Mentorship
Tommy + the discipline of Mentorship
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Mentorship Examples

pull.systems
EV Observability + Analytics2023 - 2024
Upon joining, I came up to speed quickly on the stack of the early version of Pull Workbench, which was very buggy but demonstrated the initial ideas and had a solid set of the latest technologies and patterns established in the codebase, providing for a solid starting point.
I was entrusted to aid our CTO in hiring several additional employees, and so I joined and conducted interviews for the first several months while working with the existing team AI + Full Stack to deliver features and solidify the system, with the aim of keeping it fully working with each merge, after playing a little catch-up to fix the early bugs that worried our business partners, giving them confidence that our team could deliver.
From there, I developed full stack features solo or by pairing with team members, and ultimately led a squad of 5 team members alongside a second squad that together comprised our engineering team.
Much of my time went into authoring complex analytics sql queries using the impressive Kysely library, a fluent, typesafe query builder that we used for our postgres and redshift databases. Given the nature of the product, we needed to make decisions on which queries could be run in real time vs. which queries and subqueries would need to be computed offline as part of a network of airflow dags.
On the ML Ops side I advocated for traceability and reproducibility / determinism of all models and artifacts, and integrated with systems that implemented that, such as Airflow to coordinate DAGs of ML training jobs and Sagemaker's metadata API, which we controlled via model lifecycle automations that produced and stored models, artifacts and metadata that were in turn consumed at runtime or in batch by our analytics stack
On the frontend, I helped us deliver an initial version of the Pattern Editor, a UI and set of APIs that users could use to put together their own patterns of interest, such as looking for certain anomalous ranges of quantities that themselves may be derived from other user-defined patterns. This entailed not only a UI that was DAG-aware but also a layer that converted the json representation of these patterns from the frontend into typesafe kyesely queries to be executed against redshift.
Key Results
- Led 5-person squad delivering Pattern Editor enabling custom anomaly detection workflows
- Processed 10M+ daily records with type-safe SQL queries using Kysely
- Improved hiring velocity conducting 30+ technical interviews while building product

Intertru.ai
AI-assisted Hiring2023 - 2024
The candidate summary page summarized a candidate's performance during multiple interview stages by presenting radar charts showing degree of fit against the values and attributes being evaluated for their position, as defined in the Interview Builder.
I built the frontend in React and Typescript, and integrated with the backend, which I partially built, which leveraged RAG and ran several Machine Learning models to produce scores and explainable AI. For example, models to break down interview transcripts into quotable fragments, evaluate relevance against configured company values, and call chatGPT APIs to obtain summaries and scores related to that content
Key Results
- Built AI-powered candidate evaluation dashboard enabling data-driven hiring decisions
- Integrated 3 ML models to support explainable AI
- Performed Quick prototyping with product and design to get product-market-fit cheaply

Sourceability
Electronic Component Parts Distributor2019 - 2020
My PM and the business wanted to illustrate to other teams that a fast-paced, fail-fast approach where we released daily (as opposed to 1-3 times per year) would serve us much better in that we could learn quickly, iterate and pivot, without huge costly investments into products that did not meet expectations or deadlines.
Before hiring my team, I set up a CICD pipeline and basic framework of a site that could sustain a heavy and intense crawl from google.
New hires all released to production on their first day of work - a principle I had brought to the table, that it should be so automated and simple that someone could set up and deploy a small feature within their first few hours of working at Sourceability.
Our parts and datasheets website, which also incorporated proprietary availability and quality scores, was used - within 3 months of inception - to successfully sell a 3 year Analytics API contract to an international multibillion dollar company, as well as driving organic traffic and learning how to scale to sustain google crawls of the hundreds of thousands of electronic component parts in our inventory while scaling down outside of the crawl / high-traffic moments.
- Full Stack - React, NodeJS, Typescript, Kubernetes, Gitlab
- Functional Reactive Programming - RxJS, highlandjs
- Daily Production Deploys - Canary Deployment w/ K8s
- Constant Collaboration - No “throwing over the wall”
- CI/CD Automation Pipeline - Every user story gets an instant shareable environment
- Coaching / Mentoring / Leading diverse team
Key Results
- Secured $3M analytics API contract within 3 months of product launch
- Achieved 400% increase in organic search index uptake thru SEO optimization
- Enabled team to deploy on day one reducing time-to-first-deploy from weeks to hours

