Work at Blissway: Opportunity for Impact Every Day 🚀✨

Blissway is a startup that simplifies toll collection and dramatically improves highway safety. We are multiple startups in one: Deep Tech, AI/ML, Hardware, SaaS, and IoT. For the past five years, we have built a nearly insurmountable technological lead in tolling, a roughly $200B global industry expected to double in the next decade. We work for toll authorities and state DOTs, and we own the whole system, from the roadside camera to the final bill, so every vehicle we see becomes one accurate toll transaction and nothing more. While our competitors have thousands of employees, we operate with a lean but growing team of less than 30. Our impact is visible on the massive Interstate Highway System connecting every major US metro (except Juneau, AK—sorry, Juneau).

The Mission

Our technology runs on some of the busiest toll roads in the country, and our growth depends on a tight, well-run business behind it. You'll report directly to our founder and CEO and take as much off his plate as you can handle, including owning Blissway's finance and operations: the numbers, the workflows, and the systems we'll scale on. You'll see up close how a startup gets built: the decisions, the problems, and the details that make it all work. Your scope will grow as you do.

You'll begin with:

Finance: Run the numbers that drive the business. Lead monthly reporting to the founders, including budget vs. actuals and a cash forecast. Own the monthly close and work with our outside CPA firm on tax and year-end.

Operations: Run the deals and decisions that keep the company moving: negotiate vendor and service agreements, manage leases like the private road where we test our technology, and decide when a contract needs outside counsel. When something is slowing the team down, you find it and fix it.

Billing and payments: Run the systems that can't break. Customer invoicing, including milestone billing for public agencies, along with collections, vendor payments, payroll, and benefits. Much of it is already automated, and we want to keep it that way.

You are a good fit if...

You have drive: You take extreme ownership. If a number doesn't tie out, you find out why. If a process is missing, you build it. We are outcomes focused, not hours focused. You know when a major project calls for an extra push.

You think clearly: You cut through noise. You can look at a P&L or an aging report, spot what's wrong and explain what to fix first.

You communicate clearly: In writing and in person, you get to the point. Founders, employees, customers, and vendors always know where things stand: what's owed, and what's due next.

You spot and flag gaps proactively: You don't wait to be asked. You spot the lapsing insurance policy, the under-billed contract, the filing coming due, or the cash crunch three months out, and you raise it early with a recommendation.

You see finance and operations as a system: You treat the books, payroll, and billing as a system you can build, not a pile of tasks. You automate what repeats, document the rest, and set up controls so the same mistake can't happen twice. "We've always done it this way" bothers you.

You are detail obsessed: You juggle payments, customer invoices, filings, and renewals and nothing falls through the cracks. Every number has backup, every deadline is on a calendar, and every invoice goes out on time.

You learn fast: You may have closed the books before, or you may simply respect it as a job that the business can't function without. You don't need to have done every part of this job before if you pick up new systems quickly, ask the right questions, and don't need to be shown twice.

You have technical foundations: You don't need to be an engineer, but you're curious about how our products work and how we make money from them. You're comfortable with automations, integrations, and AI tools, and you'd rather build a workflow than repeat a task.

You value working together in person: You’re excited to work alongside the team at our Denver office. This role is in-office on Mondays, Wednesdays, and Fridays, with flexibility to work remotely on Tuesdays and Thursdays.