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FRACTIONAL CRO · TECH SERVICES & STAFFING

Your sales engine should outgrow the people who built it.

289%

of quota, $1.3M against
a $450K target

11X

recurring revenue growth
in a stalled department

$40M

P&L across five countries,
450 people

3

new-business engines
built from zero

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.

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

Let's Connect.

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

Call (317) 342-1511 or book time on my calendar.

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    Why Work With Me

    Staffing, MSP, custom software, IT services. I've run these companies, not just consulted to them.
    Theoris, RADcube, Diverse Tech Services. Outreach strategy, qualification framework, metrics, the whole engine.
    Part of my compensation is tied to new revenue you actually close. Most consultants won't do that.
    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

    • 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

    © 2026. All rights reserved by Toby S. Reeves.