Front · Chicago
Software EngineeringSales & SuccessFullTime
Front is the customer operations platform built for B2B complexity, keeping every team, tool, and customer conversation in sync so companies can scale without losing connection. Others handle simple interactions. Front handles the coordination and context behind complex B2B customer relationships. Over 9,000 companies, including Uber Freight, Navan, and Stripe, rely on Front because it's the only one that can run the operational layer that makes customer-facing work actually succeed.
Backed by Sequoia Capital and Salesforce Ventures, Front has raised $204M from leading venture capital firms and independent investors including top executives at Atlassian, Okta, Qualtrics, Zoom, and PagerDuty. Front has received numerous Great Place to Work accolades, including Top Places to Work by USA Today 2025, Y Combinator's list of Top Companies in 2023, #4 on Fortune’s Best Workplaces in the Bay Area™ ,Inc. Magazine's 2022 Best Workplaces list, and Forbes Best Startup Employers 2022 List.
Front is looking for a Senior Solutions Engineer to join our world-class Solutions & Forward Deployed Engineering organization. You’ll be a trusted technical advisor to our most strategic prospects and customers, helping them transform customer service through AI, automation, integrations, and modern workflows.
You’ll partner closely with Account Executives throughout complex enterprise sales cycles, owning the technical strategy from discovery through solution design, demonstration, proof of concept, and technical validation. You’ll develop deep expertise in Front’s platform, AI capabilities, APIs, and integrations to design creative solutions that connect Front with customers’ technology ecosystems.
As Front evolves its AI-powered customer service capabilities, you’ll help customers identify where AI can deliver meaningful business value. You’ll lead hands-on proofs of concept that demonstrate real-world impact and help technical and business stakeholders evaluate AI capabilities, performance, and limitations.
This is a highly cross-functional, customer-facing role for someone who thrives in ambiguity, enjoys solving difficult problems, and can move seamlessly between technical depth, business value, and executive-level communication.
Partner with Account Executives on strategic opportunities, owning the technical strategy required to navigate and close complex enterprise deals.
Lead technical discovery to understand customer objectives, architecture, workflows, integrations, security requirements, and technical constraints.
Translate complex requirements into thoughtful solutions using Front’s AI capabilities, APIs, integrations, automation, and broader platform.
Design and deliver tailored product demonstrations that connect Front’s capabilities to customer use cases and measurable business outcomes.
Position Front’s AI-powered customer service capabilities with technical and executive audiences, clearly communicating value, considerations, and limitations.
Architect and lead hands-on AI proofs of concept and technical evaluations, defining success criteria and validating performance, feasibility, and business impact.
Serve as the technical lead for pilots and evaluations, managing technical dependencies, troubleshooting challenges, and ensuring successful outcomes.
Develop deep expertise in Front’s APIs and extensibility platform to design creative integrations with customers’ existing systems and applications.
Build credibility with Engineering, IT, Security, Operations, and Architecture teams while effectively communicating technical concepts and business value to C-level executives.
Partner with Product and Engineering to bring customer insights into product discussions and influence Front’s roadmap.
Identify reusable technical patterns, demonstrations, and best practices that improve the effectiveness of the broader Solutions and Sales organizations.
Act as a senior technical voice in the field, raising the technical bar and mentoring other team members when appropriate.
7+ years of experience in Solutions Engineering, Sales Engineering, Solutions Architecture, or a similar customer-facing technical role, ideally within enterprise SaaS.
Proven success partnering with sales teams to navigate and win complex enterprise opportunities.
Strong experience designing and demonstrating solutions involving AI, automation, and complex business workflows, translating technology into clear customer and business value.
Hands-on experience implementing or integrating AI-powered products, including leading customer proofs of concept and evaluating AI quality, performance, and impact.
Strong understanding of modern AI concepts and the ability to clearly explain their capabilities, tradeoffs, and limitations to technical and non-technical audiences.
Strong technical foundation in APIs, webhooks, authentication, data flows, integrations, and modern SaaS architectures.
Experience working with REST APIs and independently prototyping or troubleshooting integrations. Familiarity with JavaScript, Python, or similar languages is a strong plus.
Strong software design and problem-solving skills, with the ability to turn ambiguous customer requirements into scalable technical solutions.
Excellent communication and presentation skills, including experience engaging senior technical stakeholders and C-level executives.
Strong business acumen and the ability to connect technical capabilities to outcomes such as customer experience, operational efficiency, productivity, and ROI.
Experience with customer service, support, contact center, CRM, communications, or workflow automation platforms is highly preferred.
A curious, hands-on mindset and enthusiasm for experimenting with AI and solving challenging customer problems.
Front operates on a hybrid model — we come together in the office each Tuesday, Wednesday, and Thursday to collaborate and stay connected.
What we offer
Competitive salary
Equity (we are post-series D & backed by some of the best VCs in the US)
Private health insurance, including plan options at no cost to employees
Paid parental leave
Flexible time off policy
Flexibility to work from home Monday and Friday, unless posted as a fully remote role
Mental health support with Workplace Options
Family planning support with Maven
$100 per month Lifestyle Stipend to spend on fitness, health and wellness, and other activities
Wellness Days - Fronteers get an additional day off on months with no holidays
Winter Break - Our offices are closed from Christmas to New Year's Day!
Front provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age or disability. By applying, you acknowledge and agree that you have read and understand the California Recruiting Privacy Notice & EU Privacy Notice