Paralegal

Swiftly, Inc.; Northern (KY); Remote; USD 90,000 - 120,000; Full time

Benefits offered by this job

Competitive salary

Equity compensation

Medical, Dental and Vision

Retirement plan with employer match

Flexible PTO

Job summary

Swiftly, Inc. is seeking an experienced paralegal to own the day-to-day legal and compliance function, covering contracts, NDAs, licenses, and insurance. This role reports to the CFO and offers collaboration with both the CFO and external counsel.

The ideal candidate shows autonomy, judgment, and ownership while maintaining accuracy across diverse legal tasks. You will manage licenses, entity compliance, insurance programs, and required customer documentation, while building scalable legal

Qualifications

• 5+ years of paralegal and contracts experience, ideally at a technology or SaaS company.
• Hands-on contract experience, including reviewing and redlining NDAs and commercial agreements against a playbook.
• Working knowledge of business license and entity compliance across multiple jurisdictions.
• Familiarity with commercial insurance concepts, certificates of insurance, and contractual insurance requirements.
• Exceptional organization and follow-through: you own the deadline calendar, and nothing quietly expires.

Responsibilities

• Review, redline, and process NDAs, and turn them around fast enough that they never slow a deal down.
• Perform first-pass review of customer agreements, order forms, vendor contracts, amendments, and renewals against our approved positions and playbook using AI skills.
• Flag material deviations and route them to the CFO.
• Prepare and maintain contract templates, fallback language, and the negotiation playbook.
• Keep the contract repository accurate, complete, and searchable.
• Reply to due diligence requests as needed.

Skills

Paralegal experience

Contract review

NDA processing

Playbook governance

Cross-functional communication

Education

Paralegal certificate

Bachelor’s degree or equivalent

Job description

Company Description

Swiftly is on a mission to help cities move more efficiently. We are the leading transit data platform for agencies to share real-time passenger information, manage day-to-day operations, and improve service performance. Today, over 200 transit agencies in 12 countries – including LA Metro, MARTA, SEPTA, and MBTA – rely on Swiftly to improve on-time performance by up to 40% and increase passenger information accuracy by up to 50%. The result is better service reliability, increased ridership, and more efficient transit operations.

Even though Swiftly's HQ office is located in San Francisco, CA, we are open to candidates in most locations across the U.S. as well as Ontario and British Columbia, Canada. At this time we are unable to provide Visa sponsorship.

About the Role

This is the only role at Swiftly dedicated to legal work, which makes it unusually broad and unusually visible. You'll own the day-to-day legal and compliance function end to end: contracts and NDAs, business license renewals, insurance, and the steady stream of documentation our customers require before they'll sign or pay.

This is an individual contributor role reporting to the CFO. You will not be doing this alone or without support. You will have access to both the CFO and outside legal counsel for anything beyond the scope of a paralegal role, and part of what makes this job work is knowing where that line sits.

The ideal candidate manages routine work with confidence and autonomy, but has the judgment to ask for guidance on anything uncertain rather than assume. If you take ownership, embrace variety, and care about accuracy, this role is for you.

What you'll do

Contracts & NDAs

• Review, redline, and process NDAs, and turn them around fast enough that they never slow a deal down.
• Perform first-pass review of customer agreements, order forms, vendor contracts, amendments, and renewals against our approved positions and playbook using AI skills.
• Flag material deviations (indemnification, limitation of liability, IP ownership, data rights, termination, and assignment) and route them to the CFO.
• Prepare and maintain contract templates, fallback language, and the negotiation playbook.
• Keep the contract repository accurate, complete, and searchable.
• Reply to due diligence requests as needed.

Corporate compliance and business licenses

• Own the full business license portfolio: applications, renewals, annual reports, and state registrations across every jurisdiction where we operate.
• Maintain the compliance calendar (using an outside registered agent service) so nothing lapses, and build the tracking that makes deadlines visible well before they're urgent.
• Manage foreign qualifications, registered agent relationships, and good-standing certificates.
• Maintain corporate records and entity documentation, and prepare the corporate housekeeping items that come up in financings, audits, and diligence.
• Coordinate registrations tied to selling into new states or new customer types.

