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Fractional CRO for tech services and staffing

Your sales engine should outgrow the people who built it.

Hands-on revenue leadership for founder-led firms in the $3M to $50M range.

Enter your website. In about 20 seconds you get three specific questions about your pipeline, outbound, CRM or pricing, drawn from your home page. No sign-up to see it.

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Toby S. Reeves

90 Seconds of Why. Thirty years, three engines built from zero. Run the free revenue scan

289%of quota, $1.3M against a $450K target
11Xrecurring revenue growth in a stalled department
$40MP&L across five countries, 450 people
3new-business engines built from zero

Which of these sounds like you?

Pick one. I’ll point you to where I’d start.

About Toby

I’ve spent 30 years selling and leading sales inside technology services, software, managed services, and staffing. Not adjacent to your industry. In it.

I built the new-business hunting function from nothing at three companies. Closed $1.3M against a $450K target while running the sales team. Took a stalled department from $700 a month in recurring revenue to over $8,000. Ran a $40M, 450-person staffing and technology group across five countries and recovered a 15% COVID revenue drop by year end. I also bootstrapped my own tech services firm to $3M, so I know what it costs when one person is the only one who can close.

Now I do that work for founder-led firms in the $3M to $50M range, as a hands-on fractional CRO.

On AI: I’m Kellogg and Wharton trained and I teach AI for business teams at Ivy Tech. But I don’t sell AI. I use it so two reps produce what six used to. If a tool won’t return hours, I’ll tell you not to buy it.

Ways to work together

Each step stands on its own. Start with the diagnostic, or go straight to the engagement that fits.

Step 1

Diagnostic

One week. $4,500.

Five days inside your revenue function. Pipeline, CRM, outbound, comp, tooling. You get a short brief with a verdict on every finding: Do Now, Next, Later, No-Go. Fixed price. No pitch at the end. If you can execute it without me, the brief says so.

Step 2

Sprint

30 days. $12,500.

I build the engine and run it with your team. ICP, target list, outbound cadence, qualification criteria, CRM discipline. I work the phones myself the first two weeks. Meetings on the calendar by day 30.

Step 3

Fractional CRO

Six months. From $7,500 a month.

I own the new-logo number. Weekly pipeline review, coaching, comp design, and I work your top 20 accounts personally. Part of my pay is tied to what you close, which is the part most consultants won’t do.

Speaking

Keynotes and half-day workshops. For staffing associations, MSP peer groups, and executive teams. Practical AI for revenue teams, not theory.

Why work with me

30 years in your industry

Staffing, MSP, custom software, IT services. I’ve run these companies, not just consulted to them.

Built from zero, three times

AlphaForce Technologies, IndyLogic Technologies, Fayrix Software. Outreach strategy, qualification framework, metrics, the whole engine.

Skin in the game

Part of my compensation is tied to new revenue you actually close. Most consultants won’t do that.

AI-fluent, not AI-obsessed

Kellogg, Wharton, and an Ivy Tech instructor. I use AI so two reps produce what six used to. I don’t sell it to you.

Credentials

Education

  • MBA in Information Technology Management
  • Kellogg School of Management: AI Strategies for Business Transformation
  • The Wharton School: AI for Business Executive Certification
  • Databricks Retail & Consumer Goods for Gen AI & LLM
  • Databricks Sales Ready

Committees

Contributions

Cover of Prompting AI for Revenue Teams

Free guide

Your team didn’t fail at AI. The instruction did.

Ten prompting patterns and five plays for sales and marketing. Written out, ready to paste. Free of charge and free of forms.

Download the guide (PDF)

Let’s connect.

If new logos aren’t showing up the way they should, the first conversation is 20 minutes and costs nothing.

(317) 342-1511