• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
CommentaryLeadership

5 Tips That Will Help You Negotiate on Just About Anything

By
Thomas Chaffee
Thomas Chaffee
Down Arrow Button Icon
By
Thomas Chaffee
Thomas Chaffee
Down Arrow Button Icon
March 29, 2016, 1:00 PM ET
170902407
Photograph by Paul Bradbury via Getty Images

The Leadership Insider network is an online community where the most thoughtful and influential people in business contribute answers to timely questions about careers and leadership. Today’s answer to the question: How can you be a good negotiator? is written by Thomas Chaffee, CEO of ePublishing.com.

I was unexpectedly thrust into the CEO position at a deeply broken public company in an industry I knew little about. The day I parachuted in I called an emergency board meeting to get answers to a long list of questions and inconsistencies. My spider sense was definitely warranted as within 24 hours, all but one of the board members resigned. I was young, with no board guidance and zero continuity to rely upon … what could possibly go wrong?

After delving into the financials it became very apparent that the company was burning far more cash than generally understood, and given the internal turmoil and the general state of the capital markets – the only viable strategic move was to sell a division and reorganize. We quickly identified a division to sell and I picked up the phone to call the CEO of a Fortune 500 company to discuss a potential transaction. While we ultimately got to an excellent outcome for our shareholders, I got schooled by a master negotiator, 25 years my senior, and those lessons still endure.

Think before you act
Create demand pull prior to indicating the desire for a transaction. My first mistake was making the call directly to the CEO – it instantly revealed weakness. It is key to engage the influencers in an organization first, as they will champion a transaction and whisper in the negotiator’s ear. The best negotiating dynamic comes from a sense of balance between the two parties – even if you know that balance is more optics than reality.

See also: Why More Money Won’t Motivate Your Employees

Know yourself
Socrates was right
: know thyself. Analyze your own strengths and weaknesses, from personality traits and relationship dynamics to your communication style. Success requires a genuine understanding of your goals. What are your musts vs. nice-to-haves? As things heat up (and they will), it is a trap to hyper-focus on one aspect of the negotiation. Momentum matters, so always keep moving — even if you need to skip a point and return.

Focus on the relationship
I have had the displeasure to sit across the table from bullies, liars
, and manipulators. The outcome is always the same – me leaving. Your personal integrity and the relationships you create can overcome nearly any stumbling block. Get to know those you are working with on a personal level and connect emotionally. It makes the process far more enjoyable and expands your network of trusted business relationships.

Listen more than you talk
The best negotiators in my life had an innate talent of reading what was most important to the other side. Tactically, if you appreciate things from their perspective, you can
decide whether to trade on big points early, or hold what you have identified as their hidden deal point. By holding, this hidden point becomes a lever to extract more at the end. I once negotiated a deal where I knew what the other side wanted but kept pushing it to the end of the meeting, watching their frustration rise. That frustration became a weapon allowing us to trade on a point we knew they did not like by easing their tension and giving in on something important to them.



Trust your gut
Conventional wisdom dictates that the best negotiations start with the bigger concepts and moves to the details. In some constructs this can be fine, but it often means the lawyers come in and negotiate the small stuff after the main business terms have been ironed out. Often times however, those “small” things can be meaningful. Trust your gut on all processes, including whether it works best to integrate both large concepts and small details as you negotiate.

About the Author
By Thomas Chaffee
See full bioRight Arrow Button Icon

Latest in Commentary

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Commentary

LI
CommentaryLinkedIn
AI adoption isn’t the hard part, it’s building employee agency
By Teuila Hanson and Mohak ShroffApril 3, 2026
13 hours ago
I helped build Uber and Discord and now my tools help fuel billion-dollar unicorns. But Silicon Valley is losing the AI race to itself
CommentarySilicon Valley
I helped build Uber and Discord and now my tools help fuel billion-dollar unicorns. But Silicon Valley is losing the AI race to itself
By Sumeet VaidyaApril 3, 2026
13 hours ago
messi
CommentaryFlorida
Apollo and FC Barcelona just proved legacy markets are losing their grip on business
By Mike SimasApril 2, 2026
1 day ago
kroenke
CommentarySoccer
Why American billionaires are abandoning Wall Street for English soccer clubs
By Andrés MartinezApril 2, 2026
1 day ago
wyle
CommentaryTV
What HBO’s ‘The Pitt’ gets right—and wrong—about treating alcohol use disorder
By Jonathan Hunt-GlassmanApril 2, 2026
2 days ago
nic
CommentaryInsider trading
Prediction markets caught insider traders in real time. Congress wants to shut them down anyway
By Nic PuckrinApril 2, 2026
2 days ago

Most Popular

Google CEO Sundar Pichai says we’re just a decade away from a new normal of extraterrestrial data centers
Innovation
Google CEO Sundar Pichai says we’re just a decade away from a new normal of extraterrestrial data centers
By Fortune EditorsApril 3, 2026
17 hours ago
Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
Real Estate
Gen Z fled San Francisco for Texas and Florida. Now they’re turning ‘welcomer cities’ into the next big tech towns
By Fortune EditorsApril 2, 2026
2 days ago
The Walmart billionaires next door: Quiet backlash is brewing against the heirs who remade the retailer’s hometown
Magazine
The Walmart billionaires next door: Quiet backlash is brewing against the heirs who remade the retailer’s hometown
By Fortune EditorsApril 3, 2026
20 hours ago
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
Success
Major 4-day workweek study suggests that when we work 5 days we spend one doing basically nothing
By Fortune EditorsApril 2, 2026
1 day ago
Current price of oil as of April 2, 2026
Personal Finance
Current price of oil as of April 2, 2026
By Fortune EditorsApril 2, 2026
2 days ago
Paul Krugman smacks down Trump speech with argument that $4 gas is ‘less than half’ of the Hormuz hit. Here’s what he’s talking about
Economy
Paul Krugman smacks down Trump speech with argument that $4 gas is ‘less than half’ of the Hormuz hit. Here’s what he’s talking about
By Fortune EditorsApril 2, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.