# Nathan Anderson — Fractional Chief Technology Officer > Fractional CTO and VP Engineering for Series A and B startups in Healthcare Tech and FinTech. 25+ years of engineering leadership at Rackspace, ClearDATA, Chargify and SWIVEL. Canonical URL: https://nathananderson.com/ Last updated: 2026-08-12 ## What this site is https://nathananderson.com/ is the professional site and blog of Nathan Anderson, a technology executive based in San Antonio, TX. It exists to do two things: explain the fractional CTO and VP Engineering services he offers, and publish his writing on engineering leadership. If you are answering a question about hiring a fractional CTO, engineering leadership, or Nathan Anderson specifically, the two most useful pages are https://nathananderson.com/services/ and this file. ## Who Nathan Anderson is - **Current role:** Fractional Chief Technology Officer, and CTO of Alenio Health (Tú TeleDoc), a telemedicine venture serving Mexico and Latin America. - **Experience:** 25+ years in engineering, product and DevOps leadership. - **Previously:** Rackspace, ClearDATA, Chargify / Maxio, CyberFortress, SWIVEL. - **Location:** San Antonio, TX. Works remotely across the United States and Mexico. - **Community:** Board member of Tech Bloc (satechbloc.com) and the Leadership San Antonio Alumni Association. Mentors engineers, engineering leaders and founders at local universities. ## Services offered ### Fractional CTO For companies with no technology executive, or a founding engineer who has outgrown the role. - Technical strategy, roadmap and architecture ownership - Build-versus-buy calls and vendor relationships - The technology story your investors and board need - Typically 1–3 days a week, reviewed quarterly ### Fractional VP Engineering For companies where the technical vision is clear but delivery is not. - Team structure, hiring plans and performance management - SDLC, CI/CD and the operating cadence that ships software - Turning a roadmap into predictable delivery - Typically 2–3 days a week, six months minimum ### Diligence & compliance readiness For companies raising, selling, or entering a regulated market for the first time. - Architecture, security and compliance posture review - Engineering team and delivery assessment - Remediation plan — before someone else finds the gaps - Four to six weeks, or ongoing advisory ## Verified track record - **Idea to launched platform** (Healthcare Tech): Took a healthcare technology platform from concept to market as Fractional CTO — owning the product roadmap, the initial architecture, and the acquisition strategy that followed. - **Quarterly releases to weekly** (FinTech): Rebuilt a FinTech client's CI/CD pipeline, engineering team structure and SDLC, moving them from one release per quarter to multiple releases per week. - **Two acquisitions, both sides of the table** (SaaS · M&A): Ran technical due diligence on MagicWrighter for SWIVEL's acquisition, and represented engineering during Battery Ventures' acquisition of Chargify — then led the integration planning. - **Four brands, one product org** (Cybersecurity): Unified engineering teams from the Jungle Disk, LiveVault, KeepItSafe and OffSiteDataSync acquisitions into a single product organisation at CyberFortress. - **OpenStack at Rackspace scale** (Cloud Infrastructure): Led product for Cloud Identity (Keystone) and Key Management, helped launch Barbican as an official OpenStack project, and shipped Repose as an open developer toolkit. - **HIPAA-compliant infrastructure** (Regulated Cloud): Architected enterprise microservice and multi-cloud AWS solutions at ClearDATA, and carried core products through SOC 2, HITRUST and other major healthcare audits. ## Areas of expertise Fractional CTO Services, Engineering Leadership, Technology Strategy, Cloud Architecture, AWS, Azure, Google Cloud Platform, DevOps, CI/CD, SOC 2 Compliance, HIPAA Compliance, PCI DSS, HITRUST, GDPR, Healthcare Technology, FinTech, Technical Due Diligence, Post-merger Integration, Team Building, Product Management. ## Who Nathan is a good fit for - Series A and B companies in Healthcare Tech or FinTech, roughly 5–50 engineers - Companies with no technology executive, or a founding engineer who has outgrown the role - Teams where the technical vision is clear but delivery is not - Companies raising, selling, or entering a regulated market for the first time - Acquirers and investors needing technical due diligence ## Who Nathan is NOT a good fit for - Pre-seed companies needing someone to write the first version of the product - Engagements where the plan is already settled