account executive, smb - remote/midwest or east coast

clinical sales enablement manager (remote)

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account executive, smb - remote/midwest or east coast Jobs in Chicago

booking agent | fully remote Jobs in Chicago

booking agent | fully remote

clinical sales enablement manager (remote) Jobs in Chicago

continuous care coach (remote - work from home coa) Jobs in Chicago

controller (remote)

controller remote

zesty.ai

<div><h1 class="jobSectionHeader">Controller</h1>

Location: Remote (US) 
Reports to: Chief Financial Officer
<h2 class="jobSectionHeader">
About ZestyAI</h2>

ZestyAI is the leading property and climate risk analytics platform for the P&amp;C insurance industry. Our AI-powered models provide property-level insights into the risks that drive the majority of losses, including wildfire, hail, and water damage. Using proprietary data from aerial imagery, property characteristics, permits, and environmental signals, we help insurers price accurately, underwrite smarter, and reduce losses &ndash; creating a stronger and more resilient insurance market. As climate events grow more frequent and complex, legacy models can no longer keep pace. ZestyAI replaces outdated assumptions with dynamic, property-specific intelligence. Our next wave of innovation leverages agentic and generative AI to accelerate decision-making across the insurance value chain.
<h2 class="jobSectionHeader">
The Opportunity</h2>

We are hiring a Controller to build and lead a modern, automation-first accounting function at a rapidly growing AI company.

This is a rare opportunity to design the financial control environment of an AI-native platform company from the ground up.

We are intentionally building a flat, highly capable finance team where senior leaders operate as high-impact individual contributors and leverage automation, outsourced partners, and AI agents to maximize efficiency. You will work directly with the CFO to:
<ul>
<li>Professionalize accounting policies and monthly close process</li>
<li>Design scalable accounting processes and infrastructure</li>
<li>Implement scale-appropriate financial controls</li>
<li>Drive automation across close, reporting, and compliance</li>
<li>Build a finance function that scales to $100M+ without unnecessary headcount</li>
</ul>
If you are a technically strong Controller who is curious, self-directed, and already experimenting with AI in your current finance workflows, this role puts you at the forefront of how AI reshapes accounting. You will not be constrained by legacy systems or bureaucracy. You will be empowered to build.
<h1 class="jobSectionHeader">
What You'll Do</h1>
<h2 class="jobSectionHeader">Own the Accounting Function</h2>
<ul><li>Lead the monthly, quarterly, and annual multi-entity close process; produce accurate consolidated GAAP financial statements (P&amp;L, Balance Sheet, Cash Flow)</li>
<li>Managing outsourced bookkeeping</li>
<li>Develop accounting policies, SOPs, and internal controls</li>
<li>Manage/oversee AP, AR, payroll accounting, reconciliations</li>
<li>Maintain reconciliations, schedules, and documentation at audit-ready standards</li>
</ul><h2 class="jobSectionHeader">Revenue &amp; Contract Accounting</h2>
<ul><li>Own revenue recognition policy and execution (including complex data licensing and multi-element contracts)</li>
<li>Partner with Go-To-Market and Legal to ensure contract structures align with accounting treatment</li>
<li>Maintain deferred revenue schedules and ensure billing, collections, and reporting are clean and reconciled</li>
</ul><h2 class="jobSectionHeader">Controls, Risk &amp; Audit</h2>
<ul><li>Design and implement scalable internal controls</li>
<li>Prepare the company for financial audits and future diligence</li>
<li>Partner cross-functionally to ensure control maturity aligns with growth</li>
<li>Build documentation and workflows that support compliance and enterprise customer requirements</li>
</ul><h2 class="jobSectionHeader">Automation &amp; AI-Driven Finance</h2>
<ul><li>Lead the accounting systems roadmap (ERP, close tools, bill pay, spend management)</li>
<li>Leverage automation to reduce manual journal entries and reconciliation work</li>
<li>Identify and implement AI agents or workflows to assist with:</li>
<li><ul><li>Reconciliations</li>
<li>Contract review</li>
<li>Close checklists</li>
<li>Policy drafting</li>
<li>Variance analysis</li>
</ul></li><li>Establish an &quot;automation-first&quot; mindset across the finance function</li>
</ul>
You will have wide latitude to test, implement, and scale AI tooling inside finance.
<h2 class="jobSectionHeader">
Vendor &amp; Outsourced Partner Oversight</h2>
<ul><li>Manage outsourced bookkeeping, tax, payroll, and other accounting support</li>
<li>Establish clear service standards and quality expectations</li>
<li>Ensure outsourced workflows integrate seamlessly with internal systems</li>
</ul><h2 class="jobSectionHeader">Cash &amp; Financial Discipline</h2>
<ul><li>Oversee AP/AR workflows and improve billing and collections rigor</li>
<li>Strengthen working capital management</li>
<li>Support cash forecasting accuracy through clean accounting data</li>
</ul><h1 class="jobSectionHeader">What We're Looking For</h1>
<ul><li>7+ years of progressive accounting experience</li>
<li>Strong US GAAP foundation including CPA and audit experience (either auditor-side or company-side)</li>
<li>Experience in high growth recurring revenue software startup</li>
<li>Experience managing revenue with enterprise contracts</li>
<li>Familiarity with enterprise sales commission plans</li>
<li>Proven experience operating in a lean or growth-stage environment</li>
<li>Experience managing audits and building documentation discipline</li>
<li>Demonstrated ability to improve processes and implement systems</li>
</ul><h2 class="jobSectionHeader">Bonus Points For</h2>
<ul><li>Experience in Insurtech, fintech, data platforms, or AI-driven companies</li>
<li>ERP implementation experience</li>
<li>Hands-on experimentation with AI tools in accounting workflows</li>
<li>Clear examples of automation initiatives you have personally driven</li>
</ul><h1 class="jobSectionHeader">Who You Are</h1>
<ul><li>Curious and self-directed</li>
<li>Comfortable building in ambiguity</li>
<li>Energized by improving systems rather than maintaining legacy processes</li>
<li>Highly accountable and detail-oriented</li>
<li>Excited by AI's role in reshaping finance operations</li>
<li>Motivated by impact and ownership, not title hierarchy</li>
</ul>
You've likely already found ways to use AI in reconciliations, policy writing, close management, or analysis &mdash; and you're eager to go further.
<h1 class="jobSectionHeader">
Why Join ZestyAI</h1>
<ul><li>Join a recognized AI and Insurtech leader reshaping risk analytics</li>
<li>Work directly with executive leadership in a high-impact role</li>
<li>Build a modern accounting function designed for scale</li>
<li>Operate in a flat team with significant ownership</li>
<li>Be at the forefront of AI adoption in finance operations</li>
</ul>
This is a career-defining opportunity for a Controller who wants to build &mdash; not just maintain.</div>

