[Hiring] Head of Sales Development @Truffle Security

Role Description

We’re looking for our first Head of Sales Development to transform our outbound function into a scalable, high-velocity engine designed for rapid expansion. Historically, our SDR management has been embedded within broader sales leadership. As we enter a significant growth phase, we are carving out this dedicated leadership role to support a major expansion of our go-to-market team.

This isn’t just a "people management" role—this is a systems-design role. You will be the architect of our outbound strategy, moving us away from manual workflows toward an automation-first approach that prioritizes high-intent signals and AI augmentation.

What you'll be working on

• Lead the hiring and onboarding of a new cohort of SDRs to support our aggressive AE growth targets
• Define what "good" looks like across cold calling, email, and LinkedIn, and build the playbooks to help your team get there
• Foster a "builder" mentality within the SDR team, encouraging experimentation and professional growth
• Deep dive into current processes to identify bottlenecks and manual friction points
• Build and manage sophisticated data enrichment workflows in Clay (or similar tools) to drive signal-based outbound efforts
• Use metrics to diagnose performance, track pipeline contribution, and tie SDR activity directly to revenue outcomes
• Work closely with RevOps to ensure our tech stack is integrated and our data models are actionable

Qualifications

• Proven track record of managing and scaling an SDR/BDR team in a high-growth environment
• You think in terms of systems and data, not just activity while using metrics to drive every decision
• Strong understanding of prospecting, sequencing, messaging and having built playbooks from scratch
• You are proficient with Clay (or equivalent enrichment tools) and have hands-on experience implementing AI-driven workflows
• You have led sales development teams selling into Security, DevOps, or IT sectors

Salary Range

The target base salary range for this position is between $135,000 to $150,000 for candidates in the United States. This position spans multiple levels. The total compensation for this role includes sales commission, with on-target earnings of $180,000-$200,000. Starting salary will vary based on job-related skills, knowledge, and experience. Leveling will be determined during the interview process. You may also be offered a bonus, stock options, and benefits. These salary ranges are subject to change, and we encourage candidates outside of this salary range to apply.

Benefits

• Fully remote within the U.S. – We believe opportunity shouldn’t be limited by geography.
• A culture of mentorship, equity, and psychological safety – We’re committed to fostering an environment where you can thrive, learn, and feel valued.
• Competitive salary & meaningful equity – Be rewarded for your contributions with a strong compensation package and a stake in our shared success.
• Flexible paid time off – We operate with a high level of autonomy and trust.
• 14 paid holidays – Including Thanksgiving, Winter Break, and "Truffle Holidays".
• Comprehensive health benefits – Medical, dental, and vision coverage with 80% of premiums covered for you and your dependents.
• Remote work stipend – Get set up for success with an $800 new hire stipend and $100/month.
• Health & wellness stipend – $1,200/year to support your physical, mental, and emotional well-being.
• Learning & development stipend – $2,000/year to invest in your growth.
• 401(k) match – We match 100% of the first 6% of your contributions on every paycheck.
• 100% remote + company off-sites – Twice a year, we come together in amazing locations.