Insurance and risk

• Manage the company's insurance program end to end: general liability, professional liability and E&O, cyber, property, auto, workers' compensation, umbrella, and D&O.
• Own the annual renewal cycle, including applications, underwriting questionnaires, and broker coordination.
• Issue and track certificates of insurance, additional insured endorsements, and waivers of subrogation in response to customer and vendor requirements.
• Compare contractual insurance requirements against actual coverage, and flag gaps before we commit to them.
• Support claims reporting and coordinate with brokers and carriers.

Customer-required documentation

• Own the documentation customers need in order to do business with us: vendor forms, W-9s, supplier registrations, procurement portals, certificates of insurance, and compliance attestations.
• Assemble and submit responses to customer and prospect requests for corporate, insurance, and compliance documentation.
• Support bid, RFP, and procurement submissions with the required legal and administrative attachments, certifications, and signatures.
• Maintain a current library of standard documents so these requests can be answered in hours rather than days.

Legal operations

• Build and improve the systems, workflows, and trackers that make a one-person legal function scale.
• Document processes so the work is repeatable and doesn't live only in your head.
• Provide practical guidance and training to Sales, Finance, and Operations on process, approvals, and what needs review.
• Support adjacent areas as needed: trademark and IP housekeeping, privacy and data protection requests, and subpoena or records requests, escalating to counsel where appropriate.

What will set you up for success

• 5+ years of paralegal and contracts experience, ideally at a technology or SaaS company.
• Hands-on contract experience, including reviewing and redlining NDAs and commercial agreements against a playbook.
• Working knowledge of business license and entity compliance across multiple jurisdictions.
• Familiarity with commercial insurance concepts, certificates of insurance, and contractual insurance requirements.
• Exceptional organization and follow-through: you own the deadline calendar, and nothing quietly expires.
• Sound judgment about scope: you know what you can handle, what needs counsel, and you're comfortable saying so.
• Clear, direct communication with sales reps, executives, customers, and attorneys alike.
• Comfort operating independently in a role with no template and no predecessor to lean on.
• Paralegal certificate, or a bachelor's degree with equivalent practical experience.

Nice to have

• Experience with public sector, government agency, or enterprise procurement processes.
• Exposure to data privacy frameworks or security questionnaires and audit support (SOC 2, GDPR, CCPA).
• Notary commission or willingness to obtain one.

Pay Range

In accordance with pay transparency laws, please see the approximate salary ranges below. These ranges represent the anticipated low and high end of the salary and any on-target earnings (if applicable) for this position.

Actual salaries will vary and are based on a multitude of non-discriminatory factors including final role leveling decisions, a candidate’s relevant work experiences/skills, and geographic location. Salary is one component of Swiftly’s total compensation package, which also includes stock options, competitive benefits, 401(k)/ RRSP matching, a fantastic team and culture, opportunity to have a huge impact, emphasis on professional growth and holistic wellness, and other perks.

• US Salary Range:$90,000 - $120,000 USD

Beyond the Skills

We are looking for candidates who are passionate about mobility, sustainability, or mission-oriented projects that have a significant real-world impact. Ideal candidates encompass the core values of our company:

Team. Together, we are more effective and better supported

Impact. Drive impact for our customers, our company, and all of our teams

Diversity. See differing perspectives as ways to address our weaknesses and find new strengths

Communication. Assume others internally and externally have good intentions

Feedback. We share feedback because we want each other to grow professionally and personally

Growth. Foster personal, professional, and company growth

Benefits

• Competitive salary
• Equity compensation for every employee
• Medical, Dental and Vision
• Retirement with Employer Match
• Flexible Spending Account (FSA)
• Home office setup reimbursement
• Monthly cell/internet reimbursement
• Monthly "Be Well" stipend
• Flexible PTO with a recommended minimum
• Flexible work environment
• 16 paid holidays, including holidays in months without US national holidays
• 12 fully paid weeks of leave for child birth/adoption

Travel note: Swiftly employees can generally expect to travel 1–2 times a year for in-person company or team offsites. As a fully distributed company, we consider these offsites important for cultivating strong relationships across our teams! Attending these in-person is expected and encouraged, although we understand everyone has different personal circumstances and we will consider requests for exceptions. Customer-facing team members and other specific roles may be expected to travel more frequently.

We are an equal opportunity employer - we are committed to a workplace that is as dynamic, diverse, and passionate as the communities we serve.

Because we work with public agencies, we participate in E-Verify.