Controller (Remote)

Alignerr

<div>
 
 About The Project
 
 
 
 We&rsquo;re building next-generation AI systems for aviation and autonomous flight. To do that, we need high-quality transcriptions of real Air Traffic Control (ATC) and pilot communications.
 
 
 
 This is not generic transcription.
 
 
 
 <ul>
 <li>
 Organization: Alignerr (Powered by Labelbox)
 </li>
 <li>
 Position: Aviation Communications Transcriber (ATC)
 </li>
 <li>
 Location: Remote
 </li>
 <li>
 Type: Hourly / Task-based Contract
 </li>
 <li>
 Compensation: $20-30 /hour
 </li>
 <li>
 Commitment: 10-40 hours/week
 
 
 </li>
 </ul>
 
 This Project Requires
 
 
 
 <ul>
 <li>
 Understanding aviation phraseology
 </li>
 <li>
 Accurately capturing fast, noisy, real-world radio communications
 </li>
 <li>
 Extreme attention to detail
 
 
 </li>
 </ul>
 Your work will directly help improve AI systems used in aviation safety and autonomy.
 
 
 
 What You&rsquo;ll Do
 
 
 
 <ul>
 <li>
 Transcribe real-world Air Traffic Control (ATC) &harr; pilot audio recordings
 </li>
 <li>
 Carefully label speakers, callsigns, instructions, and responses
 </li>
 <li>
 Correctly capture aviation terminology, abbreviations, and phraseology
 </li>
 <li>
 Work on task-based assignments at your own pace
 </li>
 <li>
 Meet quality and accuracy standards (this is critical)
 
 
 </li>
 </ul>
 
 Who This Is For
 
 
 
 This is ideal if you are:
 
 
 <ul>
 <li>
 A pilot, student pilot, Air Traffic Controller (ATC), or aviation professional
 </li>
 <li>
 An aviation enthusiast who regularly listens to ATC
 </li>
 <li>
 Someone who understands aviation radio communications and phraseology
 </li>
 <li>
 Extremely detail-oriented and patient with audio work
 
 
 </li>
 </ul>
 You do not need to be a professional transcriptionist &mdash; but you do need to understand aviation comms.
 
