About The Position

Augment is seeking a Head of Sales Development to build and lead its outbound pipeline engine. The role owns the SDR function end to end, including hiring, coaching, sequencing, and strategy, and connects Marketing with the Account Executive team. It begins as a hands-on player-coach role, building the sales development operation before scaling a team. Augment's outbound-led go-to-market motion has SDRs prospecting and qualifying freight brokers, 3PLs, for-hire carriers, private fleets, and distributors before AEs handle discovery and closing. The company sells across Commercial, Mid-Market, and Enterprise segments, with typical deals of $500K to $1M ARR and buying committees spanning operations, IT, and finance. SDRs must establish credibility with these audiences from the first interaction.

Requirements

  • At least 7 years of sales development experience at a B2B SaaS company.
  • At least 3 years of experience leading SDRs or BDRs.
  • Experience building SDR functions from an early stage rather than inheriting a mature organization.
  • Strong analytical mindset and comfort using data to coach.
  • Track record of hitting and exceeding pipeline targets.
  • Excellent communication and motivational skills, with the ability to lead a high-energy, high-accountability team.

Nice To Haves

  • Experience selling into logistics, freight, for-hire trucking, distribution, or supply chain technology.
  • Familiarity with agentic AI and automation products.
  • Hands-on experience with sales engagement tools such as Outreach or Salesloft.

Responsibilities

  • Build and grow a team of SDRs across Commercial, Mid-Market, and Enterprise segments.
  • Own the outbound playbook, including sequences, messaging, targeting, channel mix, and cadences, using LinkedIn Sales Navigator and Seamless.ai for prospecting.
  • Set SDR quota structure, KPIs, and performance standards, including meetings booked, pipeline generated, and conversion rates.
  • Partner with Marketing on campaign alignment and with AEs on account prioritization.
  • Coach representatives daily through call reviews, email critiques, call coaching, and objection handling.
  • Coach SDRs on speaking credibly about Augie and its supply-chain automation capabilities to buyers who may be skeptical of AI.
  • Develop SDR career paths and a culture of continuous improvement.
  • Use SDR performance reporting in HubSpot, built with Revenue Operations, to coach representatives and keep leadership informed.

Benefits

  • Competitive salary, commission, and stock options.
  • Comprehensive health, vision, and dental benefits.
  • Flexible PTO.
  • Monthly stipend.
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