Forward Deployed Engineer (Copy)

Founding Account Executive Full-cycle sales | Restoration industry | Early-team ownership About Plentitude Plentitude is building the operating system for restoration contractors, starting with estimating and claims intelligence. We are already working with paying restoration companies and building alongside the teams that use our product every day. Restoration contractors have the documentation and expertise to support their work, but the information is often scattered across photos, notes, scans, job-management systems, and estimating software. Turning that information into a complete, defensible estimate still requires substantial manual work. Plentitude connects those pieces, helping teams prepare stronger estimates, identify missing documentation, and draft evidence-backed supplements and responses for their team to review and submit. Our ambition extends beyond estimating. We want to connect the workflows contractors rely on to document, manage, and get paid for their work. The Opportunity We are looking for a Founding Account Executive to help us reach restoration companies, win new customers, and build a repeatable sales process. You will work directly with one of our founders to own the sales cycle, from identifying prospects and creating opportunities through discovery, demonstrations, negotiation, and close. You will also help turn what we learn into better messaging, clearer qualification, and a sales process future hires can build on. What You Will Own Pipeline creation. Identify restoration companies that fit our product and build opportunities through targeted outreach, referrals, and industry relationships. Develop an approach you can execute consistently, measure, and improve. Discovery and demonstrations. Understand each prospect’s estimating process, claims workflow, operational challenges, and priorities. Lead conversations and product demonstrations that connect those needs to practical value. Commercial ownership. Manage follow-up, proposals, negotiations, and buying decisions through close. Where customers begin with a pilot, retain responsibility for the commercial conversation and conversion to an ongoing agreement while implementation and customer success lead delivery. Customer handoffs. Make sure customer goals, agreed scope, expectations, and commitments are clearly documented. Coordinate a handoff that gives implementation and customer success the context they need to help the customer succeed. Repeatable sales practices. Keep the CRM accurate, maintain clear next steps, and communicate realistic forecasts. Work with the founders to document successful approaches, understand losses, and improve how we sell. What We Are Looking For You communicate well with nontechnical people. You ask thoughtful questions, explain tradeoffs clearly, and help customers feel comfortable adopting something new. You care whether the solution actually works for the people using it. You work independently without sacrificing judgment. You can make progress with incomplete requirements, surface risks early, and distinguish a useful shortcut from a fragile solution. You use AI tools to accelerate your work while remaining accountable for correctness, security, and maintainability. You have personally closed business. You have Account Executive or comparable sales experience and can explain deals you owned, the decisions you influenced, and how you helped customers reach a buying decision. You can create your own opportunities. You have experience prospecting and developing pipeline. You can explain how you identify the right accounts, earn a conversation, and turn initial interest into a qualified opportunity. You communicate well with business owners. You ask thoughtful questions, listen carefully, and explain value in concrete terms. You can discuss operational problems and financial impact without relying on a feature list. Experience at an early-stage startup is strongly preferred, particularly if you helped software or recurring services to restoration contractors, along with existing relationships with restoration owners and decision-makers, would be especially valuable. Familiarity with estimating and insurance claims would also be helpful. Why Join Plentitude You will work directly with the founders, spend time with the businesses using what we build, and help shape how Plentitude reaches the market. What you hear in sales conversations will influence our messaging, customer experience, and product priorities. As an early team member, you will help establish the habits and sales practices that future hires inherit. You will have room to make decisions, test ideas, and see the results of your work. What Success Looks Like Success means qualified opportunities are being created, suitable customers are closing, and handoffs are clear. More of the sales process runs independently of the founder, and each customer conversation helps us get better at identifying who we serve, explaining our value, and earning the next sale.