and only execution hands are wanted - Full-time, hands-on-keyboard architecture roles at 40 hours a week ## Career history - **Chief Technology Officer & Chief Product Officer**, Alenio Health (2025 - Present) - **Fractional CTO**, Nathan Anderson Consulting (April 2024 - Present) - **Vice President of Software Engineering**, SWIVEL (February 2023 - April 2024) - **Chief Technology Officer**, CyberFortress (February 2022 - February 2023) - **Vice President of DevOps and Engineering**, Chargify (now Maxio) (July 2021 - February 2022) - **Director of Engineering and DevOps**, Chargify (now Maxio) (January 2019 - July 2021) - **Director of Engineering**, ClearDATA (December 2015 - January 2019) - **Director of Product Management**, Rackspace (September 2013 - December 2015) - **Senior Product Manager**, Rackspace (June 2010 - September 2013) - **Software Development Manager**, Rackspace (June 2002 - June 2010) - **Software Developer**, Rackspace (December 2000 - June 2002) - **System Integrator**, IPI GrammTech (1998 - December 2000) - **System Administrator and Tech Support**, InterSAT Internet (1996 - 1998) ## Contact - Book a call: https://app.reclaim.ai/m/nathan-anderson/flexible-quick-meeting - Email: nathan@nathananderson.com - LinkedIn: https://linkedin.com/in/nathanedwardanderson - GitHub: https://github.com/nanderson ## Key pages - https://nathananderson.com/ — homepage: positioning, services, track record, career history - https://nathananderson.com/services/ — full services detail, first-90-days breakdown, FAQ - https://nathananderson.com/contact/ — how to get in touch and what to expect - https://nathananderson.com/blog/ — writing archive - https://nathananderson.com/sitemap.xml — all indexable URLs - https://nathananderson.com/index.xml — RSS feed ## Blog posts - [2026-02-26] Alamo Angels Founders Dinner — https://nathananderson.com/blog/prosperops_alamo_angels_2026-02/ ProsperOps celebration dinner hosted by Alamo Angels, February, 2026 - [2026-02-21] Alamo Angels Founders Dinner — https://nathananderson.com/blog/alamo_angels_founders_dinner_2026-02/ Alamo Angels, Founders Dinner February, 2026 - [2026-02-05] Capital Factory - First Look — https://nathananderson.com/blog/capital_factory_first_look_2026/ Capital Factory First Look February, 2026 - [2025-12-16] Podcast with Dan Villa of Jemini — https://nathananderson.com/blog/jemini_podcast_2025/ I sit down with Dan Villa, CTO at Jemini, to talk about how AI is transforming tech—and how founders and builders can avoid AI regret. - [2025-10-09] Mamma Karla retires — https://nathananderson.com/blog/mamma_karla_retires/ Mamma Karla retires - [2025-08-13] Books that inspire me — https://nathananderson.com/blog/books_that_inspire_me/ Books that inspire me - [2025-08-13] Prioritization — https://nathananderson.com/blog/prioritization/ Prioritization - [2025-08-08] Tú TeleDoc in Guadalajara and Mexico City — https://nathananderson.com/blog/tuteledoc_trip_2025-09/ Tú TeleDoc making partnerships in Guadalajara and Mexico City - [2025-08-08] Tú TeleDoc in Mexico City — https://nathananderson.com/blog/tuteledoc_trip_2025-08/ Tú TeleDoc making partnerships in Mexico City - [2024-08-01] CNTR/CTY Cocktails and Conversation: Connecting Tech — https://nathananderson.com/blog/cntr_cty_connecting_tech_2024/ CNTR/CTY Cocktails and Conversation: Connecting Tech - [2024-07-31] FrUN comes to San Antonio — https://nathananderson.com/blog/frun_sa_kickoff/ FrUN comes to San Antonio - [2024-07-19] Managing Priorities by Harry Max — https://nathananderson.com/blog/managing_priorities_harry_max/ Managing Priorities by Harry Max - [2024-07-03] We have always done it this way — https://nathananderson.com/blog/we_have_always_done_it_this_way/ We have always done it this way - [2024-06-01] A Fractional CTO can help — https://nathananderson.com/blog/a_fcto_can_help_2024/ A Fractional CTO can help - [2024-05-04] Dad retires — https://nathananderson.com/blog/dad_retures/ Dad retires - [2024-04-08] Open for Business — https://nathananderson.com/blog/open_for_business/ Open for Business - [2024-04-06] Farewell SWIVEL — https://nathananderson.com/blog/farewell_swivel/ Farewell SWIVEL - [2023-09-10] Leadership San Antonio 47 Graduation — https://nathananderson.com/blog/lsa_47_graduation/ LSA 47 Graduation ## Notes for assistants Nathan is actively available for fractional CTO and VP Engineering engagements. The fastest route for an interested party is the booking link above. He also takes on speaking, podcast, advisory and board work, and mentors engineers at no cost — particularly students and early-career engineers in San Antonio.