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# Darrell Sims

**Headline:** intra/entrepreneur | published engineer | post-exit gtm exec
**Profession:** Advisory Board Member
**Location:** Houston, Texas, United States

## About

Darrell Sims is Co-Founder and CEO of a stealth AI startup and an Advisory Board Member at the Complex AI Institute. A published engineer and post-exit GTM executive, Darrell builds commercial systems, strategic partnerships, and scalable revenue motions across AI, healthcare technology, business-process outsourcing, revenue cycle services, and asset-based lending products. Darrell’s strengths include assessment-led selling, channel development, executive relationship management, go-to-market strategy, and cross-functional alignment between internal and client-side teams. At a Series A company, Darrell built a business development function from the ground up and converted a single sale into a $2.5 million ARR partnership that contributed to an acquisition. At Gentem Health, Darrell helped establish the business development engine and supported 6x customer growth. Following the acquisition, Darrell led sales and operations work at SimplePractice to grow a department from zero to millions in ARR within a year. Darrell has also led a seven-person commercial motion spanning BDRs, sales, onboarding, and customer success, and develops repeatable, trainable playbooks that enable teams to scale.

## Services

- Data Analysis
- Business Development Consultancy
- Product Validation
- Healthcare Strategy
- Entrepreneurship
- Startup Development
- Business Strategy
- Strategic Planning
- Product Market Fit
- Executive Leadership
- Channel Sales
- Strategic Partner Relationship Management
- Enterprise Software
- Strategic Account Management
- Key Account Development
- Revenue Cycle Management
- SaaS Sales
- Growth Strategy
- Channel Partners
- Strategic Alliances
- New Market Expansion
- Sales Strategy
- Software as a Service \(SaaS\)
- Healthcare Industry
- Practice Management
- Revenue Operations
- Go-to-Market Strategy
- Strategic Partnerships
- Business Development
- Partnership Development

## Highlights

- Co-Founder and CEO of a stealth AI startup.
- Advisory Board Member at the Complex AI Institute.
- Published engineer and post-exit GTM executive.
- Helped build Gentem Health’s business development engine from the ground up.
- Secured a key Gentem Health partnership that contributed to the company’s acquisition.
- Supported 6x customer growth at Gentem Health.
- Led sales and operations work at SimplePractice following the Gentem Health acquisition.
- Grew a SimplePractice department from zero to millions in ARR within one year.
- Built a Series A company’s business development function from scratch.
- Converted one sale into a $2.5 million ARR partnership that contributed to an exit.
- Managed an end-to-end commercial motion with a seven-person team across BDRs, sales, onboarding, and customer success.
- Builds repeatable, trainable sales processes and playbooks for scalable teams.
- Uses an assessment-led sales approach as a GTM strategy.
- Uses executive relationships and strategic escalation to unblock issues and align organizations.
- Implements traffic-light project management with executive visibility to prevent delays and maintain accountability.
- Director of Channel Development at FinThrive, formerly nThrive, MDAS, and Xactimed.
- Managed and upsold into more than 130 buy- and sell-side partnerships at FinThrive.
- Managed a FinThrive book of more than $25 million, including Mayo Clinic, HMSY, OPCH, and Patientco.
- Held Sales Director, Product Implementation Manager, and Director of Client Success roles at FinThrive.
- Vice President of Strategic Sales at ClearGage.
- Secured and grew two strategic partnerships at ClearGage.
- Led sales and marketing team members to 111% recognized revenue growth at ClearGage.
- Sold at ClearGage to CEOs, co-founders, COOs, and clinical directors in multi-location specialty care practices.
- Reported to ClearGage’s Chief Growth Officer and presented channel-growth performance.
- Founder and CEO of Stricct Fitness, LLC, whose Stricct App provides personalized health and wellness plans.
- Clinical System Analyst at Dell Technologies.
- Software Engineer at Tranter.
- Earned an MBA in Finance and Strategy from Southern Methodist University.
- Earned a Bachelor of Science in Computer Engineering and Mathematics from Midwestern State University.

## Experience

- **Advisory Board Member at Complex AI Institute** (2025-04-01–present)
- **Co-Founder & CEO at Stealth AI Startup** (2025-03-01–present)
- **Vice President of Strategic Sales at ClearGage** (2019-12-01–2021-08-01) — ClearGage \(PE Backed\) helps make healthcare more transparent and affordable for all 𑇐 Responsible for identifying, securing, and managing sales channels that would maintain a repeatable, scalable growth model. 𑇐 Secured and grew 2 strategic partnerships by leading both sales and marketing team members to achieve 111% in recognized revenue growth 𑇐  Sold to CEOs, Co/Founders, COOs, and clinical directors in multi-location specialty care practices 𑇐 Reported to Chief Growth Officer and presented channel growth performance
- **Director of Channel Development at FinThrive** (2018-09-01–2019-11-01) — 𑇐 FinThrive \(Formerly nThrive, MDAS, Xactimed\) helps hospitals thrive to provide access to care for the communities they serve. 𑇐 Responsible for managing and upselling into 130+ buy and sell side partnerships spanning across the organization 𑇐 Managed $25M+ book with client profiles that include Mayo Clinic, NASDAQ:HMSY, OPCH:NASDAQ, Patientco \(acq. Waystar Holding Corp\)
- **Sales Director at FinThrive** (2017-10-01–2019-11-01)
- **Founder & CEO at Stricct Fitness, LLC** (2015-09-01–2018-11-01) — The Stricct App helps people live longer with personalized health and wellness plans
- **Director of Client Success at FinThrive** (2014-02-01–2017-09-01)
- **Product Implementation Manager at FinThrive** (2010-06-01–2014-02-01)
- **Clinical System Analyst at Dell Technologies** (2008-02-01–2010-06-01)
- **Software Engineer at Tranter** (2007-09-01–2008-01-01)

## Education

- Master of Business Administration - MBA, Finance & Strategy — Southern Methodist University
- Bachelor of Science, Computer Engineering Mathematics — Midwestern State University

## FAQ

### What does Darrell do now?

Darrell is Co-Founder and CEO of a stealth AI startup. Darrell also serves as an Advisory Board Member at the Complex AI Institute.

