Ryan Sipes in

Ryan Sipes

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Solo at Sipes & Mates Digital Systems
📍 Denver, Colorado, United States

Ryan is a Go-to-Market Strategist and Co-writer, leveraging over eight years of SaaS sales experience from his time at WalkMe to help brands create content that drives revenue. People he has worked with describe him as incredibly smart, attentive, and a mentor with an extreme attention to detail.

Outside of his GTM work, Ryan is an active investor in real estate, pre-seed startups, and operates as a short-term private lender. A certified Life & Success Coach, he attended the University of Arkansas and previously played Division II Mens Soccer at Drury University.

Unique fact: Ryan runs a private lending business under the name "I am the bank, " financing deals in CPG and collectible assets.

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Experience
8 Years
Current Role
Solo
Location
Denver, Colorado, United States
Personality Overview

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Communication Style
Decision Approach
Work Preference

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Priorities

Topics Ryan cares about

GTM Strategy
As the founder of Sipes & Mates Digital Systems, he creates go-to-market strategies and content that converts, saving one client $42, 000 in wasted marketing spend.
SaaS Sales
He has over 8 years of experience as an Enterprise Account Director in the SaaS industry and holds certifications like "Command of the Message Certified. "
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Career

Work history

2-2025
Solo
Sipes & Mates Digital Systems
3-2025
Pre-Seed Investor
Litflask
11-2024
Short-Term Private Lender
I am the bank
7-2022
Real Estate Investor
Jigsaw Estates, LLC
1-2024 - 3-2025
Enterprise Account Director
WalkMe™
In the press

Media appearances

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Education
Bachelor's Degree
University of Arkansas
2020 - 2020
Life & Success Coach
Association For Coaching
1-2020 - 12-2020
Life Coaching Certification
Jay Shetty Certification School
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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