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Account Executive, Smb

legora

OnSite Chicago
Sales Account Manager Scrum Master

Job Score

100 pts
On-site model (+70) Sales (+10) Account Manager (+10) Scrum Master (+10)

About Us

Legora is redefining how legal work gets done. Not built for lawyers, built with them. We work alongside the world’s best legal teams, who expect excellence, precision, and speed, and we hold ourselves to the same bar.

Our AI-native workspace lets legal professionals move faster, think more clearly, and operate with sharper precision. By analysing thousands of documents in minutes and powering end-to-end workflows, we cut through complexity, teams can focus on what matters: judgment, strategy, and outcomes.

1,000+ customers across 50+ countries trust us, including Cleary Gottlieb, Goodwin, Linklaters, White & Case, Dentons, and Barclays. We’ve scaled to $100M+ in ARR, with teams across Europe, North America and APAC, and continue to expand through acquisitions including Qura, Walter AI and Graceview.

We partner with world-class performers: including Aaron Judge and the New York Yankees, Ludvig Åberg (and his caddie), and campaigns featuring Jude Law.

Joining Legora means three things.

  • We lean in: ownership over titles, outcomes over intentions.

  • We fight for excellence: high standards, direct, ego-free feedback.

  • We grow together: as a team and with our customers.

Mission before ego. Everyone contributes. No one coasts.

If you’re driven by impact, pace, and raising the bar. This is the place.

The Role

As an SMB Account Executive based in Chicago, you will own a mix of inbound and outbound opportunities and run a full-cycle sales process from qualification through close. You’ll work closely with Sales and Marketing to drive pipeline, keep forecasting clean, and help refine our messaging based on what you’re hearing from the market.

What You'll Do

  • Own inbound leads and manage top-of-funnel conversion from qualification to demo to close

  • Own outbound prospecting across email, LinkedIn, phone, and events within your assigned segment

  • Run a tight full sales cycle: discovery, needs assessment, value mapping, and close

  • Nurture early-stage opportunities with high-quality, value-driven follow up

  • Partner with Sales and Marketing to align on campaigns, prioritization, and GTM execution

  • Maintain disciplined pipeline hygiene in Salesforce to support clear forecasting and reporting

  • Surface market insights to improve positioning, messaging, and targeting

  • Support events and campaigns by engaging leads pre and post event to drive outcomes

What You Bring

  • 3 to 4 years in a Sales or Sales Associate role, ideally in SaaS, tech, or financial services

  • SDR or BDR experience is a plus; must be comfortable in a customer-facing role

  • Familiarity with Salesforce, Outreach, and LinkedIn Sales Navigator

  • Strong communication: persuasive, concise, and human in writing and speech

  • Highly organized and comfortable managing multiple outreach streams

  • Curious and motivated with strong prioritization instincts

  • Resilient and coachable: you act fast on feedback and maintain momentum

  • Collaborative and team-first, with strong handoff and cross-functional instincts

What’s In It For You

  • Global collaboration: Partner with teams and clients domestic and internationally.

  • Competitive package: Comprehensive salary, benefits, and tools for success.

  • Meaningful work: Your efforts shape how thousands of lawyers use AI daily.

  • In-person environment: Chicago office designed for ambitious builders.

  • Benefits & Perks: We invest in our people with a comprehensive, thoughtfully designed benefits package:
    Medical, Dental & Vision

    • Multiple medical plan options through Aetna and Kaiser Permanente

    • HSA or Healthcare FSA (based on plan selection)

    • Dental plans via MetLife

    • Vision plans via Vision Care

    Family Support

    • Generous parental leave

    • Free access to Maven Clinic

    • Dependent Care FSA

    • Free One Medical membership for employees and dependents

    Additional Perks

    • Pre-tax commuter benefits

    • Life Insurance + STD/LTD

    • 401(K) with generous company match

    • Unlimited PTO

    • Robust voluntary benefits, including identity protection (via Aura), legal coverage via MetLife, pet savings programs, and more

Legora is an Equal Opportunity Employer

At Legora, we believe great teams are built on diversity of thought and experience. We’re proud to be an equal opportunity employer and committed to creating an inclusive, high-performance culture where everyone can do their best work. We welcome people of all backgrounds and don’t discriminate based on race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, disability, veteran status, or any other characteristic protected by law.

