Mid-Market Account Executive
$50kVenturefizz Product Management Community
Mid-Market Account Executive
Featured Boston, MA April 6, 2026
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.
About the team:
Join a high-velocity, collaborative sales organization that sits at the intersection of AI innovation and legal technology. Our Sales team goes beyond quarterly financial goals, instead serving as strategic partners to our customers. We are consultants helping modern businesses, like TIME and Peregrine Hospitality, solve complex contracting bottlenecks and advance contract innovation. We prioritize a "learn and get better" mentality, balancing strategic, high-value deals with fast-moving transactional opportunities in a supportive, team-first environment.
About the role:
We are looking for an Account Executive who brings proven mid-market sales experience and the drive to keep building something great. You have a proven track record, you know how to run a sophisticated sales cycle, navigate complex organizations, and close meaningful deals. But you're not coasting. You're still hungry, still willing to pick up the phone, still energized by the challenge of opening new doors and winning competitive deals.
This is a full-cycle role. You will own your pipeline from prospecting through close, which means you'll need to be comfortable generating your own opportunities, not just working inbound. You know how to get creative when the pipeline needs attention and you don't wait around for leads to come to you.
Responsibilities:
- Drive the entire sales process, including self-sourced prospecting, discovery, tailored demonstrations, and complex negotiations.
- Develop and execute targeted account strategies for mid-market and strategic prospects, leveraging your experience to quickly identify and engage the right stakeholders
- Lead complex, multi-threaded deals with economic buyers, legal teams, and executives — bringing credibility and executive presence to every conversation
- Serve as a trusted advisor to prospects by deeply understanding their contracting and business challenges and positioning LinkSquares as the strategic solution
- Collaborate cross-functionally with Sales Engineering, Customer Success, and marketing to drive deals forward and ensure a seamless customer experience
- Maintain high data integrity and transparent forecasting within Salesforce and Gong to contribute to the team's collective success
- Contribute to a culture of continuous improvement — sharing competitive intelligence, deal learnings, and best practices with the broader team
Requirements:
- Proven ability to manage the full sales cycle in a B2B SaaS environment, specifically managing deals with an ASP of $50k+.
- Demonstrated ability to self-source pipeline, you have a "playbook" for prospecting and don't rely solely on inbound traffic.
- Experience navigating deals with multiple stakeholders (Legal, IT, and Finance) is highly preferred.
- Proficiency with Salesforce, Gong, LinkedIn Sales Navigator, and ZoomInfo
- Strong executive presence and the ability to lead high-stakes conversations with confidence and credibility
- You are resourceful and solution-oriented, focusing on how to overcome hurdles rather than why they exist
- Team-first mentality with the maturity to operate independently and contribute to the broader organization
Note on Requirements: At LinkSquares, we value diversity of experience. If you meet the majority of these requirements and have a passion for transforming the legal-tech landscape, we encourage you to apply. We are looking for the right person, not just the right resume.
Compensation for this role includes an annual base salary between $75,000 to $115,000. On-target earnings range between $150,000 to $230,000, split 50/50 between base salary and commission. Total compensation can be higher for those who exceed targets. 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.
