- Mid Market Account Executive

What's Expected From You (Besides Knowing How to Use a Calendar)

As our Mid-Market Account Executive, you'll be chasing down clients with annual revenues between $10 million and $1 billion aka, companies big enough to have meetings about meetings, but small enough to still answer your emails.

Your mission (and yes, you should choose to accept it) is to hunt down new logos in the U.S. insurance jungle: carriers, MGAs, and other acronym-loving entities. No hand-holding, no babysitting. We're looking for someone who can run the full sales cycle from "Hi, nice to e-meet you" to "Here's the signed contract, let's party."

You'll own everything: cold outreach, dazzling demos, stakeholder herding, contract negotiations, CRM updates (you will update the CRM), and closing deals that make our CFO smile. Your target? $450K in ARR. Yes, it's ambitious but so are we.

Bonus points if you speak fluent insurance lingo and don't break into a cold sweat when someone says "underwriting workflows."

Basically: sell smart, sell hard, and don't forget to bring snacks for the ride.

You'll crush it in this role if:
● You've been around the SaaS block: 3–6 years of B2B sales experience, ideally mid-market. You've danced the quota tango before and won.
● You're a sales ninja: Objection handling? Solution design? Complex negotiation? You've got the skills and the stories.
● You speak human: You can explain technical stuff to non-technical folks without using phrases like "synergize the paradigm."
● You don't need babysitting: You take initiative, follow up like a pro, and don't wait for someone to tell you it's time to prospect.
● You speak fluent Hubspot: CRM hygiene is your thing (you even clean up other people's messes). Bonus if you've wrangled tools like SalesNav, Lusha, DataNyze, Outreach, ZoomInfo, and can politely threaten a sales ops person.
● This role comes with passport stamps: Expect to spend at least 30 days a year in the U.S. meeting clients, closing deals, and possibly learning what "biscuits and gravy" actually means.
● Insurance doesn't scare you: You know what an MGA is (and didn't Google it just now). Bonus points if you've dealt with underwriting or claims workflows without falling asleep.

Key Responsibilities:
Full Sales Cycle & Prospecting: Own the end-to-end sales process for mid-market insurance accounts from that first cold email to contract signature (and maybe a virtual high five). You'll be hunting, not gathering so bring your best outreach game and build a pipeline that even CRM dashboards will be proud of.

Solution Selling & Demos: Deliver tailored demos that make underwriters say, "Wait… you can do that?" Translate Pibit's magic into real-world value, showing execs and ops teams how we make the mess go away (without smoke and mirrors).

Stakeholder Engagement: Build strong relationships with underwriting, claims, IT, and anyone else with a stake in making insurance suck less. Be their go-to person, therapist, and strategic advisor, all rolled into one.

Cross-Functional Collaboration: Work closely with Sales Engineers, Product, and Customer Success aka your internal Avengers to deliver proof-of-concepts that wow and implementations that don't require a prayer circle.

Pipeline & Forecast Management: Keep the CRM squeaky clean (we see you, pipeline hoarders). Forecast like a weather app that actually gets it right. The goal: hit your $450K ARR target like it's just another Tuesday.

Account Growth: You're mostly chasing new logos, but hey, if you spot upsell or cross-sell potential, don't leave money on the table. Be opportunistic (in a charming way).

Why Join Us ? (Besides the fact that we're awesome)
● Get in early: Join a rocket ship while it's still on the launchpad (bonus: you get to help build the rocket).
● Work shoulder-to-shoulder with the founding team. Yes, they're real people, and no, they don't bite.
● Tackle real-world headaches like PDFs, emails, and "just one more attachment" with an AI-native product that actually does what it says.
● Leave your ego at the door. We care more about impact than job titles (but if you want to be "Head of Making Magic Happen," we're open to it).
● Competitive compensation, zero corporate fluff, and a career trajectory that's basically a vertical line.
● Fast growth = fast promotions. You won't be stuck waiting for Rahul to retire so you can get that next title.
● Our offsites? Legendary. Our memes? Questionable. Our team? Unbeatable.