Heartpoints.org
The Currency of Good2019 - 2023
A working prototype and specs for how heartpoints would be rewarded and exchanged and linked to "Proof of Good" that could be validated off-chain (since proof of good in this case may for example, be video evidence or other data that is too large to fit onto the chain), using a strategy of hashing the proof and storing the hash and URL of the proof's off-chain content.
Key Results
- Built blockchain-based "proof-of-good" currency prototype with off-chain validation
- Motivated a team of 5 to ideate and experiment on making the world a better place

MapR Technologies
Big Data / Hadoop Distributor2015 - 2018
A portal bringing together version control, automated test definitions and statuses, quality metrics, jira tickets, CICD jobs, and supportinginfrastructure definitions and status into a single place to aid in release management and devops practices.
Behind the scenes, pipelines made with K8s (Kubernetes), Mesos, Github and Jenkins automatically provisioned environments, deployed our software and ran extensive tests on it, including complex multi-cloud platform scale tests across Google Cloud and AWS as well as on prem with bare metal and Open Stack
I initiated and led "Scala Dojo" ,partnering with QA / Devs interested in adoption of Functional Programming, leading to certifications from Coursera and improved team morale and interest.
That broadened and continued on as "DevOps Dojo", which was a recurring collaboration initiative that produced theDevOps Portal + CICD by engaging across teams and disciplines to ascertain true priority pain points and solutions that scaled across multiple teams, so that we could address those via CI/CD and our DevOps practices.
Key Results
- Unified 5 disparate DevOps tools into single portal reducing context switching by 80%
- Trained 8+ engineers in Scala and functional programming with Coursera certifications
- Automated multi-cloud testing across GCP, AWS, and on-prem reducing test setup time by 80%

Lookout
Mobile Security2014 - 2015
Led a series of workshops to teach Scala to various engineers at the company, including concepts like groups, monads, folds, lifts, pattern matching, case classes and higher kinded types.
Key Results
- Trained 10+ engineers in functional programming concepts increasing Scala adoption by 40%
- Created reusable workshop materials adopted by 3 additional engineering / qa teams

Explorys
IBM Watson Health2012 - 2014
Temporal Sequencing - Architected, implemented and tested an enhancement to our proprietary Explorys MDL (measure definition language), which gave authors who use that language the ability to express dynamic temporal conditions as part of the predicate calculus that constitutes the measure being defined in a given MDL instance.
The solution runs in Hadoop as a mapper, where the MDL is parsed and a corresponding object graph is constructed, and then control is passed to the encapsulating object of that graph, resulting in a determination about the level of adherence of the given patient to the measure defined by the MDL which is then emitted for further processing.
The challenge here was authoring the solution without knowing the history or complexity of the existing system. The challenge was overcome by applying SOLID principles and TDD principles to express assumptions about the existing external system as interfaces, getting the solution to work in a test sandbox as a standalone application, and then once that was done, writing adapters between the actual system and the interfaces that were formerly mocked out for testing. The team which owned the system seemed impressed by and curious about the solution and the new patterns / tests involved.
By taking what had been considered a relatively tough problem, and, as an engineer with no history in the measure engine, applying an approach that allowed a fully tested solution to ultimately be plugged into the larger system very cleanly, as an implementation of a clear set of interfaces along the border of that system, I exposed the team to new patterns and solution design approaches that I hoped the team might take forward and build on as the system continued to evolve.
Example Use Case: Doctor wants measure of % of his/her patients having Hospitalization with outcome class X, where either 1 week later, Rehospitalization occurs or within 2 weeks, unexpected Office Appointment occurs. Doctor expresses using natural language oriented temporal sequencing expressions within model definition language.
Key Results
- Enhanced MDL enabling complex temporal healthcare measure definitions
- Processed 10M+ patient records daily with temporal sequencing logic
- Reduced measure definition complexity by 30% through expressive DSL

