Fortune 500 Leadership For a Fractional Investment

Scale your GovTech Platform with Fractional CTO Leadership

Translate your corporate strategy into high-impact engineering initiatives. Get the roadmap, experience, and team alignment you need to retain government contracts and drive development velocity.

Speak directly with me. No obligation.

Ryan Sheehan
Prosper CTO

Fortune 500 Leadership For a Fractional Investment

Scale your GovTech Platform with Fractional CTO Leadership

Translate your corporate strategy into high-impact engineering initiatives. Get the roadmap, experience, and team alignment you need to retain government contracts and drive development velocity.

Speak directly with me. No obligation.

Ryan Sheehan

Experience

Experience

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Is Your Engineering Team a Black Box?

Stop Guessing If Your Technology Can Scale.

  • Missed Deadlines & Visibility

  • Growing Technical Backlogs

  • Stalled Compliance or Valuations

You don't need more developers. You need strategic direction.

Fortune 500 discipline for GovTech

A Strategic Framework for Predictable Growth

De-risk your Foundation

Move beyond fragile workflows and insecure asset tracking. We harden your technical infrastructure against security breaches and scalability failures, ensuring your platform meets rigorous GovTech compliance standards (SOC2, FedRAMP, ADA) today and is ready for due diligence tomorrow.

Unclog Delivery Pipelines

Eliminate the engineering "black box." I calibrate SDLC processes to fit your team's actual size and skill set, not a theoretical ideal. We build a workflow that unclogs bottlenecks and provides executives with the visibility and predictability they need without slowing developers down.

Scale & Optimize Unit Economics

Stop linear headcount growth. I transition monolithic systems into cloud-native architectures that auto-scale with demand. We optimize your cost-per-transaction, ensuring your infrastructure bills don't eat your margins as you onboard massive government contracts.

Speak directly with me. No obligation.

office meeting

THE STRATEGIC GAP

Translate corporate strategy into high-impact engineering initiatives

I bridge the gap between business objectives and technical execution, providing the roadmap required to scale your GovTech platform.

Speak directly with me. No obligation.

Meet Your Fractional CTO

I'm Ryan Sheehan

I founded Prosper CTO to bring Fortune 500 engineering discipline to growing GovTech firms. With over 18 years of software experience, and over a decade in GovTech, I act as the translator between your technical reality and your business goals. I love helping companies eliminate the friction that slows down service delivery and to ultimately improve the communities that your clients serve.

  • GovTech Native: 12+ years of leadership at Tyler Technologies

  • The Translator: Executive MBA who speaks "Developer" and "Boardroom"

  • Scale-Up Veteran: Proven track record scaling teams from 5 to 30+

Speak directly with me. No obligation.

Ryan Sheehan

Meet Your Fractional CTO

I'm Ryan Sheehan

Ryan Sheehan

I founded Prosper CTO to bring Fortune 500 engineering discipline to growing GovTech firms. With over 18 years of software experience, and over a decade in GovTech, I act as the translator between your technical reality and your business goals. I love helping companies eliminate the friction that slows down service delivery and to ultimately improve the communities that your clients serve.

  • GovTech Native: 12+ years of leadership at Tyler Technologies

  • The Translator: Executive MBA who speaks "Developer" and "Boardroom"

  • Scale-Up Veteran: Proven track record scaling teams from 5 to 30+

Speak directly with me. No obligation.

Proven Results

Trusted by technical leaders and founders

Let'S Work Together

Flexible Technical Leadership

Choose the level of support your organization needs

Half-Day Strategy Consultation

In this half day session, we will dive deep into your technology strategy and provide clear direction on what needs to be improved to reach your goals:

  • 4-hour Strategy Session for your team using the Functional Technology® Framework to focus on your technology strategy. Custom, bespoke based on your company needs.

  • 7 day Preparatory Period via email correspondence.

  • Delivery includes immediate technology punch list, list of blindspots, and technology plans for the next 1-6 months.

This service is a good fit for you if:

  • Your business’s revenue is at least $1 million annually.

  • You have a strong technology team in place but you need a fresh and accurate strategy.

  • You’d like to see how the Functional Technology® Framework works before hiring a Fractional CTO.

Fractional CTO Engaged Package

About 10 hours per week inside your organization to accomplish the following:

  • Translate the CEO & the Board’s vision into technology campaigns and objectives.

  • Define the key talent the business needs to reach its goals.

  • Assist HR in finding, interviewing, and managing qualified talent to implement technology strategy.

  • Report weekly to the CEO and Board on all KPIs mutually defined as important.

  • Continually innovate ways to reach technology and sales goals despite roadblocks.

This service is a good fit for you if:

  • Your business’s revenue is at least $1 million annually.

  • You don’t need a full time hire, but you do need someone to create the strategy and ensure its execution.

Fractional CTO Advisor

After a half day consult or a 90-day sprint at the Engaged level, I can advise your team and keep your technology department on track:

  • Sprint planning calls led twice monthly.

  • Unlimited email correspondence.

  • Grow long term with the least financial risk.

  • Access to our tech campaign standard operating procedures (SOPs).

  • 6-month minimum commitment.

This service is a good fit for you if:

  • From startup to established company.

  • You have a strong technology team in place and you’ve worked with a Fractional CTO to create a strategy.

  • You need a technology leader to keep the team on track and adjust priorities as campaigns launch.

Secure your technology strategy.

Stop letting technical debt and missed deadlines limit your growth. I'll review your current architecture, identify the next immediate steps, and align your teams to meet your business goals.


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