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About Sales

The Sales area is responsible for generating revenue and expanding the customer base. B2B and B2C sales professionals are fundamental for sustainable growth of any organization.

Key skills include prospecting, negotiation, CRM (Salesforce, HubSpot), sales enablement, and value consulting. The consultative and data-driven approach is increasingly valued.

Consultative sellers and senior Sales Managers have very high earning potential, with OTE (On-Target Earnings) that can exceed monthly salaries in technology companies.

About Account Manager

The Account Manager is the professional responsible for managing and expanding the relationship with clients after the sale. They act as a strategic partner, ensuring satisfaction, retention, and account growth, connecting client needs with company solutions.

Key skills include relationship management, negotiation, upsell and cross-sell, contract renewal, account planning, business reviews, metrics analysis (NPS, churn, LTV), and CRM knowledge (Salesforce, HubSpot). Communication, empathy, and business vision are fundamental differentiators.

Account Managers in technology and SaaS companies are highly valued, especially those who can increase recurring revenue (MRR/ARR) through account expansion and churn prevention. The field offers opportunities from account executive to director of accounts, with a focus on strategic relationship, revenue growth, and customer success.

About Scrum Master

The Scrum Master is the professional responsible for facilitating the adoption of Scrum and agile practices within development teams. They act as servant leaders, removing impediments, promoting continuous improvement, and ensuring Scrum events and ceremonies happen in the best possible way.

Key skills include event facilitation (sprint planning, daily, review, retrospective), backlog management, team coaching, conflict resolution, and agile metrics (velocity, burndown, cycle time). Knowledge of Jira, Trello, Azure DevOps, and frameworks like Kanban, XP, and SAFe is a differentiator.

Scrum Masters in technology companies are highly valued, especially those who can promote team autonomy, create psychologically safe environments, and lead agile transformations at scale. The field offers opportunities from junior scrum master to agile coach, head of agile, and director of agile transformation.

Discover Other Areas

Understand the scope of work, key skills, and tools used in different career areas.

About Ecommerce Analyst

The Ecommerce Analyst is the professional responsible for analyzing online sales data, buyer behavior, and virtual store performance to guide strategic decisions. They combine data analysis with ecommerce knowledge to optimize conversion, average order value, and return on investment.

Key skills include Google Analytics (GA4), Hotjar, conversion funnel analysis, cohort analysis, customer segmentation, pricing analysis, and ecommerce metrics (CAC, CLV, AOV, conversion rate). Knowledge of SQL, Power BI, Google Tag Manager, and platforms like Shopify and VTEX is a differentiator.

Ecommerce Analysts in technology companies are highly valued, especially those who can turn buyer behavior data into actionable insights to increase revenue and reduce cart abandonment. The field offers opportunities from junior analyst to ecommerce analytics manager.

About Systems Analyst

The Systems Analyst is the professional responsible for analyzing, designing, and implementing technology solutions that meet business needs. They act as a bridge between business areas and the development team, ensuring that systems deliver real value to the organization.

Key skills include requirements gathering and analysis, process modeling (BPMN), data modeling, technical and functional documentation, system integration (APIs, microservices), and knowledge of ERPs and CRMs. Tools like Jira, Confluence, Visio, and project management platforms are essential.

Systems Analysts in technology companies are highly valued, especially those who master agile requirements analysis (user stories, backlog), system integration, and solution architecture. The field offers opportunities from junior analyst to solution architect, with a focus on efficiency, quality, and technological innovation.

About Project Management

Project Management is essential to ensure strategic initiatives are delivered on time, within scope, and with quality. PM professionals coordinate teams, manage risks, and communicate with stakeholders.

Key methodologies include PMBOK, PRINCE2, Scrum, and Kanban. Tools like Jira, Asana, Monday, and MS Project are widely used in daily work.

Certifications like PMP and PgMP are important differentiators in the market, with growing demand in technology and consulting companies.

About Content Writer

The Content Writer is the professional responsible for creating quality written content for websites, blogs, social media, and other digital platforms. They combine writing skills with content strategy and SEO to attract, engage, and convert audiences.

Key skills include blog content creation, landing pages, newsletters, social media content, keyword research, content strategy, editorial calendar, and SEO writing. Knowledge of WordPress, Surfer SEO, Ahrefs, and analytics tools is a differentiator.

