Account Executive — ScholarshipOwl (Remote)

Location: Remote (global)

Employment Type: Full-time

About ScholarshipOwl

ScholarshipOwl is the largest scholarship marketplace in the U.S., connecting over 11 million Gen Z students with private scholarships and the brands that support them. We use AI to simplify scholarship discovery and streamline applications while giving brands a consent-driven way to reach young audiences. If you enjoy fast iteration, measurable outcomes, and building B2B relationships that scale, this role could be a great fit.

Role Summary — Account Executive

As an Account Executive you will prospect, qualify, and close new business across key verticals. You will partner with marketing and GTM teams to refine messaging, run outreach campaigns, and convert leads into long-term partnerships. This is a quota-driven role with clear KPIs — your success will be measured by pipeline growth, deal velocity, and closed revenue.

What You’ll Do

• Prospect and qualify marketing-sourced leads and new outbound opportunities.
• Conduct needs analysis and match product fit using consultative selling.
• Build tailored proposals and close business with brands and agencies.
• Collaborate with marketing and GTM to refine messaging and improve conversion.
• Maintain accurate CRM records and report on KPIs weekly.
• Represent ScholarshipOwl at virtual events and webinars.

Requirements & Qualifications

• 3+ years in B2B sales, partnerships, or business development with a consultative approach.
• Proven track record of meeting or exceeding sales targets.
• Experience with CRM tools and outreach platforms (HubSpot, Sales Navigator, Clay, etc.).
• Strong communication, presentation, and relationship-building skills.
• Bachelor’s degree (US college degree is a plus).
• Interest or familiarity with the US education or scholarship landscape is an advantage.

How We Work

Remote-first and bootstrapped. We prioritise business outcomes, fast iteration, honest communication, and autonomy with accountability. You will own your pipeline and be supported by a collaborative GTM team.

How to Apply

Click here to apply online: https://weworkremotely.com/remote-jobs/scholarshipowl-account-executive

Sample CV

Sample Cover Letter

Sample Motivation Statement

Sample Outreach Email (Apply / Contact)

Interview Preparation Guide

Role-Specific Questions (8–12)

• Walk me through a recent deal you closed from prospecting to close.
• How do you prioritise outreach when juggling multiple leads?
• Describe a time you turned a “no” into a “yes.”
• Which KPIs do you track and why?
• How do you tailor proposals to different verticals? Give an example.
• What tools do you use for prospecting and how do you use them?
• How do you qualify a lead quickly in a discovery call?
• Describe your approach to collaborating with marketing on campaigns.

General Interview Questions (5–7)

• Tell us about yourself and your sales journey.
• Why ScholarshipOwl and why now?
• What are your strengths and areas for growth?
• How do you handle missing a target?
• Where do you see yourself in two years?

Suggested Answers — Talking Points

• Use the STAR format (Situation, Task, Action, Result) and include numbers. Focus on outcomes (ARR, conversion rates, deal size).
• Emphasise a repeatable process: prospecting, discovery, proposal, negotiation, close, onboarding.
• Highlight collaboration with marketing to create tailored messaging that shortens the sales cycle.
• Show familiarity with tools (HubSpot, Sales Navigator) and how they speed up qualification and outreach.
• Be honest about misses and explain the corrective actions you took and lessons learned.

Do’s & Don’ts

• Do: Bring measurable examples of past wins (numbers matter).
• Do: Practice a 60–90 second pitch summarising your value.
• Do: Ask insightful questions about target customers and KPIs.
• Do: Demonstrate how you track and forecast pipeline.
• Don’t: Overstate results or take credit for team achievements you didn’t lead.
• Don’t: Use vague language — be specific about tools and outcomes.
• Don’t: Criticise past employers; focus on learnings instead.

Preparation Checklist

• Update CV and prepare a one-page case study for a closed deal.
• Prepare a 30/60/90 day plan highlighting priorities for the role.
• Review ScholarshipOwl’s product, audience, and recent press or blog posts.
• Test your remote setup for interviews (camera, mic, bandwidth).
• Have questions ready about quota, ramp expectations, and team structure.

Extra Pro Tips

• Bring time-stamped examples in your portfolio to discuss during the interview.
• Prepare a short account plan for a hypothetical mid-market prospect.
• If asked about metrics, show how you moved key levers (conversion, avg deal size).

Tips to Work With — Account Executive

1. Overview

The Account Executive role is a revenue-focused position that drives new business through proactive prospecting, solution selling, and close execution. Core responsibilities include pipeline development, deal qualification, proposal creation, and cross-functional coordination to ensure seamless onboarding.

2. Step-by-Step Process (Workflow)

Text-based flow:

• Lead generation → Initial outreach → Discovery call
• Qualification → Proposal & demo → Negotiation
• Close → Handover to Customer Success → Upsell & renewal monitoring

Common tools: HubSpot (CRM), LinkedIn Sales Navigator, Outreach/Clay, Google Workspace, and proposal software.

3. Illustrative Example (Problem → Solution)

Problem: A mid-market prospect expresses interest but lacks clarity on ROI.
Solution: Conduct a discovery call, gather metrics, craft a tailored proposal showing projected student reach and campaign KPIs, include a pilot package. The prospect trials the pilot and converts to a full partner after measurable early wins.

4. Learning & Resources

• Free/Intro Course: B2B Sales Fundamentals — Coursera
• Professional Certificate: HubSpot Sales Training — HubSpot Academy
• Advanced Option: Business degrees and sales programs (Carnegie Mellon/other universities)

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