Sr. Manager Trial Experience

Posted Yesterday
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Hiring Remotely in United States
Remote
Senior level
Information Technology • Internet of Things • Marketing Tech
The Role
Leads the Trial Experience team, overseeing managers and customer-facing staff responsible for resolving issues, improving satisfaction, and converting trials to paid customers. Owns staffing, KPI performance, coaching, process improvement, resource planning, escalation management, and cross-functional projects. Develops scalable workflows and automation, including AI-driven solutions, while analyzing data to improve team productivity, customer outcomes, and trial conversion.
Summary Generated by Built In

About us
HighLevel is an AI-powered business operating system that gives agencies, entrepreneurs and SMBs the infrastructure to build, automate and scale. Today, HighLevel supports SMBs across 150+ countries, fueling community-driven growth rooted in real customer outcomes.
To date, businesses operating on HighLevel have generated over $7 billion in ecosystem value, demonstrating the impact of shared infrastructure at scale. By centralizing conversations, automation and intelligence into one system, we help businesses move faster, reduce complexity and execute efficiently.
Behind the platform, HighLevel powers more than 4 billion API hits and 2.5 billion message events daily. With 250 terabytes of distributed data, 250+ microservices and over 1 million domain names supported, our architecture is built for performance, resilience and long-term scalability.
Our people
With over 2,000 team members across 10+ countries, HighLevel operates as a global, remote-first organization built for speed and ownership. We value initiative, clarity and execution, creating space for ambitious people to build systems that support millions of businesses worldwide. Here, innovation thrives, ideas are celebrated and people come first, no matter where they call home.
Our impact
Every month, HighLevel enables more than 1.5 billion messages, 200 million leads and 20 million conversations for the more than 1 million businesses we support. Behind those numbers are real people building independence, expanding opportunity and creating measurable impact. We’re proud to be a part of that.

Learn more about us on our YouTube Channel or Blog Posts

Position: Sr. Manager, Trial Experience

Level: M4

Exempt/Non-Exempt: Exempt 

Location: USA(Remote)
Reports To: Director, Trial Experience

Shift: Sat-Wed, 8am - 4pm CST Hours


Who We Are:

HighLevel is a cloud-based, all-in-one white-label marketing and sales platform that empowers marketing agencies, entrepreneurs, and businesses to elevate their digital presence and drive growth. With a focus on streamlining marketing efforts and providing comprehensive solutions, HighLevel helps businesses of all sizes achieve their marketing goals. We currently have 1000+ employees across 15 countries, working remotely as well as in our headquarters, which is located in Dallas, Texas. Our goal as an employer is to maintain a strong company culture, foster creativity and collaboration, and encourage a healthy work-life balance for our employees wherever they call home.


Our Website - https://www.gohighlevel.com/

YouTube Channel- https://www.youtube.com/channel/UCXFiV4qDX5ipE-DQcsm1j4g

Blog Post - https://blog.gohighlevel.com/general-atlantic-joins-highlevel/


Who You Are: 

As the Senior Manager of the Trial Experience Team, you will collaborate with customer-facing teams and managers to create win-win scenarios for stakeholders. You will lead, develop, and grow your team, bringing strategic thinking and organization to the role. You will monitor and drive your team’s KPIs, thriving in a high-accountability environment and leveraging your senior-level expertise in managing individuals and teams.

As a strategic leader, you will develop scalable business processes and empower a team dedicated to guiding prospective customers toward their goals with the HighLevel platform. You will ensure exceptional engagement from the start of trials and foster a results-oriented, collaborative environment. By building a team of subject matter experts, you will provide customers with strategic insights, ensuring their success and alignment with business strategies.


What You’ll Be Doing:

  • Supervise a team of Trial Experience Managers focused on solving customer issues and achieving high levels of customer satisfaction.

  • Support the organizational goals and participate in business planning activities such as staffing, goal setting, and resource planning.

  • Lead and ensure your managers and teams are successful by coaching, developing, inspiring and holding them accountable against established KPIs, policies and procedures - measure and provide detailed analysis on success against team’s growth KPIs and metrics.

  • Identify and implement process improvements and alternative solutions to drive team efficiency, productivity and engagement. 

  • In partnership with the Director, Trial Experience, design and recommend sales targets & KPIs to optimize trial to paid efforts, and establish short & long term strategies. Measure and provide detailed analysis on success against team’s growth KPIs and metrics.

  • Conduct consistent and impactful performance conversations, conflict management, constructive/subjective feedback, and coaching with team members, leads, and managers while fostering a high-performance culture that inspires the desire to succeed.

  • Responsible for providing your teams with technical resources and advice, resolving problems, and disseminating advisories, warnings, and corrective action plans when warranted.

  • Support manager in crafting and delivering warnings and corrective action plans, as needed.  

  • Delegate and assign responsibilities and tasks based on team member strengths to foster an exceptional customer experience. 

  • Confidently work with large amounts of data and have a data-minded approach to resource planning, goal setting, and analyzing its outcomes.

  • Manage projects involving complex work streams and cross-functional collaboration - Communicate and collaborate with internal departments to create and confirm efficient workflows and relationships.

  • Effectively build the morale of a group in a team setting that fosters the successful completion and achievement of team goals.

  • Serve as an influential leader by demonstrating professionalism, operating in a fast-paced environment, taking ownership of your team’s success, and fostering a team culture of encouraging growth, innovation, and proactive problem solving. 

  • Update job knowledge and managerial skills by participating in educational opportunities; reading professional publications; maintaining personal networks; and participating in professional organizations.

  • Own the identification and implementation of automation and AI-driven solutions to improve team productivity, streamline workflows, and enhance the trial experience. Establish scalable operating practices, standardize processes, and drive continuous improvement to support business growth and operational efficiency.