 
 
 Compensation
 
 
 
 <ul>
 <li>
 Paid per task / per hour equivalent (based on speed and quality)
 </li>
 <li>
 High-quality contributors get priority access to more work
 </li>
 <li>
 Top performers can earn very strong effective hourly rates
 
 
 </li>
 </ul>
 
 Why Join Us
 
 
 
 <ul>
 <li>
 Competitive pay and flexible remote work.
 </li>
 <li>
 Lead a team working on cutting-edge AI projects.
 </li>
 <li>
 Exposure to advanced LLMs and how they&rsquo;re trained.
 </li>
 <li>
 Freelance perks: autonomy, flexibility, and global collaboration.
 </li>
 <li>
 Potential for contract extension.
 
 
 </li>
 </ul>
 
 Application Process (Takes 10-15 min)
 
 
 
 <ul>
 <li>
 Submit your resume
 </li>
 <li>
 Complete a short screening
 </li>
 <li>
 Project matching and onboarding
 
 
 </li>
 </ul>
 
 PS: Our team reviews applications daily. Please complete your AI interview and application steps to be considered for this opportunity.
 
</div>

Aviation Communications Transcriber (ATC)

Midwest Refuah Health Center

Job Title: FinancialControllerDepartment: FinanceStatus: Full-Time ExemptLocation: Midwest Refuah Health Center - 6374 North Lincoln Ave Chicago Illinois 60659Reports To: CEOCompensation: $100K &ndash; $120K (DOE)A growing and dynamic health center is looking for a Financial Controller to play a crucial role in the day-to-day operations of the Midwest Refuah Health Center&rsquo;s finance team. You will ensure that the organization receives relevant, timely, and accurate financial data, maintain robust internal controls, prepare budget information, and provide variance analyses to help us function at our best.Duties and Responsibilities:<ul><li>Assist us in achieving our Federally Qualified Health Care (FQHC) status.</li><li>Assist in the development and implementation of financial policies and procedures to ensure accurate and timely financial reporting.</li><li>Manage the organization's financial accounting systems, including general ledger, accounts payable, accounts receivable, and payroll.</li></ul>&middot; Oversee the organization&rsquo;s financial accounting systems and functions maintaining strong internal controls &ndash; resulting in a clean annual audit, in full compliance with generally accepted accounting principles (GAAP).&middot; Ensure compliance with HRSA accreditations and all other applicable Federally Qualified Health Center (FQHC) and all federal regulations.<ul><li>Monitor cash flow, review financial statements, and prepare financial reports for senior management, the board of directors, and external stakeholders.</li><li>Collaborate with the CEO and CFO to develop annual budgets and forecasts, providing guidance and support to department heads throughout the process.</li></ul>&middot; Prepare necessary regulatory cost reporting and keep current with rules, regulations, and reporting requirements for federal, state, and grant funders.&middot; Coordinate standards and integrate financial performance measures for clinic operations.&middot; Oversee financial tracking system, coordinated with our EHR and billing systems, to properly track revenue cycle management and patient revenue with the finance team.&middot; Oversee the finance systems: accounting, payroll, account payable, accounts receivable, and patient financial services monitoring expenditures.&middot; Supervise billing and collections function for all services rendered to patients.&middot; Provide supervision and execution in the preparation and posting of entries to the general ledger, accounts payable ledger, accounts receivable ledger and payroll.&middot; Monitor cash flow on a continual basis, prepare bank reconciliations, audit cash receipts and accounts receivable/payable.&middot; Prepare the operational financial and management reports on a monthly, quarterly, and annual basis.&middot; Prepare financial, regulatory, cost reimbursement, and special reports as required by government agencies and private third-party agencies.<ul><li>Analyze and interpret government regulations specific to the health care industry, FQHCs and look-alikes.</li></ul>Qualifications:<ul><li>Minimum five years&rsquo; experience in a financial leadership position in a public/private/nonprofit environment and experience as a member of senior management teams with excellent supervisory and coaching skills, and strong, facilitative leadership skills.</li><li>Three years or more of health care accounting experience with a Federally Qualified Health Center or health care center of at least 50 employees is required.</li><li>Bachelor&rsquo;s degree in finance or equivalent experience. CPA preferred.</li><li>eClinicalWorks experience</li><li>QuickBooks experience</li><li>Knowledge of governmental cost principles, budgetary and reporting requirements, and auditing standards. Specific knowledge of not-for- profit accounting principles.</li><li>Demonstrated financial leadership experience in a FQHC setting with strong analytical skills and experience working with and presenting to the Board of Directors.</li><li>High personal and professional integrity.</li><li>Experience and ability to work independently, as well as with and across all levels of management and line staff, and to influence and collaborate in a diverse and cross‐functional workplace.</li><li>Excellent attention to detail, ability to communicate effectively and manage multiple deadlines and priorities.</li></ul>Preferred Qualifications:&middot; eClinicalworks experience&middot; FQHC experienceMidwest Refuah Health Center is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, ethnicity, religion, sexual orientation, veteran status, national origin, pregnancy or related conditions, or disability. While performing the duties of this job, the employee is regularly required to talk or hear, sit, use hands, reach with hands and arms, stand, walk, walk up and down stairs, lift and/or move up to 25 pounds.Pay: $100,000.00 - $120,000.00 per yearBenefits:<ul><li>401(k)</li><li>Dental insurance</li><li>Disability insurance</li><li>Employee assistance program</li><li>Flexible schedule</li><li>Flexible spending account</li><li>Health insurance</li><li>Health savings account</li><li>Life insurance</li><li>Paid time off</li><li>Tuition reimbursement</li><li>Vision insurance</li></ul>Work Location: In person

