8194460 Job Detail
H

Head of Sales

at Huddle Up Learning

Desired Skills

About Job

Prospect, run discovery, and tailor demos around outcomes (performance, productivity, fewer meetings). Design offers aligned to customer value and our growth goals. Maintain CRM hygiene; share what's working to speed iteration. Partner with the founder on pricing experiments and enterprise deals.

Requirements

5+ years B2B SaaS/services sales (bonus: L&D, consulting, future-of-work, education).
You've taken a product from early revenue to a repeatable motion.
Strong discovery/storytelling; value-selling around outcomes, not features.
Builder mindset: comfortable testing copy, sequences, and offers—and owning results.

Additional Instructions

Prospect, run discovery, and tailor demos around outcomes (performance, productivity, fewer meetings).
Design offers aligned to customer value and our growth goals.
Maintain CRM hygiene; share what's working to speed iteration.
Partner with the founder on pricing experiments and enterprise deals.

Perks and Benefits

We're open to all compensation structures and will co-design the package with you. Our preference is non-cash, upside-aligned models (commission, revenue share, profit share, equity). Equity: initial grant with milestone-based top-ups (standard 4-yr vest/1-yr cliff or milestone vesting). Revenue/Profit Share: company- or segment-level participation (not just "what you close"). Commission: tiered, with accelerators on expansion. Cash: modest ramp stipend or short part-time ramp as we move to full-time.
H

Huddle Up Learning

Details

Job Type
Remote
Preferred location
United States Minor Outlying Islands
Apply Before
Jan 22, 2026
Apply To Job