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# Ross Baker

**Headline:** B2B Tech Leader \| Strategic Partnerships \| Product Strategy \| GTM Strategy \| $10M\+ Revenue Portfolio Management \| ACA Marketplace \| Employee Benefits
**Profession:** Senior Agency Account Manager
**Location:** Hood River, Oregon, United States

## About

Ross Baker is a Senior Agency Account Manager at HealthSherpa, where he scales top\-tier B2B agency accounts, informs product strategy, and supports ACA Marketplace growth within a $250,000–$325,000 monthly recurring revenue portfolio\. Ross specializes in employee benefits, health insurance, ACA Marketplace strategy, strategic partnerships, B2B sales, customer success, product analytics, regulatory compliance, and go\-to\-market strategy\. He is strongest at translating data into practical growth narratives, aligning product roadmaps with customer and regulatory needs, and building programs that improve adoption, engagement, and revenue\. At HealthSherpa, Ross has helped leading accounts achieve 4x membership growth over three years and partnered with Policy teams to maintain 100% compliance amid changing ACA regulations\. Previously, he advanced through four GTM roles at PeopleKeep in 3\.5 years, led a four\-person Customer Success team, and helped grow engagement across more than 200 accounts from 70% to 90%\. His experience also includes managing $10M\+ in annual sales at AvantLink, building employee\-benefits solutions for SMBs, and leading affiliate and influencer growth programs for SaaS and e\-commerce startups\.

## Services

- Sales & Distribution
- Benefits Administration
- Affiliate Management
- Data Analysis
- Product Knowledge
- Documentation
- Photography
- New Business Development
- Off\-Page SEO
- Affiliate Marketing
- ICHRA
- Business Process Improvement
- Customer Experience
- Sales
- Employee Benefits
- Health Insurance
- Entrepreneurship
- Account Management
- Sales Management
- Business Development

## Highlights

- At HealthSherpa, scaled top\-tier B2B accounts to 4x membership growth over three years\.
- Manages a $250,000–$325,000 monthly recurring revenue portfolio at HealthSherpa\.
- Influenced the HealthSherpa product roadmap through JIRA\-tracked requirements, prioritizing Agency Tools to increase platform adoption\.
- Turned Mixpanel, Redash, and Excel data into growth narratives for Annual Business Reviews and strategic sessions at HealthSherpa\.
- Built and managed external user communities at HealthSherpa, accelerating issue resolution and strengthening brand loyalty\.
- Partnered with HealthSherpa Policy teams to maintain 100% compliance for top accounts amid changing ACA regulations\.
- Developed training resources and presentations that accelerated product onboarding and technical expertise at HealthSherpa\.
- Represented HealthSherpa as an ACA subject matter expert through podcast and speaking appearances\.
- Earned consecutive promotions through four GTM roles at PeopleKeep in 3\.5 years across New Business, Partner Management, and Customer Success leadership\.
- Led a four\-person Customer Success team at PeopleKeep and increased engagement from 70% to 90% across more than 200 accounts\.
- Helped scale PeopleKeep's demand\-generation engine to 50% month\-over\-month partner\-lead growth and 100% year\-over\-year organic\-traffic growth\.
- Built a PeopleKeep referral community of more than 500 members, contributing to a 100% increase in sales units and a 200% increase in MRR\.
- Aggregated user lifecycle data at PeopleKeep to inform the SaaS product roadmap and continuous feature improvements\.
- Consulted Teamable clients on maximizing SaaS\-platform utility for talent sourcing, recruitment efficiency, and ROI\.
- Used Looker at Teamable to analyze email\-campaign performance and provide actionable client benchmarks and best practices\.
- Designed Teamable onboarding frameworks and KPIs that accelerated client time\-to\-value\.
- Served as a user\-to\-engineering liaison at Teamable, improving the feedback loop for product updates and feature implementation\.
- Achieved more than 20% year\-over\-year growth across a 20\-account AvantLink portfolio generating more than $10 million in annual sales\.
- Conducted merchant and affiliate analysis at AvantLink and delivered strategic monthly performance reviews to stakeholders\.
- Directed end\-to\-end affiliate marketing campaigns and targeted content at AvantLink to optimize partner success\.
- Expanded AvantLink partner engagement through senior relationship building at industry events\.
- At Authentic Growth Partners, drove more than $100,000 in retail and B2B sales through affiliate and influencer marketing for SaaS and e\-commerce startups\.
- Led business development, agency management, content monetization, and measurable pipeline\-growth work at Authentic Growth Partners\.
- Managed a distributed freelance\-marketing team executing affiliate and content strategies for high\-growth clients\.
- Designed scalable sales\-enablement and marketing frameworks for SaaS and e\-commerce clients\.
- Advised Uinta Insurance clients on marketplace\-based health insurance options and other solutions based on individual needs\.
- Specialized in employer\-funded individual health insurance solutions that allowed employers to provide benefits while employees accessed marketplace coverage options\.
- Designed employee\-benefit packages for American Exchange SMB clients with 2–500 employees\.
- Developed proposals for fully insured, level\-funded, ICHRA, and QSEHRA plans at American Exchange\.
- Helped document full\-time RV travel around North America through Instagram and BoundlessBakers\.com\.

