Mid-Market/Enterprise Account Executive
About the role
As an Account Executive at LegalOn, you will be responsible for driving new business and expansion opportunities with mid-market and enterprise corporate legal departments. You will own the sales cycle from pipeline creation through close, working with General Counsel and legal operations leaders to understand their challenges and show how LegalOn can help them move faster, reduce cost, improve quality, and accomplish more.
As part of our US sales team, you will have the chance to work with sophisticated buyers, represent a category-leading product, shape our go-to-market approach, and grow your career based on performance, capacity, and desire to take on more.
This is not only a closing role. It is a market-building AE role for someone who wants ownership, accountability, and meaningful upside.
What you'll do
Build, manage, and advance a strong pipeline of mid-market and enterprise corporate accounts
Own the full sales cycle from prospecting and discovery through demo, trial, procurement, close, and expansion
Sell deals ranging from $20k to $100k+ with sales cycles ranging from weeks to months
Develop trusted relationships with legal and business stakeholders, including General Counsel, legal operations leaders, VPs, and C-level executives
Run strong discovery to uncover pain points, business priorities, buying dynamics, and success criteria
Deliver tailored product demonstrations and trial experiences that connect LegalOn’s capabilities to each customer’s needs
Partner with our legal engineering team to support technical, legal, workflow, and use-case-specific conversations
Collaborate with marketing and business development teams to create and execute pipeline-generation strategies
Navigate multi-stakeholder sales processes, including trials, RFPs, procurement, legal review, and infosec
Represent LegalOn at industry events, conferences, trade shows, seminars, and local customer/prospect events
Help us improve our US sales playbook by sharing market feedback, buyer objections, competitive insights, and repeatable patterns
Qualifications
Proven track record selling advanced software to mid-market or enterprise corporate customers
Experience owning end-to-end sales cycles with multiple stakeholders
Strong discovery, qualification, and account strategy skills
Ability to communicate clearly and persuasively in writing, live conversations, and executive-facing presentations
Experience managing trials, pilots, procurement processes, RFPs, and/or infosec reviews
Strong work ethic, self-motivation, and ability to operate independently
Comfort working in a fast-changing market where messaging, process, and buyer expectations continue to evolve
Enthusiasm for business development and showing up to meet customers and prospects
Disciplined pipeline management, follow-up, forecasting, and deal execution
Strongly preferred:
4+ years of experience as an Account Executive in legal technology, legal-adjacent software, enterprise SaaS, or another complex B2B software category
Experience selling to legal departments, legal operations teams, attorneys, General Counsel
Familiarity with contract workflows, in-house legal work, contract lifecycle management, or AI software
Experience in a high-growth company where the go-to-market motion evolves
Compensation and benefits
This is a full-time, quota-carrying position.
Compensation includes base salary plus commission and/or performance-based bonus, with final structure and level based on experience.
Benefits include
Health insurance
Dental insurance
Vision insurance
401(k)
Location and working environment
LegalOn offers a flexible working environment. Remote or hybrid working arrangements may be available depending on location, with a preference for candidates who can effectively participate in customer, prospect, team, and industry events as needed.
Candidates based in or near San Francisco may have additional opportunities for in-person collaboration and local market development.
Apply To This Job
As an Account Executive at LegalOn, you will be responsible for driving new business and expansion opportunities with mid-market and enterprise corporate legal departments. You will own the sales cycle from pipeline creation through close, working with General Counsel and legal operations leaders to understand their challenges and show how LegalOn can help them move faster, reduce cost, improve quality, and accomplish more.
As part of our US sales team, you will have the chance to work with sophisticated buyers, represent a category-leading product, shape our go-to-market approach, and grow your career based on performance, capacity, and desire to take on more.
This is not only a closing role. It is a market-building AE role for someone who wants ownership, accountability, and meaningful upside.
What you'll do
Build, manage, and advance a strong pipeline of mid-market and enterprise corporate accounts
Own the full sales cycle from prospecting and discovery through demo, trial, procurement, close, and expansion
Sell deals ranging from $20k to $100k+ with sales cycles ranging from weeks to months
Develop trusted relationships with legal and business stakeholders, including General Counsel, legal operations leaders, VPs, and C-level executives
Run strong discovery to uncover pain points, business priorities, buying dynamics, and success criteria
Deliver tailored product demonstrations and trial experiences that connect LegalOn’s capabilities to each customer’s needs
Partner with our legal engineering team to support technical, legal, workflow, and use-case-specific conversations
Collaborate with marketing and business development teams to create and execute pipeline-generation strategies
Navigate multi-stakeholder sales processes, including trials, RFPs, procurement, legal review, and infosec
Represent LegalOn at industry events, conferences, trade shows, seminars, and local customer/prospect events
Help us improve our US sales playbook by sharing market feedback, buyer objections, competitive insights, and repeatable patterns
Qualifications
Proven track record selling advanced software to mid-market or enterprise corporate customers
Experience owning end-to-end sales cycles with multiple stakeholders
Strong discovery, qualification, and account strategy skills
Ability to communicate clearly and persuasively in writing, live conversations, and executive-facing presentations
Experience managing trials, pilots, procurement processes, RFPs, and/or infosec reviews
Strong work ethic, self-motivation, and ability to operate independently
Comfort working in a fast-changing market where messaging, process, and buyer expectations continue to evolve
Enthusiasm for business development and showing up to meet customers and prospects
Disciplined pipeline management, follow-up, forecasting, and deal execution
Strongly preferred:
4+ years of experience as an Account Executive in legal technology, legal-adjacent software, enterprise SaaS, or another complex B2B software category
Experience selling to legal departments, legal operations teams, attorneys, General Counsel
Familiarity with contract workflows, in-house legal work, contract lifecycle management, or AI software
Experience in a high-growth company where the go-to-market motion evolves
Compensation and benefits
This is a full-time, quota-carrying position.
Compensation includes base salary plus commission and/or performance-based bonus, with final structure and level based on experience.
Benefits include
Health insurance
Dental insurance
Vision insurance
401(k)
Location and working environment
LegalOn offers a flexible working environment. Remote or hybrid working arrangements may be available depending on location, with a preference for candidates who can effectively participate in customer, prospect, team, and industry events as needed.
Candidates based in or near San Francisco may have additional opportunities for in-person collaboration and local market development.
Apply To This Job