Director, Deal Desk

Flock
$225,000 - $240,000Remote

About The Position

At Flock, our ambition is to scale the business with greater rigor, speed, and consistency across the revenue process. As our sales motions expand across products, segments, and increasingly complex commercial structures, we need a leader who can help the field close the right deals faster while protecting pricing discipline, downstream process integrity, and customer experience. We are seeking a Director, Deal Desk to lead and mature the Deal Desk function at Flock. This role will sit at the center of our quote-to-close motion and serve as a strategic partner to Sales, Finance, Legal, Pricing and Packaging, Systems, and Revenue Operations. You will own the operating model that governs complex and non-standard deals, while ensuring the field has the guidance, support, and structure needed to move quickly and consistently. This is a leadership role for someone who can balance commercial judgment with operational rigor. You should be equally comfortable helping structure a complex deal, setting clear approval guardrails, improving workflows and SLAs, and coaching a team to operate as trusted advisors to the business.

Requirements

  • 10+ years of progressive experience in Deal Desk, Revenue Operations, Sales Operations, Finance, Pricing, or related commercial functions.
  • 3+ years of people leadership experience, including building or leading a high-performing operational team.
  • Demonstrated success supporting complex B2B technology or SaaS deal structures in a fast-moving environment.
  • Strong judgment in balancing revenue acceleration, pricing discipline, process integrity, and customer outcomes.
  • Deep familiarity with quoting, approvals, contract structure, and the broader quote-to-cash process.
  • Strong analytical skills and the ability to use data to identify trends, diagnose friction, and improve decision-making.
  • Proven ability to influence senior cross-functional stakeholders without relying on formal authority alone.
  • Strong executive communication skills and the ability to translate complex tradeoffs into clear recommendations.
  • Experience with Salesforce and related commercial systems; CPQ experience strongly preferred.
  • Comfortable operating in ambiguity and shifting between strategic design work and hands-on problem solving.
  • Ability to obtain and maintain Criminal Justice Information Services (CJIS) certification as a condition of employment.
  • Must meet all FBI CJIS Security Policy requirements, including a fingerprint-based background check.

Nice To Haves

  • CPQ experience strongly preferred.

Responsibilities

  • Lead and mature the Deal Desk function at Flock.
  • Own the operating model that governs complex and non-standard deals.
  • Ensure the field has the guidance, support, and structure needed to move quickly and consistently.
  • Help structure a complex deal.
  • Set clear approval guardrails.
  • Improve workflows and SLAs.
  • Coach a team to operate as trusted advisors to the business.
  • Assess current demand by request type, segment, approval path, and source of friction.
  • Quantify where seller time is being consumed across quoting, approvals, pricing exceptions, redlines, and administrative rework.
  • Identify the highest-volume interactions that should be removed from human queues first.
  • Establish baseline metrics early enough to use them for prioritization, not just documentation.
  • Build working relationships with Sales leadership, frontline managers, Finance, Legal, Pricing, Systems, and RevOps.
  • Socialize a clearer engagement model for what should route to self-service, what should route to Deal Desk, and what constitutes a true exception.
  • Tighten intake standards, triage rules, routing, SLAs, and escalation paths.
  • Introduce an initial guided support layer for common scenarios, whether through rules-based guidance, decision trees, or AI-enabled assistance.
  • Start embedding policy and commercial guidance into workflow instead of relying on static docs, Slack, or tribal knowledge.
  • Define the first use cases that will move toward self-service in the next 90 days.

Benefits

  • Non-accrual PTO
  • 11 company holidays
  • Fully-paid health benefits plan for employees: including Medical, Dental, and Vision
  • HSA match
  • 12 weeks of 100% paid parental leave
  • Birthing parents are eligible for an additional 6-8 weeks of physical recovery time.
  • $50,000-lifetime maximum benefit related to eligible adoption, surrogacy, or fertility expenses.
  • Mental health benefits, including therapy, coaching, medication management, and digital tools.
  • Caregiver support.
  • 1:1 sessions with Equity Tax Advisors.
  • Employee Resource Groups (ERGs): Women of Flock, Flock Proud, LEOs and Melanin Motion.
  • $150 per month WFH Stipend
  • $300 per year Productivity Stipend
  • One-time $750 Home Office Stipend
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