## Experience

- **Senior Agency Account Manager at HealthSherpa** (2022\-07\-01–present) — \- Strategic Growth: Scaled top\-tier B2B accounts to 4x membership growth over 3 years, managing a $250k–$325k MRR portfolio\. \- Product Strategy: Influenced the product roadmap via JIRA\-tracked requirements, prioritizing Agency Tools to deepen platform adoption\. \- Data Literacy: Transformed Mixpanel, Redash, and Excel datasets into actionable growth narratives for Annual Business Reviews and strategy sessions\. \- Community & Brand: Built and managed external user communities, accelerating issue resolution and driving brand loyalty\. \- Compliance: Partnered with internal Policy teams to ensure 100% compliance for top accounts amidst shifting ACA regulations\. \- Enablement: Developed high\-impact training resources and presentations that accelerated product onboarding and technical expertise\. \- Thought Leadership: Represented the organization as an ACA subject matter expert through podcast and speaking appearances
- **Benefits Strategist at American Exchange** (2021\-06\-01–2022\-07\-01) — \- Strategic Consulting: Designed and implemented customized employee benefit packages for SMBs \(2–500 employees\), aligning corporate objectives with cost\-saving strategies\. \- Content Strategy: Directed B2B content initiatives to drive benefits education and create scalable sales enablement tools\. \- Plan Design: Developed B2B proposals across diverse funding models, including fully\-insured, level\-funded, and ICHRA/QSEHRA plans\. \- Operational Training: Built and facilitated internal training programs, upskilling teams on complex enrollment processes and regulatory compliance\.
- **Customer Success Manager at Teamable** (2019\-03\-01–2020\-06\-01) — \- Platform Optimization: Consulted clients on maximizing SaaS platform utility to source top\-tier talent, improving recruitment efficiency and ROI\. \- Data Analytics: Leveraged Looker to analyze email campaign performance, translating raw data into actionable best practices and benchmarks for clients\. \- Onboarding & ROI: Designed comprehensive account onboarding frameworks and KPIs that accelerated client "time\-to\-value\." \- Product Liaison: Acted as the primary bridge between users and engineering, streamlining the feedback loop to influence product updates and feature implementation\.
- **Instagram Husband and Writer at BoundlessBakers\.com** (2018\-11\-01–2021\-12\-01) — Helped my wife document our full\-time travels in an RV around North America, through Instagram and our blog\.
- **Independent Insurance Advisor at Uinta Insurance** (2018\-10\-01–2021\-07\-01) — As an independent health insurance agent, my goal is to help people find the most efficient way to help them pay for healthcare and minimize financial hardships due to unforeseen expenses\. For most people health insurance through the federal and state\-based marketplaces is their best option, with additional solutions available on a per need basis\. I also specialized in employer\-funded individual health insurance solutions, allowing employers to provide benefits to employees while allowing employees to access the lower\-cost, better coverage options available on the marketplace\.
- **Account Manager at AvantLink** (2017\-04\-01–2018\-10\-01) — \- Revenue Growth: Achieved 20%\+ YoY growth across a 20\-account portfolio, driving $10M\+ in annual sales\. \- Performance Analysis: Conducted in\-depth data analysis for merchants and affiliates, delivering strategic monthly performance reviews to key stakeholders\. \- Campaign Management: Directed end\-to\-end affiliate marketing campaigns and developed targeted content to optimize partner success\. \- Strategic Partnerships: Drove partner engagement and portfolio expansion through high\-level relationship building at key industry events\.
- **Owner at Authentic Growth Partners** (2017\-03\-01–2021\-10\-01) — \- Revenue Growth: Scaled affiliate and influencer marketing strategies for SaaS and e\-commerce startups, driving $100k\+ in retail and B2B sales\. \- Strategic Growth: Directed end\-to\-end business development and agency management, specializing in content monetization and measurable pipeline growth\. \- Team Leadership: Managed a distributed team of freelance marketers to execute complex affiliate and content strategies, consistently meeting high\-growth client demands\. \- SaaS Expertise: Leveraged expertise in the SaaS and e\-commerce sectors to design and implement scalable sales enablement and marketing framework\.
- **Sr\. Customer Success Manager, Team Lead \(Promoted through 4 GTM roles\) at PeopleKeep** (2013\-06\-01–2017\-03\-01) — \- Rapid Advancement: Earned consecutive promotions across New Business, Partner Management, and Customer Success leadership within 3\.5 years, driving end\-to\-end GTM strategies\. \- Team Leadership: Led a 4\-person Customer Success team to increase engagement from 70% to 90% across a 200\+ account portfolio\. \- Growth Marketing: Scaled the demand generation engine to achieve 50% MoM partner lead growth and a 100% YoY increase in organic traffic\. \- Revenue & Partnerships: Cultivated a 500\+ member referral community, driving a 100% increase in sales units and a 200% surge in MRR\. \- Product Feedback: Systematically aggregated user lifecycle data to influence the SaaS product roadmap and drive continuous feature improvements\.

