Lob was founded in 2013 by technical co-founders with a vision to connect the world one mailbox at a time. Today, we're transforming the way businesses use direct mail and bringing the power of technology to a traditionally manual channel.

Our modern logistics and fulfillment engine helps businesses to build and scale high-quality, personalized direct mail programs without the operational burden. As we grow to meet the evolving needs of our customers and expand our product offerings, we’re building a team to shape the future of direct mail.

Technical Support Specialist I

The Technical Support Specialist I is the first technical voice our customers hear when something isn't working. You'll resolve tickets about Lob's direct mail API and dashboard, from API errors and webhook issues to address verification and delivery tracking. You'll also help turn recurring questions into resources customers can use on their own. You'll join the Solutions Engineering team, working alongside presales and implementation Solutions Engineers, and your work directly shapes how customers experience Lob.

The right candidate is someone who likes figuring out why something broke, explains the answer in plain language, and wants to learn a technical product quickly.

As the Technical Support Specialist, you'll…

Respond to and resolve customer tickets in Zendesk within SLA, adjusting depth and detail to each customer's plan
Troubleshoot API errors, webhook delivery issues and HTML template rendering problems using request IDs, logs, the Lob dashboard and tools like Postman
Explain address verification, mail piece specs and delivery tracking to customers of every technical level
Use AI tools to research issues and draft replies, and check every output before it reaches a customer
Research before escalating, then hand off complex cases and reproducible bugs to Engineering, Solutions Engineering or Finance with everything they need to act
Recognize security, fraud, privacy and account-hold situations and route them to the right owner
Tag tickets consistently and flag recurring product friction to Product, so support trends lead to better product decisions
Write and improve macros and help center articles based on what you see in the queue

What will you bring to this role…

Clear writing: you can explain a technical problem to a developer and to a non-technical marketer, and calm a frustrated customer in the same reply.
Curiosity: you dig into documentation and logs before answering, and you'd rather confirm than guess.
Judgment: you know when a ticket is yours to solve and when to escalate, and you ask for help early.
Comfort with AI tools: you use AI to work faster, catch its mistakes, and never put customer data or API keys into tools that aren't approved.
Composure: you keep a busy queue organized, prioritize by urgency and impact, and follow every ticket through to the end.
Eagerness to learn: you pick up new technical products quickly and enjoy problems you haven't seen before.

Qualifications

1–2 years + of experience in customer support, technical support, or another customer-facing role, ideally at a B2B SaaS or API company
Comfort reading JSON, HTTP status codes, basic API documentation and basic HTML/CSS
Nice to have: Zendesk or a similar help desk, Postman or curl, browser developer tools, basic SQL, or experience with print, mail or logistics
Background in establishing and building lasting customer relationships and/or customer support experience
Ability to multitask between tickets, emails and open cases to resolve issues
Ability to thrive under tight deadlines
Ability to work in a diverse team environment
Comfortable presenting ideas internally and to client stakeholders
Excellent time and priority management skills
Excellent communication skills

Don't meet every qualification? We'd still like to hear from you. Strong support specialists come from many backgrounds, and we care more about how you solve problems than about a perfect match on paper.

Compensation Information:
The compensation for this role is comprised of an annual base salary and RSUs

Annual Base Salary: $75,000 - $80,000

<#LI-REMOTE #LI-GD1

“Lob’s salary ranges are based on market data, relative to our size, industry and stage of growth. Salary is one part of total compensation, which also includes equity, perks and competitive benefits. Salary decisions are based on many factors including geographic location, qualifications for the role, skillset, proficiency and experience level. Lob reasonably expects to pay candidates who are offered roles within the provided salary ranges.”

We offer remote working opportunities in AZ, CA, CO, DC, FL, GA, IA, IL, MA, MD, MI, MN, MT, NE, NC, NH, NJ, NV, NY, OH, OR, PA, RI, TN, TX, UT, and WA, unless specified otherwise in the job description above.

If you are looking for a progressive, fun-spirited, and mentally stimulating environment, come join us at Lob!

Our Commitment to Diversity

Lob is an equal opportunity employer and values diversity of backgrounds and perspectives to cultivate an environment of understanding to have greater impact on our business and customers. We encourage under-represented groups to apply and do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, disability status, or criminal history in accordance with local, state, and/or federal laws, including the San Francisco’s Fair Chance Ordinance.

Recent awards

#88 on BuiltIn's Best Remote Midsize Companies to Work For in 2025
BuiltIn Best Remote Midsize Companies to Work For in 2024
BuiltIn Best Midsize Companies to Work For 2022

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Technical Support Specialist I

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