Content Writers in technology companies are highly valued, especially those who can create accessible technical content, evergreen content, and content that generates organic traffic. The field offers opportunities from junior content writer to head of content, with a focus on quality, strategy, and content performance.

About Office Suite

Proficiency in Office Suite is an essential skill for professionals across various areas. Microsoft Excel, Word, PowerPoint, and Outlook are fundamental tools in the corporate day-to-day, while Google Workspace and other collaborative solutions are gaining increasing space.

Key skills include advanced Excel (formulas, pivot tables, Power Query, VBA/Macros), Word (formatting, mail merge, styles), PowerPoint (presentation design, animations), Outlook (email and calendar management), and collaborative tools like Google Sheets, Notion, and Airtable.

Professionals with advanced Office Suite proficiency are valued in administrative, financial, data, and operational areas. Microsoft Office Specialist (MOS) certifications are important differentiators. The combination of advanced Excel with data analysis skills is one of the most in-demand competencies in the market.

Career Guides

Technology Career Guide

Planning, skills, interviews, and professional growth in IT, Data Science, DevOps, and Product.

Read full guide →

Design Career Guide

UX/UI, Graphic Design, Product Design. Portfolio, tools, interviews, and growth in the Design field.

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Marketing Career Guide

SEO, Paid Media, Growth, Content Marketing. Certifications, tools, and strategies to grow in Digital Marketing.

Read full guide →

Finance Career Guide

Financial market, investments, corporate finance, certifications, and strategies to grow in the financial field.

Read full guide →

Communication Career Guide

Journalism, PR, Corporate Communication, Content Marketing, and Multimedia Production.

Read full guide →

Administration Career Guide

Business Management, HR, Logistics, Consulting, Project Management, and Entrepreneurship.

Read full guide →

Data Career Guide

Data Science, Data Engineering, BI, Machine Learning, and AI. From training to the job market.

Read full guide →

Product Career Guide

Product Management, Product Ownership, Agile, Scrum, and OKRs. From strategy to execution.

Read full guide →

Tech & Remote Glossary

Stop getting lost in interviews and job descriptions

The job market, especially within tech and global companies, has developed its own dialect. Not understanding these acronyms can make you lose valuable opportunities or poorly negotiate your contract. To end this problem, we created the Definitive Glossary for the Remote Professional.

🏢 Work Models & Routine

Async (Asynchronous Work)
A communication model where responses don't need to be immediate. Instead of back-to-back meetings, the team relies on well-structured documents, threads, and messages. It's the gold standard for global companies spanning multiple time zones.
Sync (Synchronous Work)
The opposite of Async. It requires the team to be online and available at the same time for meetings, live chats, and real-time collaboration.
Daily / Stand-up
A quick daily meeting (usually 15 minutes) common in Agile (Scrum) methodologies. The team answers three questions: What did I do yesterday? What will I do today? Are there any blockers?
All-Hands / Town Hall
A company-wide meeting involving all employees. Usually led by the founders (C-Levels) to present results, new goals, and answer team questions.
1:1 (One-on-One)
A recurring individual meeting between a professional and their direct manager. It is used for career alignment, feedback, and problem-solving, not just for project status updates.

💰 Contracts, Benefits & Compensation

PTO (Paid Time Off)
Instead of strict, categorized leave policies, modern US companies usually offer a flexible pool of days (e.g., 20 days of PTO, or even "Unlimited PTO") that you can use for vacations, sick days, or personal matters, while receiving your regular compensation.
Equity / Stock Options
Company ownership. The startup offers you the right to buy shares at a heavily discounted strike price in the future. If the company grows, goes public, or is acquired, these shares can be highly lucrative.
Vesting (Vesting Schedule)
The rule that controls your Equity. It usually lasts 4 years. You don't get all the shares on day one; you "earn" them gradually as you stay with the company. A "1-year Cliff" means you must stay for at least one year to receive your first batch of shares.
RSUs (Restricted Stock Units)
Unlike Stock Options (where you have the right to buy the stock), RSUs are actual shares the company grants you as a bonus or part of your compensation package, following a strict Vesting schedule.
Independent Contractor (1099 / B2B)
The most common international hiring model for global talent working for US companies. You act as a service provider (business-to-business), receiving the gross salary (often six-figure compensation) without standard local payroll tax deductions at the source.

