Customer Support Specialist
Confirmed on the employer's own hiring board on Oct 23, 2026. First seen by Alion on Sep 2, 2026.
Who is Aiwyn and what do we do?
Aiwyn is the first complete platform for modern accounting firms. Backed by top-tier investors like Bessemer, KKR, and Revolution, we build category-defining technology-and we’re doing it with world-class people, processes, and products.
To learn more, visit our website
This role:
As part of our Customer Support team, you’ll provide front-line product support to users, troubleshoot software issues, and ensure customer satisfaction by resolving technical problems efficiently. You’ll develop a deep understanding of the company's software products to guide users, offer product training, and escalate complex issues to the engineering team when necessary. Working within our three-tiered support structure, you’ll work closely with other support teammates, customer implementations and success, and software developers in order to drive positive outcomes for our customers.
How We Investigate Issues:
Investigations often require deep technical analysis across multiple systems, including database queries, user session replays, and network-level logs. The role involves tracing data from source systems through integrations into Aiwyn’s platform, analyzing transaction flows, and diagnosing issues related to DNS, mail servers, and third-party integrations such as practice management systems, SafeSend, and Outlook.
Key Responsibilities:
Provide expert technical support to customers via support ticket, live chat, and phone, troubleshooting software issues and ensuring a seamless user experience.
Assist in the setup, configuration, and optimization of our software for new and existing customers.
Collaborate closely with our development and product teams to identify, report, and resolve software bugs or feature requests.
Offer training and guidance to customers on best practices for using our software, via email, chat and virtual meetings.
Manage and prioritize support tickets, ensuring timely and accurate resolutions.
Contribute to the development of support documentation, FAQs, and knowledge base articles.
Qualifications:
1-2 years of experience in a technical support, customer support, or technical-adjacent role or completion of a technical bootcamp or equivalent training
Excellent problem-solving skills with a proactive approach to troubleshooting.
Strong communication skills, both written and verbal, with the ability to explain complex technical concepts to non-technical users.
Ability to adapt quickly and manage multiple tasks in a fast-paced, evolving environment.
Experience with structured query language (SQL)
Strong process-oriented mindset with a focus on continuous improvement and operational efficiency
Appreciation for data integrity, with a commitment to maintaining clean, accurate, and well-documented records by following established processes
Preferred experience:
Familiarity with SaaS platforms and cloud-based software solutions.
Experience with customer relationship management (CRM) systems including Zendesk and JIRA.
Strong understanding of accounting principles and experience with accounting or accounts receivable software.
Benefits and Perks:
The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.
Other benefits include:
Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls.
Remote, work-from-anywhere culture
Flexible PTO
World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support.
Stock options - every Full Time Employee has ownership in Aiwyn's future and success.
401(k) matching
Our Values:
Relentless by Design
Owners not Renters
Trust at the Core
Learn more about Aiwyn:
Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.
Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: https://www.aiwyn.ai/ccpa