Head of Sales Development

Augment; United States; On-site; USD 150,000 - 200,000; Full time

Benefits offered by this job

Stock options

Comprehensive health benefits

Flexible PTO

Monthly stipend

Job summary

Augment seeks a Head of Sales Development to build and lead the outbound pipeline engine and own the SDR function end to end. You’ll hire, coach, and sequence strategy, acting as the connective tissue between Marketing and AE teams. This is a player-coach role to start, hands‑on building the machine before scaling the team.

You’ll drive cross-functional alignment with Marketing and AEs, set quotas, coach daily, and shape SDR career paths in a fast-paced, AI-driven logistics environment.

Qualifications

• 7+ years in sales development at a B2B SaaS company, including at least 3 years leading SDRs or BDRs.
• Experience building SDR functions from early stage, not inheriting a mature org.
• A strong analytical mindset: you’re comfortable in the data and use it to coach.
• A track record of hitting and exceeding pipeline targets.
• An excellent communicator and motivator who knows how to run a high-energy, high-accountability team.

Responsibilities

• Build and grow a team of SDRs across Commercial, Mid-Market, and Enterprise segments.
• Own the outbound playbook: sequences, messaging, targeting, channel mix, and cadences.
• Set SDR quota structure, KPIs, and performance standards (meetings booked, pipeline generated, conversion rates).
• Partner with Marketing on campaign alignment and with AEs on account prioritization.
• Coach reps daily through call reviews, email critiques, and call coaching and objection handling.
• Develop SDR career paths and a culture of continuous improvement.
• Use SDR performance reporting in HubSpot, built with Revenue Operations, to coach reps and keep leadership informed.

Skills

SDR leadership

B2B SaaS

Outbound sales

Pipeline management

Data-driven coaching

Cross-functional collaboration

Tools

HubSpot CRM

LinkedIn Sales Navigator

Outreach

Salesloft

Job description

Head of Sales Development

About Us

Logistics is broken. Let’s fix it.

We are a team of engineers, product designers, and customer champions applying the most transformative technology of our times, AI, to one of the largest industries in the world: logistics. We’re building Augie , Augment’s AI teammate for supply chain. Augie reasons and acts like a seasoned operator, automating the busywork of quoting, dispatch, tracking, billing, and collections for freight brokers, 3PLs, for-hire carriers, private fleets, and distributors.

Our team has scaled billion-dollar companies, built delightful products, and powered billions in commerce. If you thrive in fast-paced, high-impact environments and want to define how AI reshapes supply chain, apply below.

Overview

We’re looking for a Head of Sales Development to build and lead Augment’s outbound pipeline engine. You’ll own the SDR function end to end, from hiring and coaching to sequencing and strategy, and serve as the connective tissue between Marketing and the AE team. This is a player-coach role at first: you’ll be hands‑on building the machine before scaling a team under you.

Our GTM Motion

Our motion is outbound‑led: SDRs prospect and qualify freight brokers, 3PLs, for‑hire carriers, private fleets, and distributors before AEs run discovery and close. We sell across Commercial, Mid‑Market, and Enterprise segments, with typical deals of $500K to $1M ARR and buying committees that span operations, IT, and finance, so your SDRs need to earn credibility with that audience from the first touch.

What You’ll Do

• Build and grow a team of SDRs across Commercial, Mid‑Market, and Enterprise segments

• Own the outbound playbook: sequences, messaging, targeting, channel mix, and cadences, built around LinkedIn Sales Navigator and Seamless.ai for prospecting

• Set SDR quota structure, KPIs, and performance standards (meetings booked, pipeline generated, conversion rates)

• Partner with Marketing on campaign alignment and with AEs on account prioritization

• Coach reps daily through call reviews, email critiques, and call coaching and objection handling, including how to speak credibly about Augie and what it automates (quoting, dispatch, tracking, billing, collections) to buyers who are skeptical of AI in supply chain

• Develop SDR career paths and a culture of continuous improvement

• Use SDR performance reporting in HubSpot, built with Revenue Operations, to coach reps and keep leadership informed

What We’re Looking For

• 7+ years in sales development at a B2B SaaS company, including at least 3 years leading SDRs or BDRs

• Experience building SDR functions from early stage, not inheriting a mature org

• A strong analytical mindset: you’re comfortable in the data and use it to coach

• A track record of hitting and exceeding pipeline targets

• An excellent communicator and motivator who knows how to run a high‑energy, high‑accountability team

Bonus Points

• Experience selling into logistics, freight, for‑hire trucking, distribution, or supply chain tech

• Familiarity with agentic AI and automation products

• Hands‑on experience with sales engagement tools like Outreach or Salesloft

Why Join Us?

• Competitive Salary + Commission + Stock Options

• Comprehensive Health, Vision, and Dental Benefits

• Flexible PTO

• Monthly stipend

Location: NYC preferred

Augment is an Equal Opportunity Employer and values diversity at our company. We consider all qualified applicants without regard to race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, marital status, veteran status, disability, or any other legally protected status.

Augment complies with federal, state, and local laws regarding equal employment opportunity and reasonable accommodation. If you need assistance or an accommodation during the application or interview process, please contact your recruiter.

We also consider qualified applicants with arrest and conviction records in accordance with applicable federal, state and local fair-chance / ban-the-box laws (for example, but not limited to, the California Fair Chance Act).