## Education

- Sierra Nevada College

## FAQ

### What does Ross do?

Ross is a B2B technology and healthcare\-sector leader focused on strategic partnerships, product strategy, go\-to\-market strategy, employee benefits, ACA Marketplace solutions, customer success, and revenue portfolio management\. He uses data to tell clear business stories and technology to address real\-world problems\.

### What is Ross's current role?

Ross is currently a Senior Agency Account Manager at HealthSherpa\. He works with top\-tier B2B agency accounts, supports ACA Marketplace growth, contributes to product strategy, develops enablement resources, and represents HealthSherpa as an ACA subject matter expert in podcast and speaking appearances\.

### What has Ross accomplished at HealthSherpa?

At HealthSherpa, Ross scaled top\-tier B2B accounts to 4x membership growth over three years while managing a $250,000–$325,000 MRR portfolio\. He also influenced the product roadmap through JIRA\-tracked requirements, with an emphasis on Agency Tools that deepen platform adoption\.

### How does Ross use data and community\-building at HealthSherpa?

Ross uses Mixpanel, Redash, and Excel data to create actionable growth narratives for Annual Business Reviews and strategic planning sessions\. He also builds and manages external user communities to accelerate issue resolution and strengthen brand loyalty\.

### How does Ross support ACA compliance and enablement?

Ross partners with internal Policy teams to ensure 100% compliance for top accounts as ACA regulations change\. He develops training resources and presentations to accelerate product onboarding and technical expertise\.