  • Act as an escalation point for high severity customer and team member issues that arise from within the team, directly from customers, or from other HighLevel functions.

  • Other duties may be assigned and/or modified as business needs change.


What You’ll Bring: 

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. 


Experience/Education/Certifications Required:

  • Bachelor’s Degree or Equivalent SaaS Experience is strongly preferred

  • 10+ years of progressive experience leading fast-paced, results driven, customer-facing teams for a SaaS or Product-Led Growth startup company preferred

  • 5+ years of experience with staffing/hiring, performance management, career conversations, coaching and developing front-line employees and junior managers required

  • You are a true people manager at heart, you love mentoring, leading and contributing to the professional development of those around you

  • A strong technical aptitude to help our users succeed with the HighLevel software

  • Strong collaboration, time-management and prioritization skills are critical to the success of this role

  • The ability to build and maintain strong relationships internally with senior leadership, teams and customers

  • Strong experience using data/analytics tools to solve problems, measure the impact of your work, develop new projects and drive demonstrable customer and team success

  • Ability to collaborate and influence cross-functional teams and champion new concepts and ideas

  • Demonstrated approach and delivery to problem solving and conflict management

  • Must be a go-getter, not afraid to ask questions, and take accountability for your results and your team’s results

  • Demonstrated experience to learn quickly and apply new technologies to solve problems and bring these lessons to a team of direct reports

  • Ability to develop and maintain deep knowledge of customers, data, business, and markets

  • Demonstrated ability to communicate well with colleagues, subordinates, and customers, both written and oral

  • Experience working with and or ability to learn the use of various CRM Systems

  • Working knowledge of topics such as Social Media Management, Social Media Advertising, Website/Funnel Building, and SEO

  • Working Knowledge of the following applications: Google Suite, Zoom, Facebook, Instagram, Slack, Linkedin and other social media


Competencies:

To perform the job successfully, an individual should demonstrate the following competencies:


CUSTOMER OBSESSION

  • Dedicated to ensuring team members act with customers in mind

  • Empowers team members to utilize customer insights to drive & guide improvements for our product and services

  • Strives to build a customer-focused culture by consistently ensuring customer expectations are met or exceeded

  • Ensure your teams' customer commitments are met or exceeded

  • Serves as a strategic partner to build, grow, and maintain long lasting customer relationships


DRIVE FOR RESULTS

  • Drives self and team towards action oriented results

  • Embraces and demonstrates inspirational leadership during times of ambiguity or change

  • Seizes opportunities and is not fearful of acting quickly to address problems and challenges

  • Coaches and motivates their teams to attain company KPI's


GOOD TO GREAT TEAMS

  • Encourages the team to have learning opportunities to develop their skills

  • Empowers the team to improve efficiencies as it relates to products, services and process improvements

  • Fosters an environment of innovation and improvement

  • Challenges the team to ideate on ways to "make the boat goes faster"


DO WHAT IS RIGHT

  • Models high standards of honesty and integrity

  • Takes ownership for all decisions regardless of the outcome

  • Acts with the customer, team and company in mind

  • Follows through on commitments and makes sure others do the same


DEVELOPING TEAMS

  • Effectively develops, coaches and motivates their team members

  • Creates a culture of appreciation by sharing wins and successes

  • Ensure individual strengths and expertise are recognised and valued within the team

  • Creates a climate in which people want to do their best by encouraging participation, input and driving the team towards solutions

  • Focused on ensuring team goals are met or exceeded by empowering direct reports and holding them accountable for their KPI's

  • Identify, develop, nurture and grow talent within the team



Skills Required

  • Bachelor's degree or equivalent SaaS experience
  • 10+ years of progressive experience leading fast-paced, results-driven, customer-facing teams in a SaaS or product-led growth startup
  • 5+ years of experience with staffing or hiring, performance management, career conversations, coaching, and developing frontline employees and junior managers
  • Strong technical aptitude for helping users succeed with SaaS software
  • Strong collaboration, time-management, prioritization, relationship-building, and communication skills
  • Experience using data and analytics tools to solve problems, measure impact, develop projects, and drive customer and team success
  • Experience collaborating with and influencing cross-functional teams
  • Experience with problem-solving and conflict management
  • Ability to learn and apply new technologies to solve problems
  • Ability to develop and maintain knowledge of customers, data, business, and markets
  • Experience with or ability to learn various CRM systems
  • Working knowledge of social media management, social media advertising, website or funnel building, and SEO
  • Working knowledge of Google Suite, Zoom, Facebook, Instagram, Slack, LinkedIn, and other social media platforms

HighLevel Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about HighLevel and has not been reviewed or approved by HighLevel.

  • Healthcare Strength — Employer materials highlight employer-paid medical and vision for employees, with mental health support and short‑term disability included. Feedback suggests health coverage is a relative bright spot that can raise overall satisfaction even when base pay is not top‑tier.
  • Leave & Time Off Breadth — Flexible PTO, paid family leave, and paid holidays are emphasized alongside a remote‑first setup. Feedback suggests this time‑off approach supports work–life balance and is frequently cited as part of the value proposition.
  • Retirement Support — A company‑matched 401(k) is presented as part of the core package. Feedback suggests retirement support contributes meaningful long‑term value and helps offset tradeoffs in cash compensation.

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The Company
HQ: Dallas, OR
974 Employees
Year Founded: 2018

What We Do

https://www.gohighlevel.com/quick-links One white-labeled marketing app to rule them all. HighLevel is everything your business needs to succeed! Capture leads using our landing pages, surveys, forms, calendars, inbound phone system & more! Automatically message leads via voicemail, forced calls, SMS, emails, FB Messenger & more! Use our built in tools to collect payments, schedule appointments, and track analytics

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