IT Agency Guy

🔥 My unfiltered IT Agency Owner journey, closing in on 8-figures. 🎢🤞 Candidly sharing triumphs & tribulations. Anon for obvious reasons 🌟 #ITBossLife

[IT Agency Guy @ITAgencyGuy]

Candid stories, practical advice, and real talk about running an IT agency. 🛠️ From client management to project delivery, I'm here to share what works and what doesn't. Follow along for the unfiltered truth. #TechTwitter #ITBossLife

[IT Agency Guy @ITAgencyGuy]

@jjen_abel - I have huge respect for how you try to help others in the sales space, get your feedback would be amazing.

[IT Agency Guy @ITAgencyGuy]

The first post in my new Agency Sales series about the Business Discovery stage—Give it a read, it is based on my experience! I would love to learn from you too, please share comments. https://t.co/Qgsv6N18CH
#Sales #AgencyGrowth #BusinessDiscovery #Entrepreneurship #ScalingUp

[IT Agency Guy @ITAgencyGuy]

@jjen_abel This post hit home today. As CEO I am also Head of Sales...transitioning from founder led (me) is taking longer than I thought.

I am looking for a new rep. The market is FULL of SaaS reps. They know the generic playbook, but cannot sell. Passion is hard to fake

[IT Agency Guy @ITAgencyGuy]

When you have been a founder-led sales organization, hiring sales people is not easy. Recently let go of one rep, trying to add another....not fun.

[IT Agency Guy @ITAgencyGuy]

I started a Substack account, below is my first post. It is more about why...but I started on a few other drafts, like having to recently fire someone. Please give it a read, share your feedback, and consider subscribing.

https://t.co/i9XzzVLL3k

[IT Agency Guy @ITAgencyGuy]

@jordan_ross_8F @jordan_ross_8F, was this written by AI? 😀

[IT Agency Guy @ITAgencyGuy]

This first rep has a lot of activity, but cannot get a meeting. Moving from Founder Led Sales to a sales team has been way more difficult than I expected.

We learned and we are now evolving our sales strategy. I will post updates here as I stumble my way to success.

[IT Agency Guy @ITAgencyGuy]

I've been quiet, the last few weeks have been tough. We might need to blow-up our sales team and start over. @jjen_abel, any advice? 😀

Enterprise selling is strategic selling and hard. One rep is not picking it up. There has been significant enablement. Bad fit.

[IT Agency Guy @ITAgencyGuy]

White determining that reps future, I uncovered our other rep, who does get it, doesn't do anything. Only sends a handful of emails per week, no activity on LinkedIn, and no deals. Every meeting seems to get rescheduled. This is a total head scratcher.

Yes, we need better tools.

[IT Agency Guy @ITAgencyGuy]

@realEstateTrent ☝️

[IT Agency Guy @ITAgencyGuy]

@jjen_abel 100% true.

When the customer agrees. Eye opening.

Added benefit, the customer often realizes their ask/problem is larger than they originally thought. it is your chance to realign expectations and/or increase the deal. I had this exact situation 2 hours ago.

Deal ⬆️ 🤑

[IT Agency Guy @ITAgencyGuy]

@jordan_ross_8F @jordan_ross_8F is bang on. You can see in my profile, we are trying to get to 8 figures, from high 7 figures.

We are building the highways. Going from 1 - 5 million was much easier than going from 5 - 10 million. Then 10 - 20 will be even easier...highways in place.

[IT Agency Guy @ITAgencyGuy]

@startupsharma Everything is easier the second time you do it...good or bad!

[IT Agency Guy @ITAgencyGuy]

@jjen_abel 💯

Any start-up, selling software, service, etc. It doesn't matter, must watch this video by @jjen_abel!

I am living this right now. Founder-led sales. Brought in "experienced" people 6 months ago, but the results are not even close to the same. Way harder than anticipated.

[IT Agency Guy @ITAgencyGuy]

@realEstateTrent Congrats @realEstateTrent. Your account was one that inspired me to set up IT Agency Guy!

Hopefully, I can impact even 1/4 of the people you have.

Keep it up!!

[IT Agency Guy @ITAgencyGuy]

@denicmarko Trying 4.

Was 3

[IT Agency Guy @ITAgencyGuy]

@skylarromines Occasionally, people on my leadership team will say this. I ask..."Would you fire a family member?"

Try to treat it more like a sports team, where the team grows in size.

[IT Agency Guy @ITAgencyGuy]

Spent last 30 mins planning my week:

Work with team to improve pipeline. Consultative selling is hard, must be strategic.

Contact key partners and customers.

Write a blog post.

Help with resource constraint issues.

+ too many things I should avoid.

Thoughts?

[IT Agency Guy @ITAgencyGuy]

@anothercohen In what way?

At my agency, we run very similarly to a software company, but I am always curious to hear from others.

[IT Agency Guy @ITAgencyGuy]

@theownerop Love this tweet.

This is especially true in the agency game, you will have non-billable people, on top of carrying salaries + overhead, it is time to invest in them.

Figure out how to build a sales engine.

It truly is the long game. #delayedgratification #investinthebusiness