Demo

Director of Customer Success

WISK.ai - Inventory Management for Hotels, Restaurants & Bars
Miami, FL Full Time
POSTED ON 6/8/2026
AVAILABLE BEFORE 12/4/2026

WISK is hiring a Director of Customer Success to lead our post-sale customer organization.


WISK partners with bars, restaurants, hotels, and hospitality groups — from independent operators to multi-property casinos and resorts — to optimize inventory, reduce costs, and improve margins. We give Food & Beverage operators control over one of the most critical and complex parts of their business.


The role


You will lead the teams that own every moment of a customer's experience after the sale — from implementation and ongoing relationship management through technical support and the operational work that keeps customer data flowing through the product. It's a multi-team scope with both relationship-led and operationally-led functions reporting up to you.

You'll be accountable for the outcomes that define a healthy post-sale organization: retention, renewal, customer health, expansion sourced from the existing base, and time-to-value for new customers. You'll set the cadence, the standards, and the culture that make all of that real.


Who we're looking for


  • A background in both Account Management and Professional Services, and a strong intuition for how those two functions hand off to and depend on each other.
  • Senior post-sale leadership experience in SaaS, at the Manager level or above.
  • A track record of owning a retention number against a defined book of business and hitting it.
  • Experience managing multiple specialized teams — at least one relationship-led, at least one operationally-led — with the judgment to standardize without flattening.
  • Strong front-line manager development skills; you build the bench.
  • Hospitality, restaurant tech, hotel tech, inventory, POS, or operations software experience is a plus.
  • Any current or prior experience working directly in the restaurant industry should be highlighted. 


Why this role


Recurring revenue is the engine of WISK's business, and the post-sale organization is the engine of recurring revenue. This is the leadership seat at the center of that.

Salary.com Estimation for Director of Customer Success in Miami, FL
$142,627 to $185,362
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