Financial Controller

Careers In Travel | Destination Planners

<div>
 
 Job Overview
 
 
 
 Destination Knot is seeking a detail-oriented
 
 Remote Reservation Support Specialist
 
 to assist with client reservation requests and provide administrative support related to booking and scheduling services. This is a remote support role focused on customer service, coordination, and accurate data handling within a reservations environment.
 
 
 This position is ideal for individuals who are organized, professional, and comfortable working independently in a remote setting.
 
 
 
 Key Responsibilities
 
 
 
 Assist with reservation and scheduling requests submitted by clients
 
 
 Support booking coordination across various service categories, including accommodations and related services
 
 
 Maintain accurate client records and reservation details in internal systems
 
 
 Communicate professionally with clients via email, phone, or messaging platforms
 
 
 Provide general customer service support and follow established processes
 
 
 Review confirmations and documentation for accuracy and completeness
 
 
 Collaborate with internal teams to ensure a smooth client experience
 
 
 
 Qualifications
 
 
 
 Strong written and verbal communication skills
 
 
 Excellent attention to detail and organizational abilities
 
 
 Comfortable using online systems, email, and basic digital tools
 
 
 Ability to manage multiple tasks while meeting deadlines
 
 
 
 Customer Service Or Administrative Support Experience Preferred
 
 
 
 Reliable internet access and ability to work remotely
 
 
 
 Work Environment
 
 
 
 Fully remote position
 
 
 Flexible scheduling options may be available
 
 
 Supportive, structured team environment
 
 
 We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
</div>

Remote Reservation Support Specialist

lylu.wear

<div>
 Lylu Wear is hiring a
 
 Customer Support Representative (Remote)
 
 to support our
 
 Distribution Department
 
 in Chicago. This role focuses on order-related assistance and customer communication across our supply and delivery flow. Remote position.
 
 Applications are accepted from Illinois residents only.
 
 
 
 
 Duties:
 
 
 
 <ul>
 <li>
 Respond to customer inquiries about orders and deliveries
 </li>
 <li>
 Coordinate with distribution and warehouse teams
 </li>
 <li>
 Track shipments and resolve delivery issues
 </li>
 <li>
 Update order status in internal systems
 </li>
 <li>
 Ensure clear and timely customer communication
 
 
 </li>
 </ul>
 
 Skills &amp; Experience:
 
 
 
 <ul>
 <li>
 Previous customer support experience preferred
 </li>
 <li>
 Strong written communication skills
 </li>
 <li>
 Comfortable working with CRM or support tools
 </li>
 <li>
 Organized and detail-oriented mindset
 </li>
 <li>
 Must be currently based in Illinois
 
 
 </li>
 </ul>
 
 Rewards &amp; Benefits:
 
 
 
 <ul>
 <li>
 Remote work within Illinois
 </li>
 <li>
 Part-time or full-time flexibility
 </li>
 <li>
 Structured onboarding and training
 </li>
 <li>
 Supportive and collaborative team
 </li>
 <li>
 Long-term growth opportunities
 
 
 </li>
 </ul>
 If you enjoy helping customers and working closely with distribution operations, join Lylu Wear and support a growing fashion brand from anywhere in Illinois. Apply today.
</div>

Customer Support Representative (Remote)

