# Sr. Regional Account Manager

**Company:** [Hopskipdrive](https://hotfix.jobs/companies/hopskipdrive)
**Location:** Remote
**Role:** Account Management
**Salary:** $90k – $170k/yr
**Experience:** 8+ years
**Skills:** Salesforce, Account Management, Customer Success, Consultative Sales, Challenger Sales Methodology, Executive Communication, Cross-Functional Collaboration, CRM, Data Analysis, AI Tools
**Posted:** 2026-06-05

> Owns retention, expansion, and account health for a Tier 1 book of business. Drives strategic growth through Challenger-led selling, cross-functional execution, and 2-3 days/week of in-person client visits. Requires 8+ years of SaaS/marketplace account management experience.

## Job Description

## Responsibilities
- Dedicate 2-3 days each week to on-site client visits to foster relationships, deepen understanding of client needs, and drive meaningful engagement. Additional national travel may be needed.
- Drive strategic expansion across HopSkipDrive’s product suite through structured discovery and Challenger methodology. Build and execute district-level growth strategies, including multi-threaded stakeholder plans while owning retention, expansion, and overall performance of named accounts.
- Deliver exceptional client service, build and maintain strong, multi-threaded relationships across operational, technical, and executive stakeholders.
- Lead multi-department discovery within districts to uncover unmet needs and quantify opportunity.
- Communicate confidently with client executives, influencing decision-making through data, insight, and outcome-based recommendations.
- Align Sales, Operations, Product, Finance, Trust & Safety and Support around client priorities and optimize offerings to their needs.
- Lead renewals and expansions, including structured negotiations and closing motions.
- Utilize AI to craft personalized meeting agendas, synthesize complex stakeholder needs, and draft high-impact follow-up communications. Leverage AI to generate automated summaries of Salesforce (SFDC) data, transforming raw metrics into actionable, insight-led recommendations for executive stakeholders. Employ AI to assist in building recurring account reports, identifying product-level gaps, and creating scalable growth strategies.

## Requirements
- 8+ years of experience in Account Management, Customer Success, or Consultative Sales in SaaS, marketplace, logistics, or services environments.
- Proven ownership of retention and expansion revenue.
- Strong executive communication and presentation skills.
- Demonstrated success managing complex, multi-stakeholder accounts.
- Advanced CRM discipline and data fluency (Salesforce or equivalent).
- Experience leading cross-functional account execution.
- Comfort operating in ambiguity with accountability for outcomes.
- High operational rigor and the ability to leverage AI into daily workflows.

## Nice-to-Haves
- Experience in education, government, or regulated markets.
- Familiarity with Challenger or similar insight-led sales methodologies.
- Background in transportation, logistics, or marketplace platforms.

## Similar roles

- [Sr. Client Account Manager, Financial Services](https://hotfix.jobs/jobs/e4ff175b-853c-43a5-a46a-c7c61380d919) - Pinterest - Chicago, IL - $92k – $161k/yr
- [Sr. Client Account Manager](https://hotfix.jobs/jobs/d6505f56-7ac2-4804-b5c3-9bee280f273c) - Pinterest - Chicago, IL - $92k – $161k/yr
- [Sr. Client Account Manager](https://hotfix.jobs/jobs/a35b79cd-b6d6-4572-bc73-5295bfa19cf6) - Pinterest - Chicago, IL - $92k – $161k/yr
- [Senior Account Manager](https://hotfix.jobs/jobs/9ef4c533-083a-4efe-9e68-2cc54d10a0b8) - TheGuarantors - Remote - $85k – $100k/yr
- [Sr. VIP Relationship Manager](https://hotfix.jobs/jobs/3181f8e3-3212-4e41-8d2a-a4795edb5b3b) - Kraken - Remote - $83k – $167k/yr

**Apply:** https://hotfix.jobs/jobs/f9b05815-9e70-4e8f-b1cf-60b21aa7b2d7
**Canonical:** https://hotfix.jobs/jobs/f9b05815-9e70-4e8f-b1cf-60b21aa7b2d7