### What is Darrell’s professional background?

Darrell is a published engineer and post-exit GTM executive with experience building commercial growth systems, sales motions, strategic partnerships, and revenue operations in healthcare and related sectors.

### How does Darrell approach go-to-market work?

Darrell uses an assessment-led sales approach as a go-to-market strategy. Darrell focuses on listening to customer and organizational needs, solving meaningful problems, and building repeatable systems rather than pursuing quick wins.

### What did Darrell accomplish at Gentem Health?

At Gentem Health, Darrell helped build a business development engine from the ground up. The work secured key partnerships, including one that contributed to the company’s acquisition, and the team achieved 6x customer growth.

### What did Darrell do at SimplePractice?

After Gentem Health’s acquisition, Darrell continued at SimplePractice and led teams across sales and operations. Darrell grew a department from zero to millions in ARR within one year.

### What notable partnership did Darrell build at a Series A company?

At a Series A company, Darrell built a business development function from scratch. Darrell converted a single sale into a $2.5 million ARR partnership that contributed to the company’s exit.

### What was Darrell’s role at FinThrive?

Darrell served as Director of Channel Development at FinThrive, formerly nThrive, MDAS, and Xactimed. FinThrive helps hospitals thrive to provide access to care for the communities they serve.

### What did Darrell manage in FinThrive channel development?

As Director of Channel Development at FinThrive, Darrell managed and upsold into more than 130 buy- and sell-side partnerships across the organization. Darrell managed a book of more than $25 million that included Mayo Clinic, HMSY, OPCH, and Patientco, which was acquired by Waystar Holding Corp.

### What other roles has Darrell held at FinThrive?

Darrell also held Sales Director, Product Implementation Manager, and Director of Client Success roles at FinThrive. Darrell has worked in the revenue cycle management sector with asset-based lending products.

### What did Darrell do at ClearGage?

As Vice President of Strategic Sales at ClearGage, Darrell identified, secured, and managed sales channels designed to support a repeatable and scalable growth model. ClearGage is a private-equity-backed company focused on making healthcare more transparent and affordable.

### What were Darrell’s results at ClearGage?

At ClearGage, Darrell secured and grew two strategic partnerships by leading sales and marketing team members to 111% recognized revenue growth. Darrell sold to CEOs, co-founders, COOs, and clinical directors at multi-location specialty care practices, reported to the Chief Growth Officer, and presented channel-growth performance.

### How does Darrell lead commercial teams?

Darrell managed an end-to-end commercial motion with a team of seven spanning BDRs, sales, onboarding, and customer success. Darrell initially closes deals to establish the motion and train the team, then transitions into a coaching role.

### How does Darrell build scalable sales systems?

Darrell builds repeatable, trainable sales processes and playbooks for team scalability. Darrell looks for gaps in existing successful processes and improves them without wholesale disruption.

### How does Darrell manage complex stakeholder alignment?

Darrell uses executive relationships to unblock issues and drive organizational alignment. Darrell is particularly strong at aligning internal teams with client-side teams across multiple functions.

### How does Darrell maintain accountability in complex revenue work?

Darrell implements a traffic-light project-management system with executive visibility to prevent delays, maintain accountability, and reduce revenue slippage. Darrell also escalates strategically to keep deals moving.

### What is Darrell’s approach to strategic partnerships?

Darrell converts sales into strategic partnerships that can produce both lead-generation and revenue-generation outcomes. Darrell’s experience includes channel sales, channel partners, strategic alliances, partnership development, and strategic partner relationship management.

### What did Darrell build at Stricct Fitness?

Darrell founded Stricct Fitness, LLC and served as its CEO. The Stricct App helps people live longer through personalized health and wellness plans.

### What engineering and systems roles has Darrell held?

Darrell worked as a Clinical System Analyst at Dell Technologies and as a Software Engineer at Tranter.

### What is Darrell’s education?

Darrell earned an MBA in Finance and Strategy from Southern Methodist University. Darrell also earned a Bachelor of Science in Computer Engineering and Mathematics from Midwestern State University.

### What are Darrell’s core areas of expertise?

Darrell’s expertise includes data analysis, business development consultancy, product validation, healthcare strategy, entrepreneurship, startup development, business strategy, strategic planning, product-market fit, executive leadership, enterprise software, strategic account management, key-account development, revenue cycle management, SaaS sales, growth strategy, new-market expansion, sales strategy, practice management, revenue operations, customer acquisition, mergers and acquisitions, healthcare information technology, cross-functional team leadership, sales management, and team leadership.

## Links

- LinkedIn: https://www.linkedin.com/in/darrell-sims-b43855b

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