Stephen Sykes

Enigma
DISC Type : icd

Co-Founder QuickDraw Lending at QuickDraw Lending, LLC

Omaha, Nebraska, United States

Overview

Stephen Sykes is a multifaceted real estate professional, serving as the Founder of Cascade Real Estate Group, COO of Livbrook Capital, and Co-Founder of QuickDraw Lending. His expertise lies in developing and operating value-add multifamily projects across the Midwest. He holds a Master of Public Administration from Portland State University and real estate brokers licenses in three states.

Stephens interest in real estate began early, influenced by his mother who was an agent in Austin, Texas. He and his wife, Sarah, have roots in the Pacific Northwest, Texas, and the Midwest. They appear to be involved in their local Omaha community, supporting educational institutions like Creighton Prep.

He is professionally proficient in Spanish.

Personality Overview

Fast Follower

Friendly Yet Blunt

Challenger

They can sound friendly and charming but can quickly change gears to become inquisitive and probing  They are likely to ask many questions and look heavily for supporting proof as well as information. They are generally strong communicators and are not easy to convince.

Topics They Care About

Multifamily Development
His career is centered on acquiring, developing, and operating multifamily properties, with a focus on creating long-term wealth for partners and investors.
Midwest Real Estate
He actively invests and operates in markets across the Midwest, including Omaha, South Dakota, Oklahoma, and Kansas City, and frequently posts about regional market resilience.
Private Capital Lending
As Co-Founder of QuickDraw Lending, he provides private capital to other real estate investors for flips and investment properties, positioning it as a key resource in the Midwest.

Media Appearances

Stephen has no verified media appearances

Work History

7-2021
Co-Founder QuickDraw Lending at QuickDraw Lending, LLC
4-2015
Founder and Director of Investment Strategy at Cascade Real Estate Group
6-2018
Principal Broker at Cascade Commercial
Chief Operating Officer at Livbrook Capital
8-2014 - 7-2018
Real Estate Services Project Manager at HDR

Education

1993 - 1998
Natural Sciences from The University of Texas at Austin
9-2004 - 4-2007
Master of Public Administration - MPA from Portland State University

More Information

Social Presence :

Prographics :

Exp : 12 Location : Omaha, Nebraska, United States Job Level : Leadership Designation : Co-Founder QuickDraw Lending at QuickDraw Lending, LLC
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Insights For Selling To Stephen

During A Call Or A Meeting

DO's

  • Leverage 'negging', or the art of asking negative questions like "you must not be convinced yet..."
  • Use phrases like ‘clear evidence’, ‘data-based results’ etc.
  • Be prepared for a mix of questions and inquisitiveness, answer them in the tone in which they have been asked

DONT's

  • Avoid long presentations and just 'high-level' value proposition, dive into the details
  • Don’t be too objective but make sure to pad your storytelling with data points
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Stephen is

  • Proven value, strong objective evidence are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Stephen

  • They are practical and friendly, but can give a clear response with a little prodding

Insights For Deal Planning

    How fast (or slow) will Stephen move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can Stephen take some risk or not?

  • They evaluate their decisions systematically and do not take risks that often, unless you can get them to develop strong conviction

You And Stephen

Personality Compatibility


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