day 60.
• Coaching: Hold weekly 1:1s, review calls and work deal strategy. You're the person reps call after a tough meeting.
• Player-Coach Selling: Close your own book of mid-market dealer groups and show the team how it's done.
• Operating Rhythm: Own pipeline reviews, the forecast and clean HubSpot data.
• Culture: Make a small, partly remote team feel like a team that wins together.
• Leadership Partnership: Work with the CEO and senior sales team on pricing, packaging and strategic accounts.

Qualifications and Requirements

• Experience: 7+ years in B2B sales, including 2+ years hiring and managing quota-carrying reps.
• Selling Record: Deals closed yourself in the $15K to $100K range, with numbers you can walk us through.
• Builder Mindset: You've built onboarding, a playbook or a sales process from scratch, not just run someone else's.
• Leadership Style: Gregarious, steady and generous with your time. Reps get better around you.
• Consultative Selling: Comfortable selling a product buyers don't have a category for yet. You lead with discovery and build the business case with the customer.
• Industry Knowledge: Experience with truck, equipment or ag dealers, lenders, or F&I is a strong plus.

Earning Opportunity and Benefits

• Compensation: Competitive base with a performance bonus tied to team and personal results, plus accelerators above plan.
• Equity: A meaningful equity grant with real upside.
• Access: Work directly with the CEO and leadership team. Your input shapes the product and the company.
• Growth: Build and lead the sales organization as the company scales.

Expected Range: $170,000 to $200,000 base; $260,000 to $320,000 OTE; plus equity

Where you can sell from

Fully remote, for people based in United States.