### What did Ross do at PeopleKeep?

Ross was a Senior Customer Success Manager and Team Lead at PeopleKeep, after earning consecutive promotions through four GTM roles spanning New Business, Partner Management, and Customer Success leadership in 3\.5 years\.

### What growth and leadership results did Ross deliver at PeopleKeep?

At PeopleKeep, Ross led a four\-person Customer Success team that increased engagement from 70% to 90% across a portfolio of more than 200 accounts\. He also helped scale demand generation to 50% month\-over\-month partner\-lead growth and a 100% year\-over\-year increase in organic traffic\.

### How did Ross contribute to partnerships, revenue, and product feedback at PeopleKeep?

Ross cultivated a referral community of more than 500 members at PeopleKeep, contributing to a 100% increase in sales units and a 200% increase in MRR\. He also aggregated user lifecycle data to inform the SaaS product roadmap and ongoing feature improvements\.

### What did Ross do at Teamable?

Ross was a Customer Success Manager at Teamable, where he advised clients on maximizing a SaaS platform for talent sourcing and recruitment efficiency\. He used Looker to analyze email\-campaign performance and turn data into client benchmarks and best practices\.

### How did Ross improve onboarding and product feedback at Teamable?

At Teamable, Ross designed account onboarding frameworks and KPIs to accelerate client time\-to\-value\. He also served as the bridge between users and engineering, improving the feedback loop for product updates and feature implementation\.

### What did Ross accomplish at AvantLink?

Ross was an Account Manager at AvantLink, where he achieved more than 20% year\-over\-year growth across a 20\-account portfolio generating more than $10 million in annual sales\. He conducted merchant and affiliate performance analysis and delivered strategic monthly reviews to key stakeholders\.

### What partnership and campaign work did Ross lead at AvantLink?

At AvantLink, Ross directed end\-to\-end affiliate marketing campaigns, developed targeted content to improve partner outcomes, and expanded partner engagement through relationship building at industry events\.

### What did Ross do at Authentic Growth Partners?

Ross owned Authentic Growth Partners, where he scaled affiliate and influencer marketing strategies for SaaS and e\-commerce startups\. Those efforts drove more than $100,000 in retail and B2B sales\.

### How did Ross lead growth work at Authentic Growth Partners?

At Authentic Growth Partners, Ross led business development and agency management, focused on content monetization and measurable pipeline growth\. He managed a distributed freelance\-marketing team and developed scalable sales\-enablement and marketing frameworks for SaaS and e\-commerce clients\.

### What was Ross's work at Uinta Insurance?

Ross worked as an Independent Insurance Advisor at Uinta Insurance\. He helped people identify efficient ways to pay for healthcare and minimize financial hardship from unforeseen expenses, often using federal and state\-based health insurance marketplaces when appropriate\.

### What employee\-benefits solutions did Ross specialize in at Uinta Insurance?

Ross specialized in employer\-funded individual health insurance solutions at Uinta Insurance\. These solutions enabled employers to offer benefits while helping employees access lower\-cost, potentially better coverage options available through the marketplace\.

### What did Ross do at American Exchange?

Ross was a Benefits Strategist at American Exchange, where he designed customized employee\-benefit packages for SMBs with 2 to 500 employees\. His work aligned employer objectives with cost\-saving strategies\.

### What plan\-design and training work did Ross lead at American Exchange?

At American Exchange, Ross developed B2B proposals for fully insured, level\-funded, ICHRA, and QSEHRA plans\. He also directed benefits\-education content and sales\-enablement initiatives and built internal training on enrollment processes and regulatory compliance\.

### What was Ross's role with BoundlessBakers\.com?

Ross also served as an Instagram Husband and Writer for BoundlessBakers\.com, helping his wife document their full\-time RV travels around North America through Instagram and their blog\.

### Where did Ross study?

Ross attended Sierra Nevada College\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/rossbaker603

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