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# Tyler DeKryger

**Headline:** Manager, CX Ops @ Lytho
**Profession:** Manager, Customer Success Operations
**Location:** Grand Rapids Metropolitan Area

## About

Tyler DeKryger is the Manager of Customer Success Operations at Lytho, where he administers and optimizes customer\-experience platforms and helps connect customer, sales, marketing, and product data\. With more than eight years of SaaS and B2B experience spanning support, customer success, customer\-success operations, and earlier operations and human\-resources roles, Tyler builds scalable systems that reduce administrative work and enable customer\-facing teams to focus on high\-priority situations\. He is strongest in CX\-platform administration, automation, customer segmentation, health scoring, lifecycle communications, data hygiene, Voice of Customer programs, and cross\-functional process improvement\. At Lytho, Tyler works with tools including Gainsight, Freshdesk and HubSpot Service Desk, ChatGPT, Claude, Zapier, Matik, HubSpot, Pendo, Gong, and Salesforce\. Earlier, Tyler helped CertifID grow from $2 million to $18 million in ARR and from 240 to more than 1,200 clients, while managing a 400\-customer portfolio with satisfaction above 87% and retention above 90%\. He has also led a complex implementation across 50 offices, built SQL\-based QBR\-deck automation that removed hours of manual work, and delivered $600,000 in software sales at Simpleview\.

## Services

- Automation
- Zapier
- Voice of the Customer Analysis
- Health Scoring
- Matik
- Claude Skills
- Anthropic Claude
- ChatGPT
- Claude Code
- Gainsight
- Claude Cowork
- Pendo Product Cloud
- Data Audit
- Streamlining Operational Processes
- Business Process
- Performance Improvement
- Account Portfolio Management
- Client Relationship Strengthening
- Software Sales
- Team Assessment
- ROI Optimization
- System Center Operations Manager \(SCOM\)
- Customer Segmentation Strategy
- Long\-term Customer Relationships
- Seller's
- Technical Support
- Technical Liaison
- Analytical Skills
- Post\-Sales
- Voice of the Customer

## Highlights

- Owns and administers Lytho’s CX platforms, including Gainsight, Freshdesk and HubSpot Service Desk, ChatGPT, Claude, Zapier, and Matik\.
- Partners with operations colleagues and company leadership on integrations and data flows across HubSpot, Pendo, Gong, sales, marketing, and product platforms\.
- Deploys targeted multi\-channel lifecycle communications based on product data, customer segments, personas, and journey progression to increase adoption and value\.
- Identifies customer risks, opportunities, and retention revenue through product and customer data\.
- Serves as a go\-to expert on customer segmentation and customer health scoring\.
- Automates success processes and playbooks to reduce internal effort and focus human intervention on high\-priority situations\.
- Supports Voice of Customer and CX programs through survey planning, creation, deployment, and reporting\.
- Audits CX tools and data hygiene, documents processes, and maintains a CX operations roadmap aligned with business goals\.
- Built customer\-success systems designed to eliminate administrative work and enable more strategic customer focus\.
- Implemented Matik from scratch to automate standardized customer\-QBR creation\.
- Built SQL\-based automation that generates QBR decks on demand and eliminates hours of manual work\.
- Validates data automation by reconciling outputs against the product source of truth\.
- Managed a complex multi\-office customer implementation across 50 locations with different technology stacks\.
- Used iterative pilot offices to de\-risk large enterprise rollouts and tailored onboarding to customers’ real\-world workflows\.
- Joined CertifID as employee number 12 and contributed during growth from $2 million to $18 million in ARR\.
- Contributed to CertifID’s customer\-base expansion from 240 to more than 1,200 clients\.
- Managed a CertifID portfolio of 400 SMB, mid\-market, and enterprise customers while achieving satisfaction above 87% and retention above 90%\.
- Led QBRs, analyzed product usage, and identified cross\-sell and upsell opportunities at CertifID\.
- Onboarded and trained CertifID customers and team members, mentored junior CSMs, and acted as a functional and technical subject\-matter expert\.
- Managed small\-to\-mid\-sized Goodshuffle accounts through proactive Intercom support, onboarding, training, health monitoring, adoption work, and account\-record maintenance\.
- Provided technical support to more than 600 CAVALLO customers across multiple ticketing systems\.
- Used SQL at CAVALLO to run queries and create customized customer reports\.
- Managed 150 Simpleview clients representing more than $2 million in ARR while maintaining a 90% retention rate\.
- Delivered $600,000 in software sales at Simpleview by identifying needs and presenting tailored SaaS solutions\.
- Led Simpleview SaaS implementations, renewals, and customer\-support efforts, while mentoring junior team members and developing scalable processes\.
- Averaged more than $500,000 in monthly recoveries as a Senior Subrogation Representative at Farmers Insurance\.
- Negotiated auto\-insurance repair\-damage and fault matters with other insurers at Farmers Insurance\.
- Created and posted job openings and completed phone screens and in\-person interviews as a Human Resources Assistant at Calvin University\.
- Planned and marketed weekend activities for up to 1,000 Calvin University students and supported campus inclusion\.
- Performed quality\-of\-care and patient\-satisfaction research at Munson Medical Center and resolved technology issues for Calvin University staff and students as a HelpDesk Technician\.

