AeroLeads people directory · profile
Jeff Winkle Email & Phone Number
Cofounder
at
Painless
1 work email found
@painlesspayoffs.com
3 phones found area 630
LinkedIn matched
✓ Verified July 2026
4 data sources
Profile completeness 100%
Who is Jeff Winkle? Overview
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Quick answer
Jeff Winkle is listed as Cofounder at Painless, a with 2 employees, based in New York, United States. AeroLeads shows a work email signal at painlesspayoffs.com, phone signal with area code 630, and a matched LinkedIn profile for Jeff Winkle.
Jeff Winkle previously worked as Co-founder & Head of Operations at Thirdwork and Strategy & Operations Lead at Lemonade. Jeff Winkle holds B.S., Economics from University Of North Carolina Wilmington.
Company email context
Email format at Painless
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{first}@painlesspayoffs.com
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AeroLeads found 1 current-domain work email signal for Jeff Winkle. Compare company email patterns before reaching out.
Profile bio
About Jeff Winkle
MY GREATEST STRENGTHS:1. Being the interface between technical and non-technical stakeholders--Leveraging my engineering background (FRG, TD) to dig deep with data/eng teams, my customer success background (Knoetic, Thirdwork) to understand client pain points, and my operational background (Lemonade, Knoetic) to make informed product decisions and coordinate cross functionally to execute on a goal 2. Relationship building and client relations--Former consultant who led business development @ Thirdwork (talent marketplace), selling directly to tech founders/executives and personally closing dozens of new logos; led Customer Success at Knoetic (HR SaaS), working with C-suite executives at mid-market companies to deliver custom integrations, feature builds, and technical support BACKGROUND:- Ex-Lemonade- Ex-Consultant - 5th Employee at Knoetic- Co-founder of ThirdworkTECHNICAL SKILLS:Advanced proficiency in JavaScript, SQL, BI tools (Looker, Tableau, SAS VA), and SAS (data programming language).
Listed skills include Sas Programming, Data Analysis, Spanish, Public Speaking, and 13 others.
Current workplace
Jeff Winkle's current company
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Painless
7 roles · 11 years
Jeff Winkle work experience
A career timeline built from the work history available for this profile.
Co-Founder & Head Of Operations
CurrentI lead operations & growth at Thirdwork, a leading fractional talent platform for cutting-edge technology companies in blockchain, AI and fintech. I run all aspects of business development and matchmaking-- working with tech founders to understand their growth challenges, advise on resourcing, and conduct curated talent matching. **Our talent roster includes hundreds of skilled engineers, designers, and marketers with deep industry experience, and we've worked with some of the most respected brands in tech that have collectively raised $1B+ from investors like a16z, Coinbase Ventures, and Accel to help them hire quickly and confidently.
Aug 2021 - Present
Strategy & Operations Lead
CROSS FUNCTIONAL PROJECT MANAGEMENT:- On the early team working to launch Car Insurance product offering, helping coordinate rollout across multiple functions of the businessPRODUCT STRATEGY & DATA ANALYSIS:- Built car insurance pricing & bundling strategy informed by in-depth modeling and analysis, driving a major increase in policy renewals (↑ LTV:CAC) and a notable rise in average premium per customer
2020 - 2021
~1 yr
Chief Of Staff / Customer Success Lead
<< 5th employee at HR SaaS company >>PRODUCT MANAGEMENT: - Scoped & led new product feature builds and prioritized product roadmap using RICE framework while interfacing between engineers and non-technical stakeholders to increase product velocityCUSTOMER SUCCESS: - Led custom technical integrations for specific B2B customer use cases, ensuring uniformity in data pipeline and enhancing user experience while triaging technical issues and feature requests
2019 - 2020
~1 yr
Senior Implementation Manager
TECHNICAL PRODUCT MANAGEMENT: - Technical lead to build platform for stress test modeling on $500B+ in bank assets, managing a team of 11 data engineers to achieve 3 consecutive years of Dodd-Frank audit success by the FedCROSS FUNCTIONAL LEADERSHIP & COORDINATION:- Led cross-functional engineering projects utilizing RICE prioritization to optimize workflows and drive impactful big data solutions, enhancing compliance and risk management capabilities
2017 - 2019
~2 yrs
Client Integration Engineer
SOFTWARE IMPLEMENTATION & DELIVERY CONSULTING: - Worked as consultant for several ‘Top 10’ banks to scope, design, and implement custom solution for conducting bank-wide stress tests; led client engagements from concept through deploymentBACKEND ENGINEERING:- Owned the entire software development lifecycle (SDLC), coding in SAS & SQL to automate wide-reaching, manual operational processes*Advanced proficiency in JavaScript, Statistical Analysis Software (SAS), and SQL programming languages*
2016 - 2017
~1 yr
Sales Operations Intern
Individually responsible for analyzing the effectiveness of over 5,400 sales compensation bonus programs totaling over $15M, resulting in org-wide reform of incentive structures for sales personnel
May 2015 - Aug 2015
2 education records
Jeff Winkle education
B.S., Economics
University Of North Carolina Wilmington
European Economics & Finance
University Of Valencia
FAQ
Frequently asked questions about Jeff Winkle
Quick answers generated from the profile data available on this page.
What company does Jeff Winkle work for?
Jeff Winkle works for Painless.
What is Jeff Winkle's role at Painless?
Jeff Winkle is listed as Cofounder at Painless.
What is Jeff Winkle's email address?
AeroLeads has found 1 work email signal at @painlesspayoffs.com for Jeff Winkle at Painless.
What is Jeff Winkle's phone number?
AeroLeads has found 3 phone signal(s) with area code 630 for Jeff Winkle at Painless.
Where is Jeff Winkle based?
Jeff Winkle is based in New York, United States while working with Painless.
What companies has Jeff Winkle worked for?
Jeff Winkle has worked for Painless, Thirdwork, Lemonade, Knoetic | Cpohq, and Td.
How can I contact Jeff Winkle?
You can use AeroLeads to view verified contact signals for Jeff Winkle at Painless, including work email, phone, and LinkedIn data when available.
What schools did Jeff Winkle attend?
Jeff Winkle holds B.S., Economics from University Of North Carolina Wilmington.
What skills is Jeff Winkle known for?
Jeff Winkle is listed with skills including Sas Programming, Data Analysis, Spanish, Public Speaking, Writing, Social Media, Statistics, and Communication.
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