--- title: 'Sr. Director, Demand Gen & Field Marketing at LinkSquares, Inc.' canonical: 'https://feeny.ai/job/sr-director-demand-gen-field-marketing-linksquares-inc-boston-h0dn7pah6kve' type: 'job' last_seen: '2026-09-03' --- # Sr. Director, Demand Gen & Field Marketing at LinkSquares, Inc. - **Company:** LinkSquares, Inc. - **Location:** Boston, MA - **Work type:** hybrid - **Posted:** 2026-08-13 - **Last confirmed live:** 2026-09-03 - **Apply:** https://linksquares.com/careers/open-positions/?gh_jid=4724000005 ## Job description About the company: LinkSquares is a Boston-based, AI-powered CLM SaaS leader trusted by organizations like DraftKings, Manscaped, and Vivid Seats. We automate the contracting process for legal, finance, and HR teams, helping them save time, cut costs, and improve business outcomes. For more information, visit linksquares.com. About the team: You’ll join a high-energy Marketing organization that operates at the heart of the business. We are a group of storytellers, data-enthusiasts, and strategists who believe in driving rapid, efficient growth across our target markets. Our team culture is built on transparency, creative problem-solving, and mutual support—we celebrate big wins together and tackle challenges as a unit. You will sit at the strategic intersection of Product Marketing, Sales, SDR, Marcom, and Revenue Operations, working with teammates who are as committed to your professional growth as they are to hitting our collective pipeline and new bookings goals. About the role: The Sr. Director, Demand Generation & Field Marketing will be the primary architect of building, filling, and accelerating our new business funnel across target markets, developing and optimizing integrated demand generation programs across organic and paid channels.  You’ll join a collaborative team where you have the autonomy to evolve an existing foundation while building a modern, AI-first demand generation engine. A critical part of this role will be leveraging AI, automation, and AI agents to transform how demand generation operates—identifying opportunities to improve audience identification, campaign development, personalization, experimentation, prospect engagement, optimization, and reporting to deliver exceptional business outcomes. Responsibilities: - Strategy & Pipeline: Develop and lead the global demand generation strategy aligned to LinkSquares’ GTM priorities, target segments, pipeline goals, and evolving market dynamics. Own overall pipeline goals across Marketing, Sales, and SDR-generated sources in support of new bookings targets. - Campaign Management: Manage a portfolio of new-logo acquisition campaigns and continually identify new opportunities to build awareness, engagement, and pipeline within our addressable market. - Integrated Execution: Own the creation and execution of integrated demand generation plans in partnership with Marcom, Product Marketing, Sales, SDR, and Revenue Operations. Lead a team of marketing managers and agency partners across email, direct mail, organic digital, paid search, paid social, events, webinars, ABM, and emerging channels. - AI & Agentic Operations: Build AI and agentic capabilities into the demand generation operating model, identifying repeatable workflows that can be automated or augmented to increase team productivity, campaign velocity, personalization, and performance. - Sales & SDR Alignment: Partner with Sales and SDR leadership to develop prospecting and account-engagement programs that uncover new opportunities, improve account penetration, and accelerate deal velocity. Explore opportunities to use AI and agents to improve prospect research, prioritization, personalization, and follow-up. - Cross-Functional Communication: Communicate marketing program strategy, status, performance, insights, and recommendations across the GTM organization. Participate in Quarterly Business Reviews and executive-level business reviews. - Operations & Database Strategy: Partner closely with Revenue Operations on ICP and persona segmentation, account prioritization, attribution, funnel measurement, and database strategy. - Funnel Optimization: Monitor demand funnel performance, conversion rates, pipeline contribution, CAC, and channel efficiency, using both traditional analytics and AI-powered analysis to identify trends, opportunities, and recommended actions. Requirements: - B2B SaaS Experience: 7–10+ years of experience developing and leading demand generation strategies within B2B SaaS companies, preferably supporting high-volume and high-velocity sales motions. - Multi-Channel Expertise: Demonstrated experience owning the strategy, framework, development, and execution of global, multi-channel demand generation programs targeting mid-market companies and delivering measurable pipeline. - GTM & Funnel Fluency: Strong understanding of B2B SaaS GTM strategy, ICP development, personas, buying journeys, use cases, pipeline generation, and funnel conversion. - Channel Mastery: Strong experience with AEO, SEO, SEM, paid social, LinkedIn, review sites, intent data, and ABM platforms such as 6sense. - AI-First Mindset: Demonstrated experience using generative AI, AI agents, automation, or AI-powered marketing platforms for audience research, campaign ideation, content creation, personalization, prospect intelligence, experimentation, campaign optimization, and performance analysis. - Tech Stack Proficiency: Competent user of marketing automation platforms such as HubSpot, CRM platforms such as Salesforce, Excel, Google Workspace, and marketing analytics/reporting tools. - Communication & Drive: Outstanding written, verbal communication, and executive presentation skills. Metrics-focused, highly accountable, results-oriented, high energy, intellectually curious, and comfortable challenging traditional approaches. Compensation for this role includes an annual base salary between $180,000 to $220,000. The estimated compensation range listed in this job posting reflects base salary only. This role may include additional forms of compensation such as a bonus.  