about us

OutSail helps businesses spend smarter.

We are experts in technology, but everything we do is people-centric.

There is enough technology in the world today, but not enough expertise.

OutSail creatively deploys caring, knowledgeable experts to solve your business's biggest challenges at a minimal cost.
Our values
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Available Expertise

Working with caring, talented experts should not just be available to large companies with huge consulting budgets

Proactive & Responsive

You deserve to be heard, considered and supported. At every step in your purchasing process, you'll have us in your corner
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Process Excellence

We work every day to make sure that your buying processes are easier, more efficient and more successful
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Accountability

By aligning our incentives with your outcomes, we make sure our success is only possible when you succeed.

The Broker Model

OutSail pioneered the software broker model. Here's how it works:

If you buy from a vendor that OutSail recommends, that vendor pays us a commission for making the introduction.

This model creates two unique advantages:

1.) There is no cost to you directly, or indirectly
2.) We work with every major vendor allowing us to be an unbiased advisor

The story so far.

OutSail was founded by former software sales executives, who recognized that the buying experience was broken for buyers
Jun 2018
OutSail is launched in Denver, CO
Aug 2018
The broker model begins as OutSail signs its first referral partnerships
Jan 2019
OutSail's first client goes live in their new HRIS
APR 2019
OutSail crosses the $1M mark for client purchases made
Feb 2020
OutSail advises on its first ERP software purchase
Jul 2020
OutSail adds PEO and Broker selection services
Jan 2021
OutSail crosses the $50M mark for client purchases made

Let us earn your trust too

Contact Our Team