Account Executive

Account Executive, Mid-Market — SiteRecon (Remote, US)

We're hiring an Account Executive who can run their own territory like it's their own company. Outbound-led. Quota-carrying. Closing mid-market deals in the largest unsold vertical in B2B software: commercial landscaping.

If you've spent 2-4 years closing SaaS mid-market deals and you're tired of inheriting pipelines, fighting for SDR scraps, or selling software your customers don't actually use — read on.

About SiteRecon

SiteRecon is the industry’s most powerful AI-first, remote property measurement and estimating platform for landscaping and snow removal companies. We turn aerial imagery into accurate, sales-ready site takeoffs in hours instead of days — and our customers (some of the largest landscapers in North America) use us to win more bids, price more profitably, and run smarter operations.

What you'll actually do

• Own a territory end-to-end. Prospect, qualify, demo, close. You'll be the CEO of your book. We don't believe in handing AEs a pipeline and calling it a job.

• Run outbound that works. ~50% of your pipeline will come from your own prospecting — cold email, LinkedIn, calls, events, and creative plays we haven't thought of yet. The other half comes from inbound and marketing-sourced leads.

• Discover pain, not features. Our buyers — operations leaders, estimators, sales VPs at landscaping companies doing $5M-$200M in revenue — have real problems: pricing accuracy, bid throughput, field-to-office handoffs. You'll learn their world deeply enough that they take your calls because you understand their business better than the last five vendors who pitched them.

• Close 5-figure ACV deals with 30-90 day sales cycles. Multi-threaded, multi-stakeholder, often with a CFO or owner in the room by deal close.

• Work side-by-side with product, CS, and marketing. When you hear something on a call that should change our roadmap, you'll be in the room with the CPO that week. Not next quarter.

What we're looking for

• 2-4 years closing SaaS mid-market deals, $5K-$100K ACV. You've owned a number and hit it — on deals with multiple stakeholders, not transactional one-call closes.

• A proven outbound closer. Not "I worked with an SDR." You can show us a quarter where you generated your own pipeline and turned it into revenue. This one's non-negotiable.

• High ownership. You don't wait to be told what to do. When something's broken, you fix it or flag it — you don't shrug.

• Coachable. You take feedback like it's a gift, not a personal attack. You'll get a lot of it here, fast.

• Empathetic and curious. You actually like your customers. You'd rather lose a deal than push someone into a contract that won't work for them.

• Tenacious. Mid-market deals don't close themselves. The AEs who win here are the ones who follow up on day 47 when the prospect went dark on day 12.

• In it for the long haul. We're building a generational company in a vertical no one else has cracked. If you're looking for an 18-month resume stop, we're not the place.

• Bonus, not required: experience selling into landscaping, construction, field services, GIS, or any blue-collar B2B vertical. If you've sold to people who wear boots to work, you'll ramp faster.

Bonus, not required: experience selling into landscaping, construction, field services, GIS, or any blue-collar B2B vertical. If you've sold to people who wear boots to work, you'll ramp faster.

Why this seat

• Real category. Landscaping and snow is a $150B+ industry that's been underserved by software for decades. We're not fighting for share in a crowded market — we're building the market.

• Product that wins on its own. Our customers tell us SiteRecon pays for itself in the first month. Your job isn't to oversell — it's to find the right buyers and get out of the way of a great product.

• Founders who sell. Our CEO deals every week. Our CPO ships features from customer calls. You won't be selling alone.

• No politics, no theater. Small team, direct feedback, fast decisions. We move quickly and expect you to.

Compensation & logistics

• OTE: $100-120K to start (60/40 base/variable), uncapped — with accelerators above quota in multiple categories we're building. This is a greenfield territory, not an inherited one, and our top reps generating deals primarily through outbound should be earning well past target.

• A note on fit: if you're optimizing for the highest guaranteed base on the market, we're honestly not your seat. If you want uncapped upside, real ownership, and a home in a company creating its category, the ceiling here is high — and we'll tell you exactly how the math works on our first call.

• Location: Remote, US-based. Some travel to conferences, customers, and prospects.

• Start: ASAP

How to apply

Apply on LinkedIn and send a note to [[email protected]] with:

1. Your resume
2. One paragraph on the hardest outbound deal you've ever closed — how you found them, how you got them to take a call, and what you learned.

We read every application. No cover letter needed. If you can sell, show us in the paragraph.