Company Details
LinkSquares
Industries: AI Native, Enterprise Software / SaaS
Location: Boston, MA
Job Function: Sales & Business Development
$204.5k - $255.5k
..., invoices, employee records, financials, product specs, marketing assets, and more. Our mission is to bring intelligence to... ...front lines of this massive shift.WHY BOX NEEDS YOU As a Mid-Market Account Executive, you will be responsible for seeking out new customers and...SuggestedLive inWork at officeShift work3 days per week$156.2k - $234.2k
...lasting business, and we are helping sellers worldwide do the same.The RoleAt Square, we’re re-imagining how mid-market businesses grow. As a Senior Sales Account Executive on our Outbound Team, you’ll bring Square’s ecosystem to new sellers across diverse industries by...SuggestedLocal areaRemote workWorldwideFlexible hours- Somerville, MassachusettsHybridDirect Hire$100k - $125kWe're hiring a Mid-Market Account Executive for a full-time opportunity supporting customers throughout the Greater Boston, Greater Chicago, Florida, Midwest, and Southern California regions. This role is with a rapidly...SuggestedFull time
$85k - $90k
...Mid Market Account Executive Boston, MA InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA TODAY and Boston Globe Top Workplaces, multiple SaaS Awards wins for Best Solution for Finance and FinTech, and national...SuggestedSummer workLocal areaFlexible hoursInvoice Cloud Inc
Boston, MA1 day ago$168.75k - $225k
...Navan sales organization is seeking a motivated and experienced Mid-Market Account Executive to join our growing team. This is an exciting opportunity to join the first and only all-in-one, people-first travel, corporate card, and expense management super app, that is...SuggestedWork experience placementNavan
Boston, MA1 day ago- ...cultures and help clients translate strategy into consistent execution. For more than 40 years, we have tested this approach with... ...countries. To learn more, visit franklincovey.com. Title: Mid-Market Account Executive Global Title: Account Executive - Major Market...Full timeRemote work
Franklin Covey
Boston, MA2 days ago $180k - $230k
...API-First World" graphic novel to understand the bigger picture and our vision at Postman. The Opportunity Each Mid Market Account Executive has a territory of around 100 accounts, containing existing Postman users on all levels of Postman. The goal is to build...Work at officeFlexible hours3 days per weekPostman
Boston, MA4 days ago$70k - $85k
...Account Executive As an Account Executive based in the United States, you'll join our established sales team to continue accelerating growth for our mid-market team across the US. You'll drive new business sales and collaborate with our teams including our Sales Development...$220k
...Mid-Market Account Executive Harness is the AI Software Delivery Platform company, led by technologist and entrepreneur Jyoti Bansal (founder of AppDynamics, acquired by Cisco for $3.7B). Harness has raised approximately $570M in funding and is valued at $5.5B, backed...Work at officeFlexible hoursShift work$88k - $120k
...by global enterprises like Snowflake, T‑Mobile, and Pure Storage. About the Team We are building a foundational team of Mid Market Account Executives to help the security‑and‑compliance community in the mid‑enterprise to assess their readiness for attacks, adherence to...Work at officeFlexible hours- ...Mid-Market Account Executive At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is...Work at officeWork visa3 days per week
$220k
...track record of driving and closing dealsAccount planning and execution skillsAbility to sell C-Level and across both IT and business unitsConsistent... ...salaryComprehensive healthcare benefitsFlexible Spending Account (FSA)Employee Assistance Program (EAP)Flexible Time Off and...Work at officeLocal areaImmediate startFlexible hoursShift work- Job DescriptionADP is hiring a Sales Representative, Major Accounts.Are you ready to control your financial future with unlimited upside... ...sell ADP's suite of solutions (40+ products and services) to executives, and accurately forecast your sales pipeline. ADP is here to...Flexible hours
$130k - $170k
...SaaS product design platform grow in the market You will be part of an international and... ...to close Prospecting and developing new accounts not familiar with Onshape to drive new... ...Coordinating with Marketing and Strategic Account Executives to develop a territory strategy...Full timeWork at officeLocal areaImmediate startFlexible hours$115k - $145k
...Mid-Market Account Executive At Advisor360°, we build technology that transforms how wealth management firms operate, scale, and serve their clients. As a leading SaaS platform in the fintech space, we're trusted by some of the largest independent broker-dealers and...Remote workWork visa3 days per weekAdvisor360
Needham, MA1 day ago$200k - $385k
...strategic and client-focused Cyber Sales Executive (SE) to drive growth within our... ...sector. You will collaborate closely with EY account teams, alliance partners, and Cyber leadership... ...'s presence within accounts. Lead go-to-market activities, sector-based growth...Summer holidayFlexible hoursEY
