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Reading Room

Read the arguments shaping this field: original letters and essays, independent reporting, interviews, and podcasts. Every item says whether the text is available here or should be read at its publisher.

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The PioneersEssay or blogExcerpt
Thrive Holdings, individual author not shown · Thrive Holdings

Profiles RRBB practitioners including Rob Quick, Dave Roth, and Susan DiPaolo. Recounts a prior software initiative that failed because document-scanning work was not adopted.

Long HumansEssay or blogExcerpt
Thrive Holdings · Thrive Holdings

Argues that relationships and professional judgment become more valuable as routine work gets cheaper. Makes permanent ownership, practitioner ownership, and organizational change central.

Aravind Srinivasan; Samay Shamdasani; Arthur Fernandes Araujo; John de Wasseige · OpenAI / Thrive Holdings

Describes a practitioner-feedback and evaluation loop for Tax AI. Reports a 7,000-return pilot, roughly one-third less preparation time, and about 50% greater throughput.

FIS

Announced May 20, 2026, from Jacksonville. FIS announced that BankSouth, a $1.6 billion-asset community bank based at Lake Oconee, Georgia, selected the FIS core banking platform to power its retail and business banking lines. The bank framed the conversion as part of a broader data and technology strategy. The selection followed BankSouth's March 2026 announcement of a strategic partnership with Sequence Holdings, the permanent holding company deploying engineers and AI tooling into the bank's operations, and coverage connected the two moves as parts of the same modernization effort.

BankSouth — Sequence partnershipCompany announcementExcerpt
BankSouth

Announced March 2026, from Greensboro, Georgia. BankSouth, a $1.6 billion-asset community bank, announced a strategic partnership with Sequence Holdings, a permanent holding company that improves the operations of established businesses through technology. Under the partnership, a team of Sequence engineers — with backgrounds at Palantir, Scale AI, and Apple — works alongside BankSouth's staff to build and deploy AI-powered tools, framed around a human-first approach to community banking and BankSouth's roughly 80-year history. Sequence chief executive Michael Lee, a financial services and technology investor, joined BankSouth's board of directors. Sequence took a minority position in the bank. The partnership followed Sequence's emergence from stealth with a $75 million seed round led by Conviction and 8VC and a Series A led by Lux Capital, joined by Definition, Avenir, Chris Ré, and other institutional investors. Sequence is based in New York and deploys engineers alongside a proprietary technology platform. Latham & Watkins represented Sequence on both the partnership and the financings.

Shield raises $100M from ThriveCompany announcementExcerpt

Announced February 2, 2026, from New York. Shield Technology Partners raised $100 million from Thrive Holdings to fund product development and further acquisitions across its national IT services platform. Shield reported surpassing $100 million in annual revenue in 2025 and partnering with nine IT services companies across the US serving more than 1,500 customers in sectors including construction, energy, and healthcare; it had majority stakes in four MSPs at its June 2025 launch, which carried more than $100 million in initial capital. Part of the investment supports Shield's engineering team, which works alongside OpenAI researchers to build and embed AI products for IT engineers. Two internal products were named: Sentinel, which monitors and triages customer tickets and routes them by engineer, timing, and priority, and Spectre, which helps engineers orchestrate multiple agents to resolve requests. Jim Siders is chief executive of Shield; Anuj Mehndiratta of the Thrive Holdings founding team commented, as did Alexander Saca, chief executive of partner company IronOrbit. Shield was formed as a collaboration between Thrive Holdings and ZBS Partners, pairing Thrive's technical capability with ZBS's approach to founder-led businesses.