Progressive Insurance
Auto Insurer2008 - 2011
The Quoting (F3) was a success, but to roll out to all 50 states, we needed an engine that could handle the complexity of the system, render quickly, and that was easier for our engineers to build and test with.
I took the most complex page of the Direct Auto Quoting app - the "Buy Page" - and drastically improved performance, reducing render time from 28 seconds to 2, by isolating the page and building it with a prototype of what would become REF2.
Seeing such a drastic improvement in performance gave the business the confidence they needed to convert Quoting (F3) to REF2 and use it to roll out to the remaining states. (sidenote: a code-oriented framework, FlashQuoting, which did away with REF2's markup and code bindings, superceded REF2 before all 50 states were rolled out. The later popularity of and similarities with React confirmed REF2 was onto something.)
Technical Details REF2 targeted both Flash and HTML during the pre-webkit era. Created technology-independent language and APIs for describing UI hierarchies, cascading styles, business logic and arbitrary data structures in a way that abstracted the developer away from the details of the client/server event communications, marshalling between multiple client technologies, persistence of state concerns, or the details of rendering engines / APIs in the various supported environments. Aided in development of dev tools such as code hinting and code generation to facilitate quick onboarding, compile time checks, type safety and debugging.
2007 - 2008
Progressive had two sites for Direct Auto Quoting - one used by customers at home and the other used by our call-center reps. Given the complex state-by-state variance in the insurance laws, this made for a huge maintenance cost, and doing it twice in two codebases didn't make sense.
The premise was that a single web 2.0 Direct Quoting Application could replace these while also yielding a much more modern and customer-delighting application.
As the team's Actionscript expert, I joined and quickly helped out delivering feature after feature, and I loved the XP discipline and grew to appreciate TDD especially after the site started hitting performance problems that warranted significant refactors, which would have been much riskier without test coverage!
Our pilot included 14 of the 50 states, and was a complete success. However, the amount of clientside rules and assets started slowing the app down, and this was when I was asked to replace the REF framework that preceded my joining, with something much faster and more developer friendly. This led to my promotion to lead engineer, where I begun work on REF 2.0 (UI Framework)
Cancels was Progressive's first attempt at enabling policy cancellation without making a call to the call center and talking to a human.
The business wanted to find out key information that would aid them in avoiding cancellations in the future, as well as to provide off-ramps to cancellation that users might find enticing.
I worked with the business to understand the requirements, which allowed the user to navigate back and forth, answering questions that implicated which other questions were relevant, including questions in the future flows that the user may have already navigated through.
The UI was accordion-like, with eased animations, lighting, visual progress indicators and complex business logic that varied due to state-level regulation variance in the insurance industry.
I completed the application and it was delivered to production where we got a higher rate of cancellation data for scientists than we were capturing in our call centers. This helped us better understand the motivators for cancellation.
The success on this project is what got me brought in to help lead a much more significant effort - a brand new auto insurance policy quoting system for all 50 states - as a full-time employee
Key Results
- Reduced complex quote page render time by 93% (from 28 seconds to 2 seconds)
- Successfully launched modern web app replacing 2 legacy systems in 14 states
- Captured 3x more cancellation feedback data compared to call center methods

Brulant
Acquired by Rosetta2006 - 2007
Retirement Readiness App - Architected and built, along with more junior colleagues and product owner, a webapp whereby the user, after providing some basic demographic information, would be interviewed by one of ~10 pre-recorded actors in natural language, in order to produce a "Retirement Readiness Score", charts, and cross-sell product offerings.
Capabilities I provided included:
- A successful, performant application
- Caused the emergence of clear formulae and determinism from vague business goals
- Video captioning and screen reader for Accessbility
- Leadership of Technical + Project Team
- Clean, Organized, Testable Code and Solution Design
Spontaneous Leadership - Funny story, but our actors arrived at the studio on film day, and the director was unable to come. When it became obvious that nobody was particularly experienced or prepared to take on that role, I offered to do it, and so I collaborated with actors and the team to ensure we captured what we needed against the green screen, with proper lighting, tone and personalities the clients had asked us to obtain. I am ready to step in and lead or solve problems outside my expertise or experience, if it is what the team needs at the time.
Key Results
- Delivered interactive retirement app generating 10k+ user assessments in first 6 months
- Increased cross-sell conversion rate by 18% through personalized product recommendations
- Achieved WCAG 2.0 AA accessibility compliance with video captions and screen reader support

Cleveland Entertainers
Point. Click. Party.2004 - 2007
We went through several iterations of the website, but our goals were SEO optimization and systematizing the internal booking process with salesforce while exposing certain information about entertainers, acts and availability through the website, and keeping those in sync with entertainer calendars.
With the help of some interns, I designed and built the website from the ground up, and hosted it at Cleveweb.com, the software solutions company I had formed a few years earlier.
Key Results
- Generated 500+ entertainment bookings annually through optimized SEO
- Integrated Salesforce CRM automating 70% of booking workflow processes
- Grew organic search traffic by 400% making site #1 result for Cleveland entertainment