Founding SDR and Customer Success

About Postal

Postal provides an AI native virtual address and mailroom for businesses. We let customers outsource physical mail handling and provide an official address for government, banks, IRS, and vendor communications. Postal differentiates with both software and services:

• Postal’s AI triages customer mail, generating summaries, extracting deadlines, and telling you what actions to take via reports.
• Postal Compliance Services provides a marketplace of human service providers that can actually handle these compliance tasks for you.

Physical mail is a greenfield use case for businesses to integrate AI into core operations. Mail remains the system of record for all major corporate compliance, finance and legal issues – particularly in highly regulated industries. We have built a unified physical and digital back office to let our customers focus on their core business and outsource everything else. Our pitch (mail is the start of the workflow, and AI can help you finish it) is resonating strongly with customers, and we are experiencing rapid growth. We’re looking for our first SDR/Customer Success hire to help us scale.

Why You Should Join

• You want to help businesses use practical AI.
• You want to own a high growth company’s inbound sales and onboarding process.
• You are detail oriented and extremely organized.

Why You Shouldn’t Join

• You do not want to come into our NYC office at least four days a week.
• You are not ready for the occasional 60 hour work week.
• You are not comfortable working autonomously or without clear structure.
• You are not ready for a risky career opportunity. Even with our growth, we are still an early-stage startup. If you need something more predictable, this is not the right fit.
• You’re not excited about working with engineers and regulated industries. You won’t be able to succeed in this role unless you love our customers and want to truly help them in whatever way possible.

Responsibilities

As Postal’s Founding SDR/CS hire, you will report to the CEO. Your role will entail:

Inbound Sales & Demo Management (35%)

• Take inbound meetings with qualified leads (startups, e-commerce, multi-entity businesses)
• Give product demos (virtual mailbox, AI summaries, compliance workflows)
• Answer questions around edge cases (registered agent, IRS, compliance, mail handling)
• Convert leads into paying customers

Pipeline & Follow-Up (20%)

• Own demo scheduling + no-show recovery (follow-ups, rescheduling, closing loops)
• Maintain tight CRM hygiene (HubSpot)
• Track pipeline stages and push deals forward

Customer Onboarding & Activation (20%)

• Onboard new customers end-to-end:
  • Send onboarding emails (ID verification, USPS Form 1583, etc.)
  • Coordinate with partners (CMRAs, notaries, compliance providers)
  • Ensure customer is fully activated (mail flowing, dashboard understood)
• Act as the “quarterback” across internal tools + external vendors

Outbound Sales (10%)

• Work with Head of Growth to Identify high-fit ICPs (multi-entity startups, high-mail-volume businesses, compliance-heavy companies)
• Execute outbound phone calls and manage prospect lead lists
• Book meetings for the CEO to partner with enterprise prospects 

Cross-Functional Feedback Loop (5%)

• Surface customer insights to product/engineering/growth:
  • Identify system friction
  • Feature requests (e.g., entity management, compliance workflows)
  • Confusion points in UX or positioning
• Work with product / engineering / growth to refine messaging

Special Projects (10%)

• Help stand up repeatable processes (playbooks, templates, automation)
• Assist with pricing/packaging feedback
• Take on ad hoc projects from the founder

KPIs

• ARR: maintain and improve the relationship between inbound demand and revenue growth.
• Customer onboarding: own the full onboarding cycle from signed deal to activated customer within 45 days.
• Customer Satisfaction: Handle negative customer feedback gracefully; act as the voice of the customer internally

Qualifications

• 1–4 years experience in sales, customer success, ops, or startup SDR/Customer Success
• Familiarity with CRMs (HubSpot), onboarding workflows, or sales tooling
• Extremely strong written and oral communication
• Extremely organized
• Comfortable talking to customers (calls, demos, objection handling)
• High ownership / low ego / high curiosity
• Metrics-driven & an experimental mindset.
• Bonus points:
  • Previous experience at a Seed, Series A or Series B startup.
  • You hold an active notary license (not a requirement, but would be a plus).

Other Benefits

• 100% covered, top-of-the-line health insurance, dental, and vision.
• Computer and workspace enhancements.
• Unlimited PTO.
• Quarterly company off-sites with the team and explore exciting destinations around the world.
• Opportunity to play a critical role in building the foundations of the company and SDR/Customer Success culture.

SDR Tools

We use:

• Hubspot for CRM / email outbound
• Apollo for lead generation
• Google workspace

 

 

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Interview Process

About the interview

TLDR: Meet with the CEO —> meet with the Head of Growth —> three day work trial —> decision.

At Postal, the final step in the interview process is a paid, in-person "work trial." It's designed so candidates feel the culture, collaborate with future teammates, and deliver outcomes to customers. During the work trial, candidates take a real customer problem (there are plenty), build a solution, and implement it.

What our work trial looks like:

• 3 days in person in Manhattan
• paid hourly
• all expenses covered (flights, hotels, meals)
• clear outcome: candidates leave knowing whether or not they've got a full-time offer.