## Experience

- **Manager, Customer Success Operations at Lytho** (2025\-05\-01–present) — Own and admin all CX platforms \(including Gainsight, Freshdesk/HubSpot Service Desk, ChatGPT/Claude, Zapier, and Matik\) and partner with other Ops and Company Leadership to architect and support integrations and data flows with key sales, marketing, and product platforms \(including Hubspot, Pendo, and Gong\) • Deploy targeted multi\-channel communications that drive owned and unowned accounts towards increased product adoption and value based on product, customer segments, personas, and journey progression \(automated lifecycle management\) • Systematically identify customer risks, opportunities, and retention revenue based on product and customer data\. • Review success processes and playbooks with an eye for automation and reduction of internal effort, with the goal of prioritizing human intervention for the highest priority situations\. • Be the go\-to expert on customer segmentation and customer health scoring\. • Assist with Voice of Customer and CX programs with survey planning, creat
- **Customer Success Manager at Goodshuffle** (2025\-01\-01–2025\-05\-01) — Managed a portfolio of small\-to\-mid\-sized accounts by providing proactive customer support via • Intercom, onboarding and training, monitoring account health, promoting product adoption, serving as the primary point of contact, maintaining accurate account records, and contributing to scalable team processes and knowledge sharing\.
- **Senior Customer Success Manager at CertifID** (2023\-01\-01–2024\-12\-01) — Joined as employee \#12, contributing to company growth from $2M to $18M ARR and expanding the customer base from 240 to 1,200\+ clients, • Oversaw a portfolio of 400 SMB, mid\-market, and enterprise customers, driving significant revenue while achieving customer satisfaction rates above 87% and retention rates exceeding 90%\. • Designed and executed proactive customer engagement strategies leveraging data\-driven insights, driving product adoption, customer value realization, and up\-sell opportunities\. • Conducted onboarding and training for new customers and team members, ensuring seamless transitions and high adoption rates\. • Led QBRs, analyzed product usage data, and identified cross\-sell and up\-sell opportunities to drive revenue growth\. • Mentored and supported junior CSMs, fostering team collaboration and knowledge sharing\. • Acted as a subject matter expert, providing functional and technical support while addressing customer trends, challenges, and opportunities\. • Collaborated
- **Customer Success Manager at CertifID** (2021\-09\-01–2023\-01\-01)
- **Senior Software Support Specialist at CAVALLO \(Previously SalesPad\)** (2020\-09\-01–2021\-09\-01) — Provided technical support to 600\+ customers across multiple ticketing systems, delivering timely resolutions that enhanced customer loyalty and satisfaction\. • Partnered with cross\-functional teams, including Product, Tech, and Sales, to develop long\-term solutions for customer challenges, improving operational efficiency and overall user experience\. • Balanced competing priorities while meeting SLAs, achieving performance metrics in customer satisfaction and call resolution\. • Utilized SQL to run queries and create customized reports to meet specific customer needs\.
- **Senior Customer Success Manager at Simpleview** (2018\-12\-01–2020\-08\-01) — Managed a book of business of 150 clients, driving $2M\+ in ARR and maintaining a 90% retention rate through personalized engagement and fostering customer loyalty\. • Identified cross\-sell and upsell opportunities, enhancing client value and expanding revenue streams\. • Delivered $600,000 in software sales by identifying customer needs and presenting tailored SaaS solutions, contributing to ARR growth and market relevance\. • Led SaaS project implementations, renewals, and customer support efforts to ensure goal achievement and optimal solutions adoption\. • Mentored and supported junior team members, developing scalable processes and fostering a high\-performance team environment\.
- **Customer Success Associate at Simpleview** (2018\-04\-01–2018\-11\-01)
- **Senior Subrogation Representative at Farmers Insurance** (2017\-04\-01–2018\-04\-01) — Owned auto insurance claim results to enhance and educate on claim experience for insured\. • Negotiated with other insurance companies over damages repaired, and fault for auto accidents\. • Set a precedent of damage restitution owed\., averaging over $500,000 in monthly recoveries\. • Managed assigned claims and personal workload while aiding co\-workers in best workflow to make sure insured was made whole as soon as possible\.
- **Subrogation Representative at Farmers Insurance** (2016\-10\-01–2017\-04\-01)
- **Human Resources Assistant at Calvin University** (2016\-05\-01–2016\-09\-01) — Created and posted job openings on applicant tracking system\. • Completed phone screens and in\-person interviews\. • Obtained general human resources experience\.
- **Operations Coordinator at boldSOCKS** (2016\-05\-01–2016\-09\-01) — Helped manage social media accounts\. • Provided human resources support\. • Worked improving shipping processes\.
- **Operations Intern at Munson Medical Center** (2015\-05\-01–2015\-08\-01) — Data analysis and research for quality of care and patient satisfaction\. • Practiced recruitment procedures\. • Learned from and interacted with high level administration roles\.
- **Weekend Programming Intern at Calvin University** (2015\-04\-01–2016\-01\-01) — Planed weekend activities for students upwards of 1,000 students • Marketed programs to students • Helped increase inclusion of students on campus
- **HelpDesk Technician at Calvin University** (2014\-02\-01–2016\-09\-01) — Resolved staff and student issues within technology ecosystem\. • Installed computers, repaired hardware and software\. • Managed assigned tickets while assisting co\-workers with their workload\.

