OBB Holdings · Prepared for Kreilkamp

Where We Can Help — Beyond Driver Hiring

A map of the places across your operations where automation and AI could earn their keep. For each, the questions we'd want to work through with your team, and how we'd keep score so you can see whether it's working.

Thank you for the candid conversation. As you put it, you could pay top dollar and still face turnover — which points to where the real leverage may be: not just finding drivers faster, but keeping the ones you've already invested in, and freeing your people from the repetitive work around every hire and every load. Worth exploring together.

Below are the opportunities we see across your businesses. None of this is a quote or a commitment — it's a shared starting point. We'd scope any one of these only after the discovery questions beneath it are answered, and we'd hold ourselves to the scoreboard metric we name.

Kreilkamp Trucking

1 · Driver Retention Engine

Automated 30 / 60 / 90-day check-ins with every new driver — so concerns surface early, while there's still time to act — plus structured exit-interview capture that turns "why drivers leave" into a pattern you can act on.
What we'd need to understand
Scoreboard metric90-day new-hire retention rate (% of new hires still driving at 90 days), trended before vs. after.

2 · After-Hours Voice Intake

Capture inbound driver and applicant phone calls 24/7 — every call turns into an instant text follow-up — so nothing rolls to voicemail overnight or over a weekend.
What we'd need to understand
Scoreboard metricShare of after-hours inbound that gets an automated acknowledgment within minutes instead of