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Sales Demo Pilot Jobs (NOW HIRING)

Uncrewed Systems Specialist

Itasca, IL · On-site

$55K - $65K/yr

Serve as a drone demo pilot, conducting live flight demonstrations to showcase UAS capabilities to prospective customers 2. Sales & Business Development * Partner with Sales and Business Development ...

Uncrewed Systems Specialist

Itasca, IL · On-site

$55K - $65K/yr

Serve as a drone demo pilot, conducting live flight demonstrations to showcase UAS capabilities to prospective customers 2. Sales & Business Development * Partner with Sales and Business Development ...

You'll carry a full-cycle book from cold to closed -- sourcing, discovery, demo, pilot, close -- on ... You'll work directly with the Head of Sales and CEO. What's landing in your calls shapes the ...

Uncrewed Systems Specialist

Itasca, IL · On-site

$55K - $65K/yr

Serve as a drone demo pilot, conducting live flight demonstrations to showcase UAS capabilities to prospective customers 2. Sales & Business Development * Partner with Sales and Business Development ...

Support EQuIS product pilots for current and prospective clients (e.g., Enterprise dashboards ... Keep all demo environments up-to-date with the most recent EQuIS builds. * Expand the Sales demo ...

Uncrewed Systems Specialist

Itasca, IL · On-site

$55K - $65K/yr

Serve as a drone demo pilot, conducting live flight demonstrations to showcase UAS capabilities to prospective customers 2. Sales & Business Development * Partner with Sales and Business Development ...

Own the full sales cycle. Run discovery, demo, pilot, and close for $20K-$50K deals with 30 day cycles. Your buyers are VP Sales, RevOps leads, and technical founder-CEOs at 20-250 person startups.

Founding Account Executive

New York, NY · On-site

$120K - $130K/yr

Demopilot → contract, working within each agency's existing ePCR and QA workflow. * Deal ... You're our first sales hire. Perform, and you're the obvious pick to build and lead the sales org.

Partner with Sales to shape and deliver believable demos and pilots that showcase Wand's differentiators (agentic workflows, governance, complex document workflows, etc.). * Adapt and extend our demo ...

New

Deep command of what great looks like in discovery, demo, pilot, and close - can identify it, teach it, and inspect for it across a team of AEs and managers * Comfortable selling a platform story ...

This role sits between sales and engineering. You own the technical story in a deal, run the ... Build and demo pilots against the customer's own workflow, data shape, approval rules, and write ...

... sales demo from our website or within our product. While most of your pipeline will come inbound ... Guide prospects through POCs and pilots with clear criteria for success; pull in key stakeholders ...

Full-cycle sales ownership - source, run, and close deals end-to-end: outbound prospecting, discovery, pitch/demo, pilot scoping, contract negotiation, and close. You own your pipeline and your ...

Run a structured full-cycle sales process from initial qualification through demo, pilot, proposal, and close. Lead with discovery and ROI. Every pricing conversation gets anchored in quantified ...

Run the full sales cycle: discovery, demo, pilot scoping, commercial negotiation, and close collaboration with leadership on strategic deals. * Conduct consultative discovery conversations with CTO ...

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Sales Demo Pilot information

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How much do sales demo pilot jobs pay per hour?

As of Sep 13, 2026, the average hourly pay for sales demo pilot in the United States is $23.24, according to ZipRecruiter salary data. Most workers in this role earn between $17.31 and $28.37 per hour, depending on experience, location, and employer.

What is a Sales Demo Pilot?

A Sales Demo Pilot is a professional responsible for conducting demonstration sessions of products or services to potential customers, showcasing their features and benefits. Their main goal is to help clients understand how the product addresses their specific needs, often customizing the demo to align with the customer's use case. Sales Demo Pilots work closely with sales and product teams to ensure they are presenting the most up-to-date and relevant information. They also gather feedback from prospects to inform product improvements and sales strategies.

How does a sales demo pilot typically collaborate with the sales and product teams to enhance customer presentations?