Boston, MA16 hours ago$62.7k - $124.7k
...ADP is hiring a Sales Representative, Major Accounts. ~ Are you ready to control your financial future with unlimited upside... ...sell ADP's suite of solutions (40+ products and services) to executives, and accurately forecast your sales pipeline. ADP is here to support...Minimum wageTemporary workLocal areaFlexible hoursADP
Boston, MA5 days ago- ...passion, creativity, and drive to answer constantly shifting market challenges and deliver impactful results for our customers.... ...'re growing and we're looking to bring on an experienced SMB Account Executive to drive revenue and hunt new business for Verint, with a focus...Local areaShift work
Verint Systems
Boston, MA4 days ago $55k - $75k
...time analytics uncover hidden patterns, empowering teams to address complex challenges and seize new opportunities. The Mid-Market Account Executive Role The Sales Organization in Qlik is the primary connection to our customers and prospects, focusing on driving revenue...Flexible hoursQlik
Waltham, MA2 days ago- ...into Midmarket clients You have strong executive presence with CISOs, CIOs, COOs, and Boards... ...sales process for high-value, complex Mid-Market clients, from needs analysis through deal... ...decisions. Help develop strategic accounts and partner-led opportunities Position security...Full timeContract workWork experience placementLive inWork at officeLocal areaWorldwide
- We Are: The Accenture Edge Workday Mid-market business is a core growth driver within Accenture, focused on helping Mid-market companies... ...transformations at scale. Role Overview: The Workday Edge Account Executive is a dedicated hunter responsible for driving net-new...Full timeContract workWork experience placementLive inWork at officeLocal area
- Job Title Job description goes here. If there is no job description, just print the job title provided above. Datadog
- ...exceptional people to join our team and build the factory of the future. As our company scales, we are seeking a dedicated Mid-Market Account Executive, CPG to join our growing Sales team of business development, Account Executives, Customer Success, and Go-To-Market....Remote jobFull timeTemporary workLocal areaFlexible hours
$110k - $135k
...patient outcomes. If you want to build something that matters, keep reading.The RoleWe are actively hiring a full-time Mid-Market Account Executive to partner with our growth and marketing team to generate new DSO and Insurance business. As an Account Executive you will...Full time$115k
...careers to see how we empower creators to own their own destiny.Account Executive, Mid-Enterprise @ Klaviyo!Hybrid Role Requirement: Boston, MA (... ...by bringing Klaviyo to customers who are reimagining their marketing tech stack.From first touch to signed agreement, you’ll own...Work at office$115k - $170k
...management. We’ve got serious momentum in the market: more than 30,000 customers (including 10... ...role in generating new business within mid-sized companies across various corporate... ...vision and dental coverageHealth Saving Account (HSA) with annual employer contributions...Full timeWork at officeWork visaRelocation packageFlexible hoursShift work- ...Mid-Market Account Executive We're looking for a Mid-Market Account Executive to help us bring Adaptive to more builders across the country. Over 1000 builders rely on Adaptive to give them real-time financial clarity and help protect their profit margins through better...Contract workWork at officeFlexible hours
Adaptive
Boston, MA1 day ago - ...Account Executive In Market Locations Preferred: Washington, D.C.; Boston, MA; Philadelphia, PA; New York, NY Summary: The Account Executive... ...agencies. This position will initially focus on small to mid-size agencies and clients. Responsibilities include,...Work at officeFlexible hoursNight shift
- ...Senior Account Executive - Mid Market - US Boston, New York Full-time Permanent employee Your Mission We're building Europe's leading workplace intelligence platform. Fresh off our $23M Series B, we're scaling fast and you'll be joining at a truly exciting stage...Permanent employmentFull timeContract workWork at officeWorldwideHome office
$75k - $95k
...Account Executive, Commercial - Mid Market Central / East (Remote Eligible) For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By...Remote jobFull timeTemporary workLocal area
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Mid-Market Account Executive. Be the first to apply!
- marketing representative Boston, MA
- senior marketing coordinator Boston, MA
- senior marketing strategist Boston, MA
- remote marketing consultant Boston, MA
- internet marketing consultant Boston, MA
- marketing coordinator Boston, MA
- marketing consultant Boston, MA
- email marketing specialist Boston, MA
- remote digital marketing consultant Boston, MA
- marketing coordinator part time Boston, MA