Assurity is looking for enthusiastic, driven, and collaborative people to join our team. We’re a company of vibrant and passionate people who work every day to advance our mission of helping people through difficult times – and who truly want to make a difference. As a Certified B Corporation, we have a verified commitment to our people, community, and planet, and we work every day to make the world a better place. Ample opportunities for growth, a thriving culture and coworkers who care as much as you do are just the beginning. Come work with purpose. Learn more: www.assurity.com/careers As a Business Systems Analyst III, you’ll own the relationship between a business area and our engineers, and the value and adoption of a portfolio of AI and automation solutions: running intake and the backlog, leading large and cross-system initiatives, building working proofs of concept with AI agents or n8n, and turning business needs into AI-ready specifications, with decision logic, data definitions, exception handling, and human review steps, that engineers and agents can build from. You carry solutions through user reaction, acceptance, and production, direct AI agents on substantial analysis and testing work, set the verification practices that keep the results trustworthy, and coach teammates to do the same. Assurity’s technology teams use approved AI tools routinely for suitable work and own the quality, security, and correctness of the results. Professional judgment includes choosing when to use AI, checking its output, and using another method when appropriate.
ESSENTIAL FUNCTIONS
35% Own the business area and solution portfolio, and deliver AI-ready specifications, which includes:
- Owning outcomes, priorities, intake, backlog, and business relationships for an assigned business area and several solutions, and settling tradeoffs with sponsors in the room rather than after a specification cycle;
- Leading large and multi-system initiatives that span teams, managing scope, cost, and schedule for on-time and on-budget delivery, and partnering with software engineers on overlapping work, with ownership clarified by your manager;
- Producing implementable, AI-ready specifications with decision logic, data definitions, exception handling, and human-in-the-loop review steps, supported by flow charts, decision tables, and data mappings, translating functional specifications into development requirements, and keeping them current as implementation questions are resolved with engineers and the business;
- Working with business users to document requirements and propose system, AI, or automation solutions, comparing AI, conventional automation, and process change against quality, cost, risk, and user needs, and analyzing the impact of technical difficulties on design; and
- Writing acceptance criteria and confirming completed work directly with the users.
20% Build proofs of concept and direct AI agents, which includes:
- Building working proofs of concept independently with AI agents or n8n, such as business rules, workflow steps, portal pages, and letters, and generating the requirements from them;
- Delegating substantial analysis work to approved agents, such as requirements, decision tables, stories, data mappings, test plans, and validation queries, with clear intent, business context, constraints, and completion criteria refined as new information emerges;
- Confirming AI-produced analysis against business needs and with business users before it is used;
- Identifying automation and AI candidates in your business area, with success measures, and recommending them; and
- Establishing specifications, templates, and context practices that demonstrably improve the team’s work, recording material AI contributions, and following approved tool and data rules.
15% Test, verify, and carry solutions to production, which includes:
- Creating test cases, which can include ad-hoc querying of SQL databases, and evaluation cases; developing and executing test plans, including automated regression tests and testing, and managing the testing, of RESTful APIs, Windows services, and database integrations; analyzing outcomes, resolving differences, and reviewing the test results of others as required;
- Leading UAT for large and cross-system work and carrying solutions through dev, test, stage, and production with evaluation cases, human review steps, and controls verified with engineers, agreeing production ownership before release; and
- Establishing verification strategies and review practices and identifying recurring failure modes.
10% Lead and coach, which includes:
- Serving as lead on small to mid-sized solution teams and maintaining solution integrity;
- Assisting two teammates, or a manager-agreed equivalent, including Business Systems Analyst I and II staff and business users, in the accelerated delivery loop and in directing and verifying agent work, with evidence in their portfolios; and
- Designing and conducting training plans for end-users, and sharing what works as the combined team adopts the accelerated delivery model.
10% Communicate project status and measure outcomes, which includes:
- Estimating and logging time daily, providing project status information to management and end users, composing professional responses to project inquiries, presenting demonstrations of project functionality, and actively participating in meetings; and
- Defining success measures and monitoring with engineers and reporting results honestly.
5% Provide system support and troubleshooting, which includes:
- Serving as an escalation point for the business area’s production issues and supporting systems by reviewing and solving user questions and requests, including on-call rotation.
5% Innovate and develop professionally, which includes:
- Incorporating new industry developments, including AI capabilities, into future Company systems and keeping abreast of developments that could provide solutions to our business goals; and
- Maintaining skills through ongoing training and study, including AI fluency courses.
The list of essential functions is not exhaustive and may be substituted, as necessary.
HOW WE WANT TO WORK
We build to learn. When a user suggests a change, we put a working version in front of them quickly, often within hours, generate the requirements from what we built, let users react, and then harden the same work through dev, test, stage, and production. People who thrive here:
- Act and decide – Make reversible calls immediately and time-box the rest to hours or days, not weeks. Own the decision and keep stakeholders informed. Slow down deliberately for one-way doors: production data changes, real customer or agent communications, money movement, compliance positions, and security boundaries.
- Show, don’t tell – Bring a working example to the conversation instead of a slide or a specification.