🤖 Recruitment & Hiring Process

ATS (Applicant Tracking System)
The "robot" that reads your resume. Software like Greenhouse, Ashby, and Workday are used to filter candidates by keywords before a human even looks at the document. (Pro tip: this is why your resume must be clean, semantic, and have the right keywords).
JD (Job Description)
The document that lists the responsibilities, technical requirements, and benefits of the open position.
Cultural Fit
The interview stage that evaluates if your core values, communication style, and worldview align with the company's culture. This is the ultimate test of your Soft Skills.
Onboarding
The integration process. It's the period of your first few weeks at the company, where you get your access credentials, learn about the culture, study the internal documentation, and understand how the product works.

🚀 How to use this to your advantage?

The secret isn't just knowing what these acronyms mean, but using them actively. If during an interview for a premium tech role you ask, "How does your PTO policy and Vesting schedule work?", the recruiter will immediately perceive you as a high-level professional, familiar with the global market standards.

The remote job market requires preparation. And having the right vocabulary is the first big step to securing six-figure proposals and standing out among thousands of applicants.

Expert Tip

The Current State of the Cloud & DevOps Market

By Mondywork | The ultimate guide for tech professionals looking to level up their careers, land global remote roles, and master modern infrastructure.

The End of the "SysAdmin" and the Rise of Platform Engineering

If you've been tracking the most sought-after roles at startups and Fortune 500 companies, you've probably noticed a drastic shift. The Cloud Computing and DevOps market is no longer just about "keeping the app online." Today, companies demand extreme resilience, automation, and cost optimization (the famous FinOps).

DevOps culture has evolved. We are now in the era of Platform Engineering, where infrastructure teams build internal platforms to grant developers full autonomy (Self-Service). For those aiming for global remote roles with six-figure compensation, understanding this transition isn't just a plus—it's a strict requirement.

"Elite DevOps teams deploy code 973 times more frequently and boast a Mean Time To Recovery (MTTR) that is 6,570 times faster than low-performing teams."

— State of DevOps Report (DORA / Google Cloud)

What Do Recruiters and ATS Systems Really Look For?

Automated filters (ATS platforms like Greenhouse, Ashby, and Workday) are hardwired to scan for a very specific set of skills in Cloud/DevOps resumes. Simply listing 20 tools won't cut it anymore; you must demonstrate culture and real-world impact.

  • Infrastructure as Code (IaC): Forget clicking around the AWS console. Declarative tools like Terraform, Pulumi, and Ansible are the true industry standards.
  • Container Orchestration: Mastery of Docker and, above all, Kubernetes (K8s) is practically mandatory for premium roles.
  • CI/CD Culture: Building automated pipelines (GitHub Actions, GitLab CI, ArgoCD) that guarantee continuous and secure deployments.
  • Cloud Providers and Architecture: Proficiency in at least one major public cloud provider (AWS, Google Cloud, or Microsoft Azure), with a strong focus on Serverless, microservices, and system resilience.

How to Transition: The Roadmap to Success

Many Back-End developers, support analysts, and network professionals want to pivot to Cloud and DevOps. If that's your goal, follow this market-validated roadmap:

  1. Master the Basics (Linux and Networking): Modern DevOps runs on Linux. Understanding permissions, processes, bash scripting, and the fundamentals of TCP/IP, DNS, and Load Balancers is your foundation.
  2. Learn to Code: A DevOps engineer doesn't need to be a Senior Developer, but you must know how to automate tasks. Python and Go (Golang) are currently the most highly valued languages in this ecosystem.
  3. Are Certifications Worth It? Yes, especially to get past the initial HR screening. Certifications like the AWS Certified Solutions Architect – Associate or the CKA (Certified Kubernetes Administrator) carry massive weight in the global market.
  4. Build a Real Portfolio: Publish a project on GitHub where you provision infrastructure via Terraform, set up a CI/CD pipeline using GitHub Actions, and deploy a simple app to a Kubernetes cluster. Practical projects always beat theoretical resumes.

Essential References and Study Links

To stay up-to-date, we highly recommend following official organizations and annual market reports:


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