Sales Strategist

Location: Remote with some travel to conventions | Type: Full-Time

About Truth Tree

Truth Tree is an enrollment marketing agency that provides strategies and solutions for schools and educational companies in the digital space.

Specifically:

  • Search engine optimization (SEO)
  • Generative engine optimization (GEO)
  • Search engine marketing (SEM)
  • Social media marketing (SMM)

The Role

We’re hiring a Sales Strategist to drive new business growth for our digital marketing services. 

Responsible for:

  • Building pipeline
  • Leading sales conversations
  • Presenting solutions
  • Closing deals

What You’ll Do

Drive New Business

  • Prospect and engage new school partners (outbound + inbound)
  • Build and manage a consistent, healthy pipeline
  • Help us break into new markets, specifically higher education and international regions

Lead Sales Conversations

  • Book, run, and follow up on discovery calls to understand goals, challenges, and current marketing efforts
  • Identify gaps and opportunities
  • Position Truth Tree’s services clearly and confidently

Present & Close

  • Deliver tailored recommendations along with our standard prospectus
  • Communicate ROI, expected outcomes, and strategic value
  • Navigate multi-stakeholder decisions and objections
  • Close new business consistently

Collaborate Internally

  • Partner with the Director of Marketing and Sales and the executive team
  • Ensure smooth handoff post-sale
  • Share market feedback to help refine positioning and offerings

Hit Targets

  • Meet or exceed monthly and quarterly benchmarks
  • Increase average deal size over time
  • Contribute to overall company growth

Who This Is For

You’ll do well here if:

  • Understand the education space and our target prospects
  • You know how to run a sales process without being robotic
  • You can explain digital marketing in a way that actually makes sense
  • You balance confidence with curiosity

You likely have experience in:

  • Digital marketing sales (agency or SaaS)
  • Consultative B2B sales
  • Selling into education or mission-driven organizations (a plus, not required)

Requirements

  • 2+ years in sales in B2B sales, preferably in the edtech space
  • Experience using HubSpot or a similar CRM
  • Proven ability to manage a pipeline and close business
  • Unmatched communication and presentation skills
  • Ability to translate marketing services into business value

Nice to Have

Experience working with schools or education organizations

Experience selling digital marketing products or services to schools and or educational organizations

Familiarity with HubSpot, Salesforce, or similar CRM tools


How to Apply

To be considered for this role, please follow these instructions:

  1. Submit your resume as a PDF file named:
    YourFirstName_YourLastName_TruthTree.pdf
  2. Include the phrase “I’m a strategic thinker” at the very top of your application email to brianna@truthtree.com.

Applicants who do not follow these instructions will not be reviewed.

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