Brett Ungashick

Brett is the founder of OutSail - the easiest way to research, evaluate and select HR Software

Monthly Op-Eds

Frontier AI Labs Are Entering The Arena and Other Big HR Tech Stories

May 14, 2026

•

6 min read

Frontier AI Labs Are Entering The Arena and Other Big HR Tech Stories

Anthropic, Gusto, TriNet, Paylocity and UKG signal a rapidly changing future for HR software and services

Brett Ungashick

Expert Conversations

May 12, 2026

•

4 min read

Scaling Culture While Hiring Globally

A conversation with Teamtailor CHRO Sarah Mian on global HR, lean teams, and why modern HR leaders must choose where to focus.

Brett Ungashick

Expert Conversations

How Deel is Building the Infrastructure for Global Work

Apr 29, 2026

•

5 min read

How Deel is Building the Infrastructure for Global Work

A conversation with Alex Bouaziz, Co-founder & CEO of Deel, on global payroll, product philosophy, and competing without constraints

Brett Ungashick

Expert Conversations

How ChartHop is moving from Workforce Intelligence to Action

Apr 28, 2026

•

4 min read

How ChartHop is moving from Workforce Intelligence to Action

A conversation with ChartHop CEO Ian White on AI, product focus, and why the bar for software is rising

Brett Ungashick

Monthly Op-Eds

Apr 16, 2026

•

7 min read

AI agents have arrived in People Ops

Announcements from Rippling & ChartHop signal that AI agents are about to start shaping HR Tech and redefining People Ops

Brett Ungashick

Expert Conversations

Why Rippling Was Built for The AI Moment

Mar 31, 2026

•

7 min read

Why Rippling Was Built for The AI Moment

A conversation with Matt MacInnis on AI, global payroll, and why unified systems are starting to matter more than ever

Brett Ungashick

Expert Conversations

Mar 15, 2026

•

6 min read

How ADP Thinks About Innovation

A conversation with Joe Steinrock, VP of Product Strategy at ADP, on venture investing, global expansion, and why good, fast, and cheap rarely coexist.

Brett Ungashick

Monthly Op-Eds

The (Possible) Brilliance of the Workday and Insperity Partnership

Mar 13, 2026

•

7 min read

The (Possible) Brilliance of the Workday and Insperity Partnership

Deep dive into the new Insperity-Workday partnership: what HRScale means for the HR Tech marketplace

Brett Ungashick

Expert Conversations

Finding the Goldilocks Zone in Payroll & HCM Software

Mar 3, 2026

•

7 min read

Finding the Goldilocks Zone in Payroll & HCM Software

A conversation with Netchex CEO Abhinav Agrawal on service, focus, and building technology that fits its customer.

Brett Ungashick

Expert Conversations

Workforce Management’s Next Wave with Jim Jensen and Traxxion

Feb 17, 2026

•

6 min read

Workforce Management’s Next Wave with Jim Jensen and Traxxion

Jim Jensen on WFM consolidation, payroll accuracy, frontline time collection, and why Traxxion is rebuilding workforce management from the ground up.

Brett Ungashick

Monthly Op-Eds

Feb 11, 2026

•

7 min read

The End of Peak Software

AI agents, Claude Code, and software company selloffs signal a shift in software economics. Is SaaS dead?

Brett Ungashick

Expert Conversations

How Miter is Building Vertical SaaS by Solving the Hardest Problems First

Feb 3, 2026

•

7 min read

How Miter is Building Vertical SaaS by Solving the Hardest Problems First

A conversation with Miter Co-Founder and CEO Connor Watumull on construction payroll, vertical focus, and earning the right to expand.

Brett Ungashick

Monthly Op-Eds

Four Questions I’ll Be Watching Closely in HR Tech in '26

Jan 14, 2026

•

7 min read

Four Questions I’ll Be Watching Closely in HR Tech in '26

HR tech trends for 2026: Global all-in-ones, embedded payroll results, up-market PEO models, and the evolving HR team. What’s viable vs hype in HR software.

Brett Ungashick

Expert Conversations

How Remote Built Its Embedded Payroll Advantage

Jan 14, 2026

•

6 min read

How Remote Built Its Embedded Payroll Advantage

Deep dive into the new Insperity-Workday partnership: what HRScale means for the HR Tech marketplace

Brett Ungashick

Expert Conversations

A Deep Dive into UKG’s Rebrand with CMO, Sarah Hodges

Jan 6, 2026

•

8 min read

A Deep Dive into UKG’s Rebrand with CMO, Sarah Hodges

A conversation with UKG’s CMO Sarah Hodges, unpacking why she joined, how “Workforce Operating Platform” reframes the category, and marketing in an AI era.