## Education

- Bachelor’s Degree, Business Human Resources and Operations — Calvin University (2012\-01\-01–2016\-01\-01)

## FAQ

### What does Tyler do at Lytho?

Tyler is the Manager of Customer Success Operations at Lytho\. He owns and administers CX platforms, supports integrations and data flows, deploys lifecycle communications, identifies customer risks and opportunities, and develops scalable operational improvements\.

### Which systems and platforms does Tyler manage?

Tyler administers and audits Gainsight, Freshdesk and HubSpot Service Desk, ChatGPT, Claude, Zapier, and Matik\. He partners with operations colleagues and company leadership on integrations and data flows involving HubSpot, Pendo, Gong, sales, marketing, and product platforms\.

### How does Tyler support product adoption and lifecycle management?

Tyler deploys targeted multi\-channel communications for owned and unowned accounts based on product data, customer segments, personas, and customer\-journey progression\. His goal is to increase product adoption and value through automated lifecycle management\.

### What are Tyler’s strengths in customer health and segmentation?

Tyler is a go\-to expert on customer segmentation and customer health scoring\. He systematically identifies customer risks, opportunities, and retention revenue using product and customer data\.

### How does Tyler improve customer\-success operations?

Tyler reviews success processes and playbooks for automation opportunities that reduce internal effort and reserve human intervention for the highest\-priority situations\. He also audits and improves data hygiene, documents processes, and maintains a CX operations roadmap aligned with business goals\.

### How does Tyler contribute to Voice of Customer and CX programs?

Tyler supports Voice of Customer and CX programs through survey planning, creation, deployment, and reporting\. He collaborates with leadership by providing qualitative and quantitative inputs that inform recommendations, team assessments, scalable process improvements, and operational opportunities\.

### What did Tyler accomplish at CertifID?

At CertifID, Tyler joined as employee number 12 and contributed during growth from $2 million to $18 million in ARR and from 240 to more than 1,200 clients\. As a Senior Customer Success Manager, he oversaw 400 SMB, mid\-market, and enterprise customers, with customer satisfaction above 87% and retention exceeding 90%\.

