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Sr. Technical Solutions Consultant (Mid-Market & Enterprise)

15Five

Remote · United States$12,250–13,750 gross/mofull-time15Five Careers

If you're energized by a fast pace, high standards, and high accountability for yourself and others, you'll thrive here and we encourage you to apply. In this role, you will serve as the Technical Closer and Strategic Co-Pilot for 15Five’s revenue team, covering both Mid-Market and Enterprise segments.

Responsibilities

  • 1. Strategic Co-Piloting & Deal Strategy (High Focus)
  • Proactive Partnership: Embed yourself in the sales cycle as a revenue partner. Adapt to various sales styles and actively elevate deal strategy on every call, from quick-moving mid-market deals to long-cycle enterprise evaluations.
  • Prep Authority: Hold AEs accountable for deep discovery. You have the authority to "push back on prep" to ensure every demonstration is strategically aligned with the prospect's pain points.
  • The "Cleanup" & Reality Checks: Skillfully manage expectations if a prospect has been over-promised. Diplomatically navigate workarounds that solve the core pain point without stalling the deal.
  • Closing: Recognize buying signals and execute the "Technical Close" by confidently removing any lingering technical friction.
  • 2. Technical Execution & Integration Building (High Focus)
  • Segment-Specific Demonstrations
  • Conduct high-stakes demos tailored to the audience—from agile Mid-Market teams to complex Enterprise committees. Showcase edge cases, bespoke workflows, and "art of the possible" configurations that address global scale.
  • Integration Architecture & Construction: Serve as the authority on the HRIS ecosystem (Workday, UKG, ADP, etc.). You don't just talk about data flows; you enjoy building and scoping API/SFTP integrations live to remove technical friction for IT stakeholders.
  • Product Prototyping

Languages

    Work format
    Remote
    Seniority
    Senior
    Posted
    2 Oct 2026
    Last verified
    In the last 5 days

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