2 min read

Making the jump from corporate to self-employed

Category:

Founders

Updated:

Jun 12, 2026

First Time Founder Episode 4

Matthew Hicks

Founder


This episode is for everybody working in corporate who eventually wants to be an entrepreneur or start their own business or work for themselves. Here are three things that I wish I paid attention to while working in corporate. That would have really helped me as I started and launched my photo video business in New York City.


1: What does working with vendors look like?

The first one is what does the process of working with vendors actually look like? A few things to look out for. How much are you paying vendors that do a service similar to what you want to do in the future, and what does that process look like in terms of contracting, onboarding, invoicing, what people are involved, who's in the room, and is that budget being created for the project, or is there an existing budget that you're trying to fit somebody into?


2: How do business cycles affect vendor or software adoption?

Is there a time or a cycle when onboarding new vendors or software has the least friction? This might be the beginning of the quarter because there's room and bandwidth for new goals, new projects, new vendors, new software, and that's where you can jump in. Try to document what those cycles look like throughout the year, and how you can identify certain points of it as a selling opportunity or a good time for outreach, or a great time to upsell. Okay.


3: How are decisions about new vendors or software being made?

Number three is how are decisions being made by decision makers? And how are those vendors or those software providers getting into the room? So imagine that you're selling marketing analytics software to marketing teams. What might be smart is to look at your CMO or other decision makers in your company and understand like, when are they adopting new software? Um, who's in the room with them? And how did that, how did that business get presented? You know, how did, how did you land on that specific software versus all the other competitors? If you can try to break that down and write that down, then when you're eventually building the same thing and selling into the same teams, you're going to have a better picture of how to get in front of those decision makers.


If you like this type of content, follow me on Instagram and LinkedIn. I'll be posting more over the coming weeks. Peace ✌🏼

Journal

Continue reading our latest journals

Journal

Continue reading our latest journals

Journal

Continue reading

Free 20-min intro call

Let's make something worth watching

Available for event coverage, launch films, and ongoing content retainers throughout New York City and beyond.

Free 20-min intro call

Let's make something worth watching

Available for event coverage, launch films, and ongoing content retainers throughout New York City and beyond.

Free 20-min intro call

Let's make something worth watching

Available for event coverage, launch films, and ongoing content retainers throughout New York City and beyond.