A Sales Demo Pilot works closely with both the sales and product teams to ensure that product demonstrations are tailored to meet client needs and accurately reflect the product’s capabilities. They often gather feedback from sales representatives about client interests and challenges, then coordinate with the product team to customize demos or highlight relevant features. This collaborative approach not only sharpens the effectiveness of each demo but also drives continuous improvement in both sales strategies and product development. Regular communication and joint planning sessions are common, making strong teamwork and adaptability key to success in this role.

What are the key skills and qualifications needed to thrive as a sales demo pilot, and why are they important?

To thrive as a Sales Demo Pilot, you need strong product knowledge, persuasive presentation skills, and a background in sales or customer engagement, often supported by a relevant degree or training. Familiarity with CRM systems, virtual meeting platforms, and demo software is typically required. Outstanding interpersonal communication, adaptability, and active listening help build rapport and address client needs effectively. These skills are crucial for showcasing product value, driving conversions, and ensuring customer satisfaction in competitive sales environments.

What is the difference between Sales Demo Pilot vs Sales Development Representative?

AspectSales Demo PilotSales Development Representative
Primary RoleConducts product demonstrations to showcase features and benefits to potential clientsQualifies leads and sets appointments for sales teams
Required SkillsProduct knowledge, presentation skills, communicationProspecting, outreach, qualification skills
Work EnvironmentDemo sessions, client meetings, product trainingCold calling, email outreach, lead qualification
Industry UsageTech, SaaS, software companiesTech, SaaS, software companies

While both roles are essential in the sales process, a Sales Demo Pilot focuses on demonstrating products to potential clients, whereas a Sales Development Representative primarily qualifies leads and initiates contact. Understanding these differences helps organizations assign the right responsibilities and optimize sales workflows.

What are popular job titles related to Sales Demo Pilot jobs?

For Sales Demo Pilot jobs, the most frequently searched job titles are:

Infographic showing various Sales Demo Pilot job openings in the United States as of September 2026, with employment types broken down into 80% Full Time, 19% Part Time, and 1% Contract. Highlights an 76% Physical, 1% Hybrid, and 23% Remote job distribution, with an average salary of $48,349 per year, or $23.2 per hour.

Mid-Market Account Executive

San Francisco, CA • On-site

Better Tomorrow Ventures
Investment Clubs and Venture Capital Companies • 1 - 10 employees

Other

Posted 12 days ago


Key responsibilities

  • Identify, prospect, qualify, demo, pilot, and close mid-market agencies.

  • Self-source and manage a pipeline using various tools and resources.

  • Negotiate commercial terms, close deals, and ensure smooth handoff to Customer Success.


Job description

Who We Are

Adapt API is a venture-backed startup building the agentic operations layer for Property & Casualty (P&C) insurance.

Today, walking into an insurance agency is like stepping into a time machine. Filing cabinets, fax machines, piles of incoming and outgoing mail. What you don't see is that even for the parts that have been “digitized”, needless manual work abounds. Few systems communicate directly, leading to endless copy-pasting from emails to various proprietary web portals/desktop apps and back again.

Carrier by carrier, process by process, Adapt is bringing each of those manual and error-prone workflows into our comprehensive agentic workflow layer.

The implementation details are subject to change, but this is our north star, and the future we envision isn't possible without it.

Why This Role Matters

Mid-market is will play a huge role in Adapt's next phase of growth. You’ll be selling to sophisticated P&C agencies that move faster than enterprise and hold a higher bar than SMB. You’ll regularly see buying committees including a VP of Ops, a CIO, and even CEOs.

You'll carry a full-cycle book from cold to closed — sourcing, discovery, demo, pilot, close — on a 45-day cycle with monthly closed-won targets. That pace only works if your pipeline is always full and your deals never stall. The pilot framework, the objection playbook, the carrier coverage material, the ROI model are in place. We need a rep who runs the motion at volume and sharpens it while running it.

You'll work directly with the Head of Sales and CEO. What's landing in your calls shapes the messaging, the roadmap, and how the next MM hire is trained.

