Mid-Market Account Manager

As a Mid Market Account Manager, you will be a member of our client-facing team - responsible for the commercial relationship with our customers (Property Management Companies) within our Mid Market segment. You'll own and operate a book of business where consistency, prioritization, and process discipline matter as much as relationship depth. This is a partner role - you will act as the customer's advisor and point of contact - to maintain, retain, and grow the business relationship at scale.

• Own and operate a high-volume book of business, prioritizing your time based on account health, engagement signals, and revenue opportunity rather than applying a uniform cadence to every account
• Maintain rigorous CRM hygiene - accurate account data, activity logging, and pipeline/renewal tracking across the full portfolio
• Identify at-risk accounts early using usage and engagement data, and escalate or intervene before renewal risk becomes churn

• Establish and maintain relationships with day-to-day and senior stakeholders across your portfolio
• Run structured, efficient touchpoints (e.g., QBRs, check-ins) calibrated to account tier rather than a one-size-fits-all high-touch model
• Act as the primary point of contact for your accounts, looping in specialists or leadership for higher-complexity escalations
• Attend industry events and conduct on-site visits selectively, prioritizing your highest-opportunity or highest-risk accounts - at this volume, travel is the exception rather than the default

• Execute commercial negotiations efficiently and accurately across a large account count
• Identify and act on upsell/cross-sell opportunities surfaced through data and playbooks, applying repeatable plays rather than building bespoke account strategy for every account
• Contribute to and help refine the playbooks, segmentation logic, and tooling that the Mid Market motion runs on as the segment matures at Flex

• Account Management Experience: 2-4+ years in Account Management or Customer Success, ideally managing a book of business at volume (multiple concurrent accounts, not a small handful)
• Experience owning renewals and standard commercial negotiations; comfortable operating within defined playbooks and pricing parameters rather than bespoke deal structuring
• Process Orientation: Strong organizational and prioritization skills - proven ability to triage a large portfolio and direct time to where it has the most impact
• Data-Driven: Comfortable using account health, usage, and engagement signals to identify risk and opportunity, and to decide where limited time is best spent
• Strong Communication Skills: High EQ and the ability to build trust quickly and efficiently across a high volume of relationships
• Tech Proficiency: Experience with Salesforce or a comparable CRM is a plus; experience with customer success or health-scoring tooling is a plus
• Cross-Functional Collaboration: Proven ability to collaborate effectively across Sales, Marketing, Customer Success, and Product teams
• Self Starter: Comfortable operating in a segment where process, tooling, and playbooks are still maturing, and willing to help build them
• Quick Learner: Ability to adapt, learn, and iterate swiftly within the rapid changes in the PropTech/FinTech landscape. Comfortable with ambiguity and a test-and-learn mindset
• T.O.E: Last, but certainly not least, Team Over Everything. Our positive, team first culture is everything here at Flex. This role requires an even temperament that is always willing to put the team ahead of individual recognition.

We understand that it takes a diverse team of highly intelligent, curious, determined, empathetic, and self aware people to grow a successful company. Our HQ is located in New York City, but we have employees located throughout the US, Australia, Canada and South America. We are growing quickly, but deliberately, with a focus on building an inclusive culture. Our dynamic team has incredible perspectives to share, just as we know you do, and we take great pride in being an equal opportunity workplace.

Roles posted in New York, San Francisco, and Salt Lake City are hybrid positions with on-site expectations of 2-3 days per week in our local offices. For candidates outside of these areas, you may be eligible for our relocation assistance program.