Sales Development Representative

About the role:

As a Sales Development Representative at Paloma, you’ll work directly with our CEO & Cofounder to lead his sales operation end to end: managing his calendar and inbox, drafting his emails, and supporting his calls, while proactively hunting down new leads and booking meetings on his behalf. As deals progress, you’ll help get them closed and signed. It’s a unique opportunity to fast-track your sales career by selling alongside a world-class, sales-oriented CEO, with a clear path toward becoming an Account Executive. By working as a right-hand person to Paloma’s CEO & Cofounder, you’ll also have unique access to the inner workings of a fast-growing startup.

Own the CEO’s sales calendar and inbox - scheduling calls and demos, drafting and sending emails on his behalf, and prepping him (and yourself) before every conversation
Join his sales calls whenever you can, picking up his talk tracks, objection handling, and closing technique in real time. The best way to learn to sell is to watch someone great do it, then start doing it yourself
Proactively reach out to district decision-makers (e.g., CAOs, directors of teaching & learning, directors of literacy, directors of expanded learning, directors of tutoring/MTSS, etc.) through calls, email,, LinkedIn, and any other method that proves successful
Personalize outreach using district-specific context, strategic plan priorities, funding opportunities, and local news, keeping up a high volume of activity without sacrificing quality or irritating prospects
Continuously test and iterate on subject lines, value props, and outreach sequences to maximize conversion, working with the CEO to sharpen what’s working
Research accounts and conference attendees to find new hooks and connections, then turn them into booked meetings: including pre-conference outreach and prepping the CEO with a quick briefing (a “facebook”) before each one
Respond to inbound leads from the website and run discovery calls yourself. You’ll get firsthand experience running sales conversations start to finish
Keep clean, accurate records in our CRM (Hubspot) so nothing falls through the cracks
Help get deals across the finish line: prepare proposal templates, chase down signatures, and manage paperwork like district/vendor onboarding, state tax registration, and customer agreements alongside the CEO & CTO: hands-on exposure to closing that builds directly toward an Account Executive role
Once a deal is signed, keep revenue moving: create invoices, track payments, and follow up on outstanding balances

Who you are:

You have 2+ years experience in a school/education setting and/or a B2B SaaS startup
You are extraordinarily driven and persistent. When you have a goal, you’ll move mountains to reach it. Effort is immaterial.
You have a track record of being persuasive, compelling others to take a desired action (e.g., sales, teacher coaching)
You’re an excellent written communicator who knows how to craft compelling messages that resonate with busy leaders
You’re organized and capable of managing high volumes of outreach without losing quality or personalization
You’re metrics-driven and goal-obsessed. You love tracking your numbers and iterating based on results.
You are profoundly passionate about Paloma’s mission to help marginalized parents support their children’s learning and success
You’re genuinely curious about the challenges school districts face and are motivated to solve them
You want to learn to sell by actually doing it—not just watching from the sidelines