Summary
Overview
Work History
Education
Skills
Websites
Leadership Highlights
Custom
Timeline
Generic

Mallory McKenna

Chicago,IL

Summary

Customer Success leader with 8+ years of startup-stage SaaS experience, known for building teams, processes, and customer journeys from the ground up. At Chowly and SpotHero, I’ve operated across Customer Success, Support, Product, and Go-To-Market strategy — helping launch new products, lead rebrands, and transform customer feedback into strategic company action. I thrive in fast-paced, high-growth environments where resourcefulness, creativity, and resilience drive results. Passionate about scaling what works, fixing what’s broken, and building teams that lead with empathy and ownership.

Overview

8
8
years of professional experience

Work History

Director of Customer Success

CHOWLY
Chicago, IL
04.2023 - Current
  • Led team through full company rebrand and new product launch in 2025.
  • Built and scaled onboarding and retention processes from scratch, improving consistency and visibility across Customer Success.
  • Partnered directly with C-Suite to redefine CS metrics and cross-functional collaboration standards.
  • Scaled from Chowly’s early startup days to Director of CS, leading a team of 4 CSMs managing $1.5M in ARR while collaborating daily with the CRO, C-Suite, Product, and Dev teams.
  • Drove the rebrand and go-to-market launch of Chowly’s flagship platform in 2025, aligning Customer Success, Product, and Marketing to ensure adoption readiness and rollout success. • Built onboarding, retention, and customer health frameworks from scratch — establishing consistent visibility into renewals, engagement, and product adoption.
  • Partnered with leadership to improve cross-department communication, implementing new processes that enhanced collaboration and customer feedback loops.
  • Promoted three times in seven years through hands on ownership, creative problem solving, and a track record of delivering stability through uncertainty.

Customer Success Manager

Chowly
Chicago, Illinois
07.2019 - Current
  • Directed comprehensive onboarding and implementation processes for clients to enhance customer experience.
  • Orchestrated Quarterly Business Reviews to generate strategic insights and identify growth opportunities.
  • Facilitated weekly cross-departmental meetings to promote team alignment and collaboration.
  • Cultivated strong relationships with key stakeholders to drive loyalty and retention.

Configuration Specialist

Chowly
Chicago, Illinois
07.2018 - Current
  • Spearheaded client onboarding processes to ensure seamless integration and high client satisfaction.
  • Configured and installed Chowly software to restaurants POS systems, tailoring solutions to unique operational needs.
  • Delivered ongoing maintenance and support for integrated systems by proactively resolving issues.
  • Operated support hotline overnight and volunteered for weekend shifts to enhance customer service.
  • Authored detailed documentation on configuration processes and best practices for internal training.

Customer Hero

SpotHero
Chicago, Illinois
07.2017 - 07.2018
  • Provided responsive, empathetic support via phone and email, resolving inquiries and issues to ensure a high level of customer satisfaction.
  • Managed 100+ customer interactions daily, balancing efficiency with a strong focus on communication and positive customer experiences.
  • Trained new hires and acted as a peer mentor, fostering collaboration and shared learning within the support team.
  • Utilized Zendesk and Salesforce to document, track, and resolve support tickets, maintaining accuracy and timely follow up.
  • Gained foundational insight into customer empathy, operational process, and product communication — experience that shaped a longterm career in Customer Success and leadership.

Education

Some College (No Degree) -

Moraine Valley Community College
Palos Hills, IL

Skills

  • Startup Execution
  • Customer Retention Strategy
  • Go-To-Market Alignment
  • Team Leadership & Coaching
  • Process Design
  • SaaS Implementation
  • Cross-Functional Collaboration
  • Product Feedback Loops
  • Resilience Under Pressure
  • Customer Empathy

Leadership Highlights

  • Led team through full company rebrand and new product launch in 2025.
  • Built and scaled onboarding and retention processes from scratch, improving consistency and visibility across Customer Success.
  • Partnered directly with C-Suite to redefine CS metrics and cross-functional collaboration standards.
  • Scaled from Chowly’s early startup days to Director of CS, leading a team of 4 CSMs managing $1.5M in ARR while collaborating daily with the CRO, C-Suite, Product, and Dev teams.
  • Drove the rebrand and go-to-market launch of Chowly’s flagship platform in 2025, aligning Customer Success, Product, and Marketing to ensure adoption readiness and rollout success.
  • Built onboarding, retention, and customer health frameworks from scratch — establishing consistent visibility into renewals, engagement, and product adoption.
  • Partnered with leadership to improve cross-department communication, implementing new processes that enhanced collaboration and customer feedback loops.
  • Promoted three times in seven years through hands-on ownership, creative problem-solving, and a track record of delivering stability through uncertainty.

Custom

  • Provided responsive, empathetic support via phone and email, resolving inquiries and issues to ensure a high level of customer satisfaction.
  • Managed 100+ customer interactions daily, balancing efficiency with a strong focus on communication and positive customer experiences.
  • Trained new hires and acted as a peer mentor, fostering collaboration and shared learning within the support team.
  • Utilized Zendesk and Salesforce to document, track, and resolve support tickets, maintaining accuracy and timely follow-up.
  • Gained foundational insight into customer empathy, operational process, and product communication — experience that shaped a long-term career in Customer Success and leadership.

Timeline

Director of Customer Success

CHOWLY
04.2023 - Current

Customer Success Manager

Chowly
07.2019 - Current

Configuration Specialist

Chowly
07.2018 - Current

Customer Hero

SpotHero
07.2017 - 07.2018

Some College (No Degree) -

Moraine Valley Community College
Mallory McKenna
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