Attentive · 22 hours ago
Director, Deal Desk
United States
Full-time
Remote
Director/Executive
$190K/yr - $240K/yr
6+ years expAttentive is an AI marketing platform for 1:1 personalization that is redefining how brands and people connect. As the Head of Deal Desk, you will lead the end-to-end deal support function, ensuring business closure with speed and discipline while collaborating with various teams to build scalable processes that enhance operational efficiency.
Artificial Intelligence (AI)Email MarketingMarketing AutomationMessagingMobilePersonalization
Responsibilities
Lead the team that supports new business and renewals through pricing guidance, negotiation support, and approval governance—ensuring consistency, fairness, and alignment to company objectives
Be the chief architect of Attentive's pricing matrix, moving beyond guidelines to define the commercial trade-offs and key contract terms that drive sustainable business growth and enable us to win strategic clients
Own and evolve the pricing strategy, packaging, discounting guardrails, term strategy, and services policies, in deep partnership with Finance and Sales leadership
Build a high-trust, high-rigor approval process that balances speed with discipline—identifying risk early (margin, legal/terms, services scope, non-standard concessions) and driving clear paths to resolution
Lead the team responsible for deal configuration, Salesforce/CPQ accuracy, and order processing—ensuring clean data, compliant bookings, and seamless handoffs into downstream teams
Identify bottlenecks and failure points across quoting, contracting, booking, and handoff; implement scalable workflows, SLAs, and documentation that improve cycle time and reduce rework
Serve as the “hub” across Sales, CS, RevOps, Finance, Legal, Business Systems, and Implementation/Services to align on deal structure, approvals, and execution—especially for complex, strategic, or non-standard deals
Lead a team of ~10 across Deal Strategy and Order Operations (including 2 people managers). Define the right org structure and assess current coverage and operating mode. Build an enablement and quality bar that scales with the business
Qualification
Required
6+ years of experience in Deal Desk, Revenue Operations, Sales Operations, Finance, or a related commercial role (B2B SaaS preferred), including people management experience
Deep expertise in pricing/discounting governance, deal structuring, approvals, and negotiation support—especially across renewals and complex enterprise deals
Strong operational command of Salesforce and CPQ (e.g., Salesforce CPQ or similar): configuration, process design, data quality, and workflow automation
Exceptional cross-functional leadership skills: able to align Sales, Finance, Legal, and GTM teams through influence, crisp communication, and strong judgment
Analytical and detail-oriented: comfortable using data to identify trends (discounting, approval volume, capacity) and to drive measurable improvements
Clear, confident communicator who can translate complexity into practical guidance for reps and leaders, and can set a high bar for commercial discipline without defaulting to a bottleneck
Benefits
Equity
Benefits
Company
Attentive
Attentive is a personalized mobile messaging platform that facilitates businesses with AI powered SMS and e-mail marketing solutions.
1001-5000 employees
H1B Sponsorship
Attentive has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (33)
2024 (21)
2023 (10)
2022 (8)
2021 (8)
2020 (5)
Funding
Current Stage
Late StageTotal Funding
$863MKey Investors
CoatueSequoia CapitalBain Capital Ventures
2023-08-17Secondary Market
2021-03-24Series E· $470M
2020-09-23Series D· $230M
Leadership Team
Amit Jhawar
Chief Executive Officer
Todd Berman
VP of Engineering
Recent News
baincapitalventures.com
2026-01-14
Sequoia Capital
2026-01-05
Company data provided by crunchbase