I’m a founder, builder, and technology executive since the mid-00s.
Throughout my career I’ve worked in a part-time, fractional, or advisory capacity to a number of companies, firms, and founders through my firm greyworks. This is often on-top of or next-to my primary focus.
I have extensive experience in technology (or technology-enabled) companies going through transformational moments, whether its the company’s founding, an early/mid-stage pivot, or growth investment through a financing round.
I've also been called upon to unstick sticky situations that require equal parts tact and tech. Geographically, in New York City (usually) or on a plane to somewhere. Seldom without broadband.
Wanted a better way to manage my friends, family, and professional contacts as, especially for the latter two, sometimes the lines can blur. No commercial solution exists, so I built one. 🎉
Easy-to-use, easy-to-publish visual storytelling platform for brands, organizations, and professiona/pro-sumer photographers.
See some of our members best work at: https://exposure.co/publications
Upgraded core technology to modern standards. (3 version jump!)
Reduced MTBR and MTTR (mean time between repairs, mean time to repair) by orders of magnitude, while also reducing page load time by 90%
Leveraged AI for back-end processes and customer service tickets, reducing inbound support needs by 60%.
Restructured CS and Technology resources for improved velocity.
Aug 2023 — Oct 2023
S(
SaaS/Services (Redacted)
Technical Advisor
Established SaaS/Services company that maintains resume/CV records for professionals within a high-regulated industry.
Company invested in a rebuild of their core technology with an outside vendor that was over-time and over-budget. Executives were concerned about future viability of their investment.
Partnered with C-suite to understand perceived challenges and desired outcomes.
Conducted a code and architectural review of operational app and contracted future-app; repackaged findings into recommendations with business impact for strategic discussion.
Mar 2023 — Jul 2023
MA
Mobile App + Web Platform (Redacted)
Fraction CTO / Advisor
Series A company with a vertical-SaaS iOS app and web platform had architectural constraints on their codebase and team structure. Neither constraint was visible to the CEO, but they knew they had a problem with shipping and delivery and was concerned they didn't have the right people in place.
Triaged the architecture (team and technology) and provided a roadmap on how to move forward. Company has since raised their next round of funding and hired a full-time technical lead.
Coached key engineering resources on communication strategies to better articulate challenges to the wider team.
Had fun doing it.
Oct 2022 — Dec 2022
HT
HR Tech Services Company (Redacted)
Fractional CTO
A technology-enabled recruiting firm witnessed the efficacy of their core process automation tool drop dramatically.
Executives were convinced their technology had a functional deficiency/bug that their internal team couldn't diagnose and wanted to bring in an expert.
Coached senior engineer resources on defining success and efficacy rates for core services
Through that work, hypothesized the problem was product-related, not engineering-related, and conducted experiments to prove such
Proof in hand, recommended a holistic approach to remediate the existential to their business model.
Mar 2021 — Jul 2022
Upright
CTO
Financial services company focused on fix/flip and new construction loans, funded by individual investors (crowdfunding) and institutional warehouse lines.
Owned product, engineering, DevOps, IT, data/analytics, security, and compliance.
Rapidly built distributed team: 5 to 75 FTEs in 13 months.
Organized using modern software organizational practices, including team topologies, dynamic re-teaming, and Agile/Scrum, with a nod toward’s Conway’s Law to improve ownership and agency, enabling more consistent value delivery with ever-growing team.
Deprecated/repackaged monolith to service-oriented architecture on IaaS.
Apr 2019 — Aug 2019
CS
Cloud Security Posture Management (Redacted)
Interim COO/CIO
Series A company's flagship product helped Fortune 50 and large financial institutions secure, manage, and govern their public cloud estates. (e.g., AWS, GCP, Azure, etc.)
Set a "land speed record" for achieving SOC II Type 2 compliance
Reduced cloud costs by over 50% by improving containerization strategy and contracted spending.
Stood up Product, DevOps, and other core technology functions.
Jun 2016 — Apr 2017
DC
DTC CPG (Redacted)
Fractional COO
A cosmetics company with 90% sales volume through online channels, customers could "subscribe" to products with auto-delivery.
Reconstructed data systems and reporting to improve customer/product matching
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