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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.
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
Skills Required
- 1-2 years or more of experience in customer support, technical support, or another customer-facing role
- Experience ideally in a B2B SaaS or API company
- Ability to read JSON, HTTP status codes, basic API documentation, and basic HTML/CSS
- Experience with Zendesk or a similar help desk
- Experience with Postman or curl
- Experience with browser developer tools
- Basic SQL experience
- Experience with print, mail, or logistics
- Background establishing and building lasting customer relationships and/or customer support experience
- Ability to multitask between tickets, emails, and open cases
- Ability to thrive under tight deadlines
- Ability to work in a diverse team environment
- Comfort presenting ideas internally and to client stakeholders
- Excellent time and priority management skills
- Excellent communication skills
- Clear technical writing and ability to explain problems to technical and nontechnical audiences
- Curiosity and willingness to research documentation and logs before responding
- Judgment to resolve or appropriately escalate support cases
- Comfort using AI tools while protecting customer data and API keys
- Composure and ability to organize and prioritize a busy support queue
- Eagerness to learn new technical products quickly
What the Team is Saying
Lob Compensation & Benefits Highlights
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Healthcare Strength — Available materials describe comprehensive medical coverage for employees and dependents, with multiple plan options and coverage beginning on the first day. Dental, vision, mental-health support, and employer-paid disability and life insurance further reinforce the health package.
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Parental & Family Support — Information highlights 16 weeks of paid parental leave and fertility/family-planning support through dedicated programs. Childcare support and compassionate leave are also referenced in some listings.
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Leave & Time Off Breadth — Time off is characterized as flexible or unlimited, with mentions of paid holidays, sick days, wellness days, bereavement leave, and volunteer PTO. Accounts also note that people feel comfortable taking time off under this policy.
Lob Insights
What We Do
Lob was founded in 2013 by technical co-founders with a vision to connect the world one mailbox at a time. 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.
Why Work With Us
We believe automation is a catalyst for business success, and we’re looking for unique people like you to bring to life our vision of increasing the connectivity between the offline and online worlds. We are proud to be a carbon neutral business!
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Lob Offices
Remote Workspace
Employees work remotely.
We are a remote first company! We celebrate flexibility in our working environment by being a remote first company and sponsoring co-working space use.