Mind Friend PRO

<div>https://www.linkedin.com/company/mindfriend/
https://mindfriend.com/
We are seeking a highly organized and detail-oriented Remote Email &amp; Communications Coordinator to manage our email communications, organize our Google Workspace, and facilitate seamless communication between our in-house teams. You will be the central hub for email correspondence, ensuring efficient information flow and maintaining a well-organized digital workspace. 
Requirements 
<ul>
<li>Email Management:
</li><li><ul><li>Monitor and manage incoming and outgoing emails, prioritizing and responding promptly.</li>
<li>Draft and send professional and clear emails to clients, partners, and internal teams.</li>
<li>Organize and maintain email folders and labels within Google Workspace for efficient retrieval.</li>
<li>Implement email filtering and automation rules to streamline workflow.</li>
</ul></li><li>Google Workspace Organization:
</li><li><ul><li>Maintain and organize files and folders within Google Drive, ensuring easy access for team members.</li>
<li>Manage shared calendars and documents, ensuring accuracy and up-to-date information.</li>
<li>Utilize Google Workspace tools (Docs, Sheets, Slides) for document creation and collaboration.</li>
</ul></li><li>Internal Communication:
</li><li><ul><li>Facilitate communication between in-house teams via email and other online communication tools.</li>
<li>Ensure clear and consistent communication of information and updates.</li>
<li>Relay information from external emails to the necessary internal teams.</li>
</ul></li><li>Administrative Support:
</li><li><ul><li>Assist with scheduling appointments and meetings.</li>
<li>Maintain accurate records and documentation.</li>
<li>Support other administrative tasks as needed.</li>
</ul></li></ul>Qualifications:<ul>
<li>Proven experience in email management and administrative support.</li>
<li>Proficiency in Google Workspace (Gmail, Drive, Docs, Sheets, Calendar).</li>
<li>Excellent written and verbal communication skills.</li>
<li>Strong organizational and time-management skills</li>
<li>Ability to prioritize tasks and meet deadlines.
</li><li>Attention to detail and accuracy.</li>
<li>Ability to work independently in a remote environment.
</li><li>Reliable internet connection, and appropriate remote working environment.</li> 
</ul> 
 
Benefits 
Fully remote work environment.
Flexible schedule.
Opportunities for professional development.
Collaborative and supportive team.</div>

Customer Service- Admin- Virtual Assistant (Remote)

<div>
 
 Job Title
 
 : Booking Agent | Work From Home
 
 
 
 Location
 
 : Remote
 
 
 We are a full-service travel planning company that helps individuals, couples, families, and groups book unforgettable vacation experiences. From all-inclusive resorts and cruises to personalized itineraries, were committed to delivering exceptional service and seamless planning from beginning to end.
 
 
 
 Position Overview
 
 
 
 We are looking for an organized, self-motivated, and travel-loving Booking Agent to join our remote team. In this work-from-home role, you'll assist clients with researching, planning, and booking travel arrangements while ensuring a positive and stress-free experience. Ideal candidates are proactive, enjoy helping others, and are excited to work in a flexible, service-focused environment.
 
 
 
 Key Responsibilities
 
 
 
 <ul>
 <li>
 Assist clients in booking travel arrangements including flights, hotels, cruises, resorts, and vacation packages
 </li>
 <li>
 Provide tailored travel recommendations based on each clients needs and preferences
 </li>
 <li>
 Manage all booking logistics through online platforms and maintain accurate client records
 </li>
 <li>
 Communicate professionally via phone, email, and messaging tools to address questions, changes, or concerns
 </li>
 <li>
 Stay up to date on travel trends, supplier promotions, and destination options
 </li>
 <li>
 Deliver high-quality support before, during, and after travel to ensure a great customer experience
 </li>
 <li>
 Build strong client relationships that support repeat business and referrals
 
 
 </li>
 </ul>
 
 Qualifications
 
 
 
 <ul>
 <li>
 Prior experience in travel booking, or customer service is a plus but not required
 </li>
 <li>
 Strong written and verbal communication skills
 </li>
 <li>
 Ability to work independently and manage multiple tasks in a remote setting
 </li>
 <li>
 Comfortable using digital tools and booking platforms (training provided)
 </li>
 <li>
 Detail-oriented and organized with strong follow-through
 </li>
 <li>
 Must be 18 years or older with a reliable internet connection and personal computer
 </li>
 <li>
 Passion for travel and helping others explore the world
 
 
 </li>
 </ul>
 
 What We Offer
 
 
 
 <ul>
 <li>
 Flexible work-from-home schedule
 </li>
 <li>
 Access to travel industry tools and exclusive booking platforms
 </li>
 <li>
 Ongoing training and professional development
 </li>
 <li>
 Incentive-based earning opportunities
 </li>
 <li>
 Travel perks and supplier discounts
 </li>
 <li>
 A collaborative and supportive team environment
 
 
 </li>
 </ul>
 
 Work Environment
 
 
 
 This is a fully remote position with flexible scheduling. Perfect for individuals who enjoy working independently while being part of a passionate and people-focused team.
 
 
 We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
</div>

Booking Agent | Fully Remote

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