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Solutions Engineer | Midwest
Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listed on 2026-03-03
Chicago, Cook County, Illinois, 60290, USA
Listing for:
EvenUp Inc
Full Time, Remote/Work from Home
position Listed on 2026-03-03
Job specializations:
-
IT/Tech
Systems Engineer, Technical Sales
Job Description & How to Apply Below
We are one of the fastest-growing vertical SaaS companies in history, and we are just getting started. Even Up is backed by top VCs, including Bessemer Venture Partners, Bain Capital Ventures, Signal Fire, and Lightspeed. We are looking to expand our team with talented, driven, and collaborative individuals who seek to have a lasting impact. Learn more at
We are seeking a Solutions Engineer to join our rapidly scaling team. This pivotal, cross-functional role will be the critical link between our strategic customers, our Sales team, and our core Product and Engineering organization. You will be responsible for proving the technical feasibility and value of the Even Up AI platform during the sales cycle, designing custom solutions for our largest clients, and overcoming complex technical hurdles that are blockers to revenue and expansion.
This role requires a unique blend of technical depth, compelling communication, and strategic business acumen to ensure successful customer adoption and integration.
What you'll do:
- Serve as the primary technical expert throughout the sales process, leading technical deep dives, security and compliance reviews, and proofs-of-concept (POCs).
- Design, architect, and present detailed integration strategies for key customers, often involving complex data migration and API connectivity with existing legal practice management systems.
- Partner closely with Product to translate customer technical requirements into actionable product feedback, directly influencing the roadmap for enterprise readiness.
- Create and maintain high-quality technical documentation, compelling presentations, and customized demo environments to clearly articulate the platform's value and technical flow.
- Proactively identify and address recurring technical obstacles in the sales process, driving internal initiatives to improve efficiency and scale our pre-sales efforts.
- Up to 25% travel
- 3+ years of experience in a Solutions Engineering, Sales Engineering, or Technical Consulting role, preferably at a B2B SaaS company selling into the enterprise.
- Deep functional understanding of REST APIs, webhooks, data integration patterns, and security best practices (e.g., SOC 2, HIPAA/PII handling).
- Exceptional written, verbal, and presentation skills, with the ability to simplify complex technical concepts for both technical and executive audiences.
- Proven track record of managing and closing large, complex technical deals and coordinating cross-functional resources effectively.
- A "founder's mentality" with the ability to thrive in a fast-paced, ambiguous startup environment and build processes from the ground up.
Even Up has been made aware of fraudulent job postings and unaffiliated third parties posing as our recruiting team - please know that we have no affiliation or connection to these situations. We only post open roles on our career page () or reputable job boards like our official Linked In or Indeed pages, and all official Even Up recruitment emails will come from the domains , , , or no-reply email addresses.
To ensure fairness and proper consideration, we do not accept resumes or expressions of interest via email or social media messages. If you're interested in a role, please submit your application directly through our careers page.
If you receive communication from someone you believe is impersonating Even Up, please report it to us at Examples of fraudulent domains include "" and "".
Benefits & Perks:
As part of our total rewards package, we offer attractive benefits and perks to our employees, including:
- Choice of medical, dental, and vision insurance plans for you and your family
- Additional insurance coverage options for life, accident, or critical illness
- Flexible paid time off, sick leave, short-term and long-term disability
- 10 US observed holidays, and Canadian statutory holidays by province
- A home office stipend
- 401(k) for US-based employees and RRSP for Canada-based employees
- Paid parental leave
- A local in-person meet-up program
- Hubs in San Francisco and Toronto
Even Up is an equal opportunity employer. We are committed to diversity and inclusion in our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
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