### What were Tyler’s responsibilities as a Customer Success Manager at CertifID?

Tyler designed proactive, data\-informed customer\-engagement strategies at CertifID to drive adoption, value realization, and upsell opportunities\. He conducted onboarding and training for customers and team members, led QBRs, analyzed product usage, identified cross\-sell and upsell opportunities, mentored junior CSMs, and worked with sales, support, product, and marketing teams on customer needs and product enhancements\.

### What implementation experience does Tyler have?

Tyler managed customer implementations at CertifID, including a complex multi\-office rollout across 50 locations with different technology stacks\. He used an iterative pilot\-office approach to de\-risk larger enterprise implementations and tailored onboarding around customers’ real\-world workflows\.

### How has Tyler automated QBRs and validated data?

Tyler implemented Matik from scratch to automate standardized customer\-QBR creation\. He also built SQL\-based automation to generate QBR decks on demand, eliminating hours of manual work, and validates data automation by reconciling outputs against the product source of truth\.

### What did Tyler do at Goodshuffle?

At Goodshuffle, Tyler managed a portfolio of small\-to\-mid\-sized accounts\. He provided proactive support through Intercom, led onboarding and training, monitored account health, promoted adoption, served as the primary contact, maintained account records, and contributed to scalable processes and knowledge sharing\.

### What did Tyler accomplish at CAVALLO?

At CAVALLO, previously SalesPad, Tyler provided technical support to more than 600 customers across multiple ticketing systems\. He partnered with Product, Tech, and Sales on long\-term solutions, met SLAs and customer\-satisfaction and call\-resolution performance metrics, balanced competing priorities, and used SQL for customer\-specific queries and reports\.

### What did Tyler accomplish at Simpleview?

At Simpleview, Tyler managed 150 clients representing more than $2 million in ARR and maintained a 90% retention rate through personalized engagement\. He identified cross\-sell and upsell opportunities, delivered $600,000 in software sales through tailored SaaS solutions, led implementations, renewals, and support efforts, and mentored junior team members while developing scalable processes\.

### What was Tyler’s work at Farmers Insurance?

At Farmers Insurance, Tyler owned auto\-insurance claim outcomes and helped educate insured customers about their claim experience\. He negotiated with other insurers on repair damages and accident fault, averaged more than $500,000 in monthly recoveries, managed assigned claims, and helped colleagues improve workflows so insured customers could be made whole sooner\.

### What did Tyler do at Calvin University?

Tyler was a Human Resources Assistant and a Weekend Programming Intern at Calvin University\. In human resources, he created and posted job openings, completed phone screens and in\-person interviews, and gained general HR experience as an intern, he planned and marketed weekend activities for as many as 1,000 students and supported campus inclusion\.

### What is Tyler’s educational background?

Tyler earned a bachelor’s degree in Business Human Resources and Operations from Calvin University\.

### What early operations experience does Tyler have?

At boldSOCKS, Tyler supported social\-media account management, human\-resources work, and shipping\-process improvements\. At Munson Medical Center, he performed data analysis and research related to quality of care and patient satisfaction, practiced recruitment procedures, and learned from senior administrative roles\.

### What technical\-support experience does Tyler have?

As a HelpDesk Technician at Calvin University, Tyler resolved technology issues for staff and students, installed computers, repaired hardware and software, managed assigned tickets, and assisted coworkers with their workloads\.

### What customer\-success and commercial skills does Tyler bring?

Tyler’s customer\-success capabilities include account portfolio management, account management, client relationship strengthening, long\-term customer relationships, post\-sales work, onboarding, training, customer engagement, QBRs, customer support, customer service, product adoption, customer retention, cross\-selling, upselling, SaaS sales, software sales, and CRM work across SMB, mid\-market, enterprise software, SaaS, and B2B environments\.

### What operational, analytics, and technology skills does Tyler use?

Tyler’s operational and technical skills include automation, Zapier, Gainsight, Matik, HubSpot, Salesforce\.com, Pendo Product Cloud, ChatGPT, Anthropic Claude, Claude Skills, Claude Code, Claude Cowork, data audits, Voice of Customer analysis, health scoring, customer segmentation strategy, business\-process streamlining, performance improvement, ROI optimization, SQL reporting, SCOM, technical liaison work, troubleshooting, Windows, CMS platforms, Microsoft Office, Excel, Word, presentations, event planning, analytical skills, critical thinking, communication, time management, teamwork, and problem solving\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/tdekryger

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