Matcha
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Sales Development Representative

Truewind

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AI-powered accounting startup building digital accountants for finance teams.

$16.625M Series A raised
$70k - $100kFULL TIMERemote · United StatesPosted Sep 23
prospectingoutbound salesemail outreachcold callinglinkedin outreachaccount researchpersonalized messagingai toolssales cadence managementperformance trackingproblem solvingwritten communicationverbal communicationresilience

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What You'll Do

  • Prospect and book net-new meetings with target accounts through email, phone calls, and LinkedIn
  • Research accounts and personalize outreach at scale, using AI tools to work efficiently rather than writing every touch from scratch
  • Run and iterate on multi-step outbound cadences, tracking what's working and adjusting messaging and targeting accordingly
  • Work closely with sales and marketing to sharpen targeting, messaging, and positioning based on what's actually landing

What We're Looking For

  • Strong work ethic. You show up consistently, put in the reps every day, and hit activity goals without needing to be micromanaged.
  • Ability to leverage AI. You use AI tools to research accounts, draft and personalize outreach, and prioritize your day, so your time goes to the highest-value conversations instead of manual busywork.
  • Problem solver. When a cadence, channel, or message isn't working, you dig into why, test a fix, and adjust rather than waiting to be told what to change.
  • Clear, confident written and verbal communication
  • Comfortable with rejection and high call/email volume, and motivated by hitting a number

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