- Hold work loosely – Treat a proof of concept as a question for users. Rework or discard it without attachment when they react.
- Own the outcome – Follow a change through to production and real use, watch monitoring and audit logs, and fix what breaks.
- Leave a trail – Keep generated requirements, decision notes, tests, and agent context files current, along with the specifications and context others rely on, so the next person or agent can pick up the work.
These standards apply to all roles. Associates are expected to demonstrate them within the scope of their position, with the level of independence, decision-making authority, and guidance appropriate for their role.
EXPERIENCE AND SKILL REQUIREMENTS
Required capabilities
- 4+ years of business analyst experience, including leading a cross-system initiative.
- Hands-on experience directing AI agents on substantial analysis, documentation, or test-creation work, with sound judgment in validating the output, and a practical understanding of prompting, context, retrieval, tool use, evaluations, and AI failure modes, including the ability to design human review and exception handling.
- Experience owning the relationship, intake, and backlog for a business area, and writing implementable specifications with decision logic, data definitions, exception handling, and human review steps.
- Experience coaching or mentoring analysts or other teammates.
- Experience with Agile development and project management, including Scrum; with MS SQL databases (including SQL for data validation) and Mongo; and the ability to read API contracts and JSON.
- Experience testing, and managing the testing of, RESTful APIs, Windows services, and database integrations, using tools such as Postman, Swagger, BrowserStack, Playwright, or other automated test scripting, and creating and maintaining test suites.
- Experience creating project charters, work summaries, and workflows in Lucid or a similar tool.
- Strong analytical, troubleshooting, planning, facilitation, stakeholder, and decision-making skills, including making and defending decisions with incomplete information, professional written and verbal communication, and organizational skills to manage multiple tasks within the constraints of timelines and budgets, with business acumen.
- Ability to thrive in a fast-paced remote team environment, to learn rapidly and master diverse technologies and techniques, and to learn a business domain quickly from its data, its code, and its users.
- Talent required in values, work intensity, achiever, positivity, resourcefulness, command, relationship-extension, and exactness.
Preferred experience
- Knowledge of Claude, Claude Code, Microsoft CoPilot, or similar agentic tools; n8n; Git and GitHub; Azure DevOps or Jira; ability to read C#, Python or TypeScript.
- Experience identifying automation and AI opportunities and defining success measures; decision tables and business rules, workflow and state-machine design, and human-in-the-loop review design.
- Insurance or financial services experience, such as new business, underwriting, claims, or policy administration.
AI FLUENCY
Directing AI agents is the default way you produce work on this team. You choose another approach when quality, security, or the platform calls for it, and can explain why. You own the correctness, security, and quality of everything you deliver, however it was produced.
- Delegation – Routinely directs agents on substantial analysis, documentation, and validation work, such as requirements, decision tables, user stories, data mappings, test plans, and validation queries, where they suit the task. Choose a sensible division of work between you and the agent, explain significant exceptions, and recover when an agent becomes unproductive.
- Description – Give agents clear intent, business context, constraints, and completion criteria, and improve them as users react and new information emerges. Clarifying questions, prompt revisions, and discovering a genuine requirement gap are normal parts of good work. Establish AI-ready specifications, templates, or context practices that demonstrably improve work across a team, including decision logic, data definitions, exception handling, and human-in-the-loop steps.
- Discernment – Confirm AI-produced analysis, generated requirements, data, and test results against business needs and with business users before they are used. Explain the result and its limit, redirect or stop ineffective work, and own and learn from defects. Establish verification strategies and review practices, identify recurring failure modes, and improve the team’s quality of judgment.
- Diligence – Follow approved tool and data rules independently, protect sensitive data and evidence, record material AI contributions, and raise control gaps promptly.
- Leverage – Apply repeatable AI workflows to recurring analysis and testing work and show a credible benefit in delivery time, clarity, coverage, quality, or reduced effort. Count verification and rework honestly and explain limitations.
EDUCATION AND CERTIFICATION REQUIREMENTS
Bachelor’s degree in a related field or equivalent experience. Relevant technical, analysis, cloud, insurance, or leadership certifications are beneficial; demonstrated capability remains central.
PHYSICAL AND WORK SCHEDULE REQUIREMENTS
This position is remote, with occasional on-site attendance. Travel arrangements and team collaboration hours are communicated for the specific opening. Consistent and reliable attendance is an essential function. Work may exceed 40 hours a week.
- On-call rotation – Participates in a rotating on-call schedule after training, including nights and weekends. While on call, remains reachable and responds promptly to production alerts within defined response times and escalation paths.
- Contain first – While on call, is empowered to take immediate containing actions, such as rolling back a release, pausing outbound communications, parking workflows, or disabling a feature. Fixes forward during business hours unless impact requires otherwise, and records a brief incident note.
- Planned off-hours work – Occasional scheduled evening or weekend work for production deploys, cutovers, data migrations, and go-lives, with advance notice.
Note: We are not currently considering applicants in CA, CO, CT, DC, HI, IL, MA, MD, MN, NV, NJ, NY, RI, VT, WA, for this position.