# Jack Pawlik

> Jack Pawlik is the New York-based co-founder and CEO of Dripos, which builds operating software for independent coffee shops. A University of Wisconsin-Madison real estate graduate, he worked on EnvoyNow, LineLeap and Cork Drinks before building Dripos with Avery Durrant. His months of unpaid barista work helped shape the move from mobile ordering to a broader operating platform.

- **Role:** Co-founder and CEO at Dripos
- **Organizations:** Dripos, LineLeap, Cork Drinks, EnvoyNow
- **Education:** BBA, Real Estate and Urban Land Economics, University of Wisconsin-Madison
- **Known for:** Drip won the $15,000 top prize at the 2019 Transcend Madison Innovation Competition., Received the 2019 Alan C. Filley Outstanding Undergraduate Award at UW-Madison., Co-founded Dripos, which announced an $11 million Series A in April 2024.

## Career timeline

- **2015** — Joined EnvoyNow and helped operate its Madison food-delivery market.
- **2017** — Helped launch LineLeap with Max Schauff and other co-founders.
- **Before 2019** — Launched Cork Drinks, a hospitality drinks-subscription business.
- **2019** — Launched Drip with Avery Durrant; won the $15,000 Transcend Madison grand prize and graduated from UW-Madison.
- **2023** — Described months of unpaid barista work at Cafe Social as part of developing Dripos.
- **2024** — Dripos announced an $11 million Series A led by Base10 Partners.
- **2026** — As Dripos CEO, reported more than 1,000 live coffee shops and introduced a refreshed brand and Counter Talk.

## Achievements

- Drip won the $15,000 top prize at the 2019 Transcend Madison Innovation Competition.
- Received the 2019 Alan C. Filley Outstanding Undergraduate Award at UW-Madison.
- Co-founded Dripos, which announced an $11 million Series A in April 2024.
- Dripos reported a 400% increase in locations during 2023 and coverage across 46 states in April 2024.
- Reported crossing 1,000 live coffee shops in January 2026.

## Latest updates

- **2026-01** — January 27: introduced Dripos’s refreshed brand and Counter Talk, with planned accounting and cash-rounding workflows.
- **2026-01** — January 28: reported crossing 1,000 live coffee shops and discussed improving existing workflows and the user interface.

## Links

- Website: https://www.dripos.com/
- LinkedIn: https://www.linkedin.com/in/jack-pawlik
- Instagram: https://www.instagram.com/jackdoingcoffees/

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Profile page: https://yespress.io/jack-pawlik
Published by YesPress — https://yespress.io
Last updated: 2026-10-26