Data Entry Specialist

Inspira EducationNew York, NY

About The Position

Inspira Education Group is one of the fastest-growing edtech startups in the US, aiming to democratize access to high-quality coaching. As a Data Entry Specialist, you will be crucial in ensuring the smooth operation of the sales process by managing pipeline accuracy, paperwork, and supporting Enrollment Managers. This is a high-visibility role for an individual early in their career who is detail-oriented and seeks rapid growth.

Requirements

  • 2+ years of experience in accounting, bookkeeping, sales operations, revenue operations, business operations, or a related analytical role.
  • Impeccable communication skills, written and verbal, both internally and externally.
  • Demonstrated obsession with clean data: You can describe a data hygiene project you ran end-to-end.
  • Hands-on experience or strong comfort with payment platforms such as Stripe and PaySimple.
  • Experience managing contracts or deal documentation.
  • Proficiency in CRM platforms (HubSpot preferred) and comfort with learning new tools quickly.
  • Strong Excel/Google Sheets skills.
  • Detail-oriented with a knack for spotting process inefficiencies.
  • Excellent organization and follow-through.
  • Comfortable with collections conversations — professional, persistent, and empathetic in follow-ups.
  • Self-starter mentality; comfortable with ambiguity in a fast-paced startup environment.
  • Curious about new tools and tech (AI, CRM features) that can make your workflows better.
  • Genuine interest in education, admissions, or helping students achieve life-changing outcomes.

Nice To Haves

  • e-signature tools like DocuSign or PandaDoc a plus.
  • experience with BI tools (Looker, Tableau) is a plus.

Responsibilities

  • Prepare, send, and track client contracts and associated enrollment paperwork through the full signature cycle.
  • Follow up promptly with clients and Enrollment Managers to ensure agreements are signed and returned before service delivery begins.
  • Keep and maintain organized records of signed contracts, amendments, and client documentation.
  • Own day-to-day hygiene and accuracy of our CRM (HubSpot), ensuring contacts, deals, products and tickets are properly maintained.
  • Update records consistently and in real time so the team is always working from current information.
  • Manage and track the full student inquiry-to-enrollment pipeline, flagging bottlenecks and drop-off points to sales and leadership.
  • Audit CRM records on a recurring cadence: deduplicate contacts, enforce required fields, and clean up stale or malformed data.
  • Define and enforce data entry standards so reporting is trustworthy at every level of the funnel.
  • Build validation rules, required-field logic, and automated checks that prevent bad data from entering the system.
  • Reconcile CRM data against billing, contract, and enrollment systems to surface and fix discrepancies.
  • Maintain documentation of data definitions, field usage, and naming conventions for the broader team.
  • Manage and reconcile our payment platforms (Stripe and PaySimple) ensuring transactions are accurately recorded as they come in.
  • Own the collections process for late or outstanding payments — sending reminders, coordinating with clients, and escalating when necessary.
  • Partner with leadership to refine payment policies, installment plan structures, and billing workflows as the business scales.
  • Troubleshoot payment failures, disputes, and refund requests in a timely and professional manner.
  • Pull lists, run standard reports, and surface accurate data to sales ops leadership to inform strategy and planning.
  • Document sales workflows, playbooks, and SOPs as the team scales, and flag opportunities to streamline.
  • Help evaluate and roll out sales tools and integrations to reduce manual work and improve rep productivity.
  • Stay current on CRM features, AI tools, and other tech that can make the team faster.
  • Work seamlessly with the sales team: You'll be their go-to partner the moment a deal is posted.
  • Partner with operations to ensure handoff processes are seamless and attribution is tracked correctly.
  • Coordinate with the student success advising team to align on client issues and resolutions.
  • Handle ongoing data entry and documentation work that keeps records and processes current.
  • Support onboarding of new sales ops tooling.

Benefits

  • Health, dental, and vision benefits
  • Direct mentorship from senior leadership
  • The chance to build something meaningful in the education space
  • Flexible Paid-time Off
  • Learning and Development Budget
  • Retirement Savings Plans - 401k with matching
  • Diversity and inclusion programs that promote employee resource groups like OWN (Outreach Women's Network), AAPI, Rainbow (LGBTQIA+), Gender+, LatinX, Black Excellence, Disability Community, and Veterans
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