LinkSquares takes into consideration a number of factors when determining an employee’s starting salary, including work location, job-related skills, and relevant education, experience and training. The recruiter assigned to this role will share more information about the specific compensation and benefit details associated with this role during the hiring process. Candidates are eligible to participate in the company’s benefit programs. LinkSquares’ benefits include but are not limited to medical, dental, and vision insurance, 401k retirement plan with a company match, equity awards (a new hire grant, along with opportunities for additional awards throughout your tenure), flexible paid time off, generous parental leave, life and disability insurances and more. LinkSquares is an Equal Opportunity Employer and does not discriminate based on any legally protected characteristics. ## About LinkSquares, Inc. ## Company Overview - **One-liner**: LinkSquares provides an all‑agentic, AI‑powered contract lifecycle management (CLM) platform that helps legal teams centralize, analyze, and manage contracts from drafting to renewal. - **Entity Type**: Private (Series B) - **Headquarters**: Boston, Massachusetts, United States - **Founded**: 2015 - **Founders**: Vishal Sunak (founder and board member) ## Core Business - **Primary industry**: Legal Technology / Contract Lifecycle Management (CLM) / AI‑Powered SaaS - **Target customers**: B2B – legal teams, general counsel, and legal operations within enterprises and mid‑market companies - **Mission or purpose**: Transform static contracts into dynamic, AI‑driven business assets to deliver deeper insights, minimize risk, and unlock greater efficiency and strategic value. ## Products & Services - **LinkAI (All‑Agentic CLM)**: The core platform that uses autonomous agents to proactively manage contract insights, surface risks and opportunities, and keep approvals moving without manual follow‑ups. Includes features for intake, review, execution, analysis, and renewal. - **Executive Insights Dashboard**: Transforms contract data into strategic business intelligence for leadership. - **AI‑Powered Risk Scoring Agent**: Automates contract risk assessment and flagging. ## Market Standing - **Valuation**: Not publicly available - **Key Metric**: Total Funding – **$163.7M** (across 7 rounds, including $40M Series B led by Sorenson Capital in July 2021); Annual Revenue – **$11.3M** (2025 estimate) - **Notable Investors/Partners**: Sorenson Capital (lead Series B), Jump Capital (lead Series A), Hyperplane (lead seed round). Customers include DraftKings, ProPharma, TIME. - **Growth Signals**: - 1,200+ customers - Named “Decision Management Company of the Year” in 8th Annual AI Breakthrough Awards (2025) - Launched multiple AI agents in 2025 (risk scoring, autonomous insights, executive dashboard) - Headcount: 222 employees (though down 9% YoY) ## Competitive Advantages - **Agentic AI CLM**: LinkSquares’ “all‑agentic” AI operates across the entire contract lifecycle, differentiating from legacy CLM tools that lack proactive, autonomous management. - **Over a decade of domain expertise**: Built specifically for legal teams, with deep understanding of contract workflows. - **Integrated intelligence**: Reads every contract and understands relationships between them, surfacing commitments, risks, and renewals in plain language. ## Strategic Focus - **AI‑First Product Development**: Continuously launching autonomous agents (risk scorer, insights dashboard, proactive alerts) to reduce manual work and drive adoption. - **Customer‑Driven Innovation**: Stated core value of listening to customers to shape product roadmap. - **Enterprise Scale**: Targeting large legal departments with a unified, governed contract repository. ## Why Work Here - **Work‑Life Balance**: Hybrid & remote work options, unlimited vacation policy. - **Benefits & Perks**: Parental leave, 401K match, medical/dental/vision, mental health benefits, stock options. - **Culture**: Core values “Team First,” “Customer Driven,” “Do What You Say,” and “All In.” DEI&B programs in place. - **Engineering Culture**: Trust‑based environment; emphasis on collaboration and ownership. - **Employee Ratings (Glassdoor‑style)**: 3.2/5.0 overall (215 reviews) – Work‑Life 3.2, Compensation 3.5, Culture 3.3, Career 3.2. - **Current Openings (as of mid‑2025)**: Sr. Marketing Campaign Manager, Account Manager, Director of Accounting. ## Sources 1. [linksquares.com](https://linksquares.com/) – Product description & core messaging 2. [linksquares.com/about-us](https://linksquares.com/about-us/) – Executive team, values, history 3. [linksquares.com/careers](https://linksquares.com/careers/) – Perks, culture, open positions 4. [linkedin.com/company/linksquares](https://www.linkedin.com/company/linksquares) – Financials, funding, headcount, employee data 5. [linkedin.com (company page)](https://www.linkedin.com/company/linksquares) – News, AI awards, product launches ## Other roles at LinkSquares, Inc. - [Graphic Designer](https://feeny.ai/job/graphic-designer-linksquares-inc-boston-jr53v7qjavfh) — Boston, MA - [Senior GTM Data Analyst](https://feeny.ai/job/senior-gtm-data-analyst-linksquares-inc-boston-05tv9k5ynxyq) — Boston, MA - [Accounting Associate](https://feeny.ai/job/accounting-associate-linksquares-inc-boston-qz7sjkvd76q3) — Boston, MA - [Senior Customer Success Manager](https://feeny.ai/job/senior-customer-success-manager-linksquares-inc-boston-839dd3a28a3c) — Boston, MA