Brett Ungashick

Expert Conversations

Dec 18, 2025

•

6 min read

Inside an AI-Native HRIS with Winslow

Exploring an AI-native HRIS with Winslow founder Niel Robertson. Context-aware agents, chat-first workflows, and modular designs redefine modern HR software.

Brett Ungashick

Monthly Op-Eds

Nov 20, 2025

•

8 min read

Four Big HR Tech Headlines in Q4

November HR Tech insights: Lattice exits HRIS/payroll, Deel boosts governance, ADP acquires Pequity, and Mosey streamlines multi-state tax compliance

Brett Ungashick

Monthly Op-Eds

UKG, Rippling, Paycom - A Busy Q4 HR Tech Roundup

Oct 15, 2025

•

5 min read

UKG, Rippling, Paycom - A Busy Q4 HR Tech Roundup

Q4 HR Tech roundup: Paycom layoffs tied to AI, UKG rebrand, Rippling App Studio, Workday AI acquisitions and a Sage-Criterion deal.

Brett Ungashick

Expert Conversations

HiBob’s US Payroll Play: How Embedded Payroll Signals a Cultural Shift

Sep 17, 2025

•

6 min read

HiBob’s US Payroll Play: How Embedded Payroll Signals a Cultural Shift

An interview with HiBob CEO, Ronni Zehavi, around the launch of their embedded US payroll with Gusto, unifying HR + payroll and growing CFO adoption.

Brett Ungashick

Monthly Op-Eds

ADP's Quiet Evolution: Why the “Safe Choice” May Win the Whole Game

Aug 14, 2025

•

5 min read

ADP's Quiet Evolution: Why the “Safe Choice” May Win the Whole Game

Inside ADP’s next chapter: Lyric, NextGen payroll, global strategy, and timekeeping shifts position the HCM giant for the decade ahead

Brett Ungashick

Monthly Op-Eds

Jul 24, 2025

•

5 min read

A Halftime Report on Embedded Payroll

Embedded payroll is shaking up HR tech in 2025—but poor execution has slowed its rise. Will better-funded vendors turn the tide this fall?

Brett Ungashick

Monthly Op-Eds

A $1.1B Deal That's Bigger Than its Price Tag

Jun 11, 2025

•

4 min read

A $1.1B Deal That's Bigger Than its Price Tag

Acrisure buys Heartland Payroll for $1.1B, signaling HR tech consolidation & mid-market PEO-like platform race. Learn why brokers seek payroll rails.

Brett Ungashick

Monthly Op-Eds

Scaling Down to Scale Up: How Workday is Winning in the Mid‐Market

May 1, 2025

•

9 min read

Scaling Down to Scale Up: How Workday is Winning in the Mid‐Market

Workday Go brings enterprise-grade HR and finance software to small businesses—offering fixed pricing, rapid deployment, and Fortune 500 best practices.

Brett Ungashick

Monthly Op-Eds

Mar 13, 2025

•

5 min read

5 Stories Shaping HR Tech in Q1 2025

HR Tech Q1 roundup: Deel sued by Rippling, layoffs at Justworks, Dayforce & Workday, Gallagher acquisition spree, Paychex launches funding solutions.

Brett Ungashick

Monthly Op-Eds

Feb 19, 2025

•

6 min read

The convergence of HR and Finance

How HiBob, Paylocity & Rippling are bridging the gap with FP&A tools, reshaping workforce planning & budgeting

Brett Ungashick

Brett Ungashick

Frontier AI Labs Are Entering The Arena and Other Big HR Tech Stories

Scaling Culture While Hiring Globally

How Deel is Building the Infrastructure for Global Work

How ChartHop is moving from Workforce Intelligence to Action

AI agents have arrived in People Ops

Why Rippling Was Built for The AI Moment

How ADP Thinks About Innovation

The (Possible) Brilliance of the Workday and Insperity Partnership

Finding the Goldilocks Zone in Payroll & HCM Software

Workforce Management’s Next Wave with Jim Jensen and Traxxion

The End of Peak Software

How Miter is Building Vertical SaaS by Solving the Hardest Problems First

Four Questions I’ll Be Watching Closely in HR Tech in '26

How Remote Built Its Embedded Payroll Advantage

A Deep Dive into UKG’s Rebrand with CMO, Sarah Hodges

Inside an AI-Native HRIS with Winslow

Four Big HR Tech Headlines in Q4

UKG, Rippling, Paycom - A Busy Q4 HR Tech Roundup

HiBob’s US Payroll Play: How Embedded Payroll Signals a Cultural Shift

ADP's Quiet Evolution: Why the “Safe Choice” May Win the Whole Game

A Halftime Report on Embedded Payroll

A $1.1B Deal That's Bigger Than its Price Tag

Scaling Down to Scale Up: How Workday is Winning in the Mid‐Market

5 Stories Shaping HR Tech in Q1 2025

The convergence of HR and Finance

HR Tech Download

Quick Links

Subscription