Why You Should Join Adapt
  • Uncapped Earning Potential: Strong base, aggressive commission with accelerators past quota, and deal volume that makes attainment a function of activity and discipline rather than luck.

  • Real Product, Real Pain: You're not selling vaporware. Adapt solves a problem agencies feel every single day, and we are adding net new product by customer request every quarter. The pitch works — you just have to get in the room.

  • A+ Team & Backers: Backed by top investors, ex-Plaid execs, and industry insiders. The founding team is full of multiple-time builders, insurance experts, and A+ talent — looking for more of the same.

What You'll Do
  • Own the Full Cycle: Identify, prospect, qualify, demo, pilot, and close mid-market agencies. You run your book from start to finish.

  • Self-Source Your Pipeline: HubSpot, Nooks, SalesNav, referrals, conference lists, partner channels, and resourcefulness. Roughly half your pipeline should be built by you. We have a heavy dialing culture here; this isn’t for everyone, but it WORKS.

  • Run Discovery That Earns the Demo: Get into how the agency actually operates — AMS setup, document handling, carrier mix, who touches a policy change and how many times. Surface the cost of the current process before you show anything.

  • Run Pilots to Conversion: Lock success criteria, scope, pricing, and the conversion path in week zero. Run the weekly check-ins. Track ROI against what the customer said mattered, and drive the conversion decision on schedule.

  • Multi-Thread Every Deal: Operations, IT, and the principal or CFO each have a different reason to say yes and a different reason to stall. Build relationships with all of them to drive deals to completion.

  • Close and Hand Off Clean: Negotiate commercial terms, get to signature, and give Customer Success everything they need to onboard well. A deal that churns in 60 days isn't a win.

  • Sharpen the Motion: Test messaging, verticals, and sequencing. Document what works. The MM playbook gets better because you're running it.

What Makes You a Great Fit
  • 4+ years of full-cycle AE experience in SMB or mid-market SaaS, with quota attainment you can recite by year. Numbers matter here - know yours.

  • Self-sourcing is second nature. You've built a book without a mature marketing engine behind you, and your prospecting is a system you can describe rather than a burst of activity when the quarter looks thin.

  • You carry volume without dropping rigor. Managing 20+ live opportunities doesn't turn your discovery into a checklist or your CRM into a mess.

  • Consultative in discovery. You ask open questions, listen more than you pitch, and connect every part of the demo to something the prospect actually told you.

  • ROI-driven. You lead with business value, quantify the cost of doing nothing, and build the math that makes the decision straightforward for a budget owner.

  • Organized operator. You live in your CRM (HubSpot). Your pipeline is clean, your forecast holds up, and you know where every deal stands at all times.

  • Resilient. You've had good months and bad ones. You diagnose your own slumps and pull yourself out before anyone has to manage you through it.

  • Grit > pedigree. You may not have sold insurance or worked at a name-brand company. You're hungry, and you deliver.

Bonus Points
  • Experience selling to insurance agencies, or familiarity with agency management systems — Applied Epic, AMS360, ImageRight.

  • You've sold API, integration, or infrastructure products and can explain technical value to a non-technical buyer.

  • Pilot-led or POC-led selling experience — you know how to keep a trial from becoming a free consulting engagement.

  • Startup experience. You've built before and ambiguity doesn't slow you down.

  • Military or high-level athletics background. We believe that the discipline and team-first mentality translate directly to our culture.

What Success Looks Like
  • In 30 days: You know the product cold, you've shadowed every deal stage, and your target account list is built. First contact is already made on your top accounts.

  • In 90 days: You have a live pipeline of qualified mid-market opportunities, you've closed your first deals, and the Head of Sales trusts your forecast.

  • In 6 months: You're at or ahead of pace on quota, running pilots that convert, and your notes on what works have made it into the MM playbook. At least one customer will take a reference call.

This is a career-making role for a high-output closer.

If you build your own pipeline, run deals with discipline, and close at a rate that makes other AEs ask how you do it, this is your next move. You'll work directly with the CEO and Head of Sales, close real revenue, and help modernize one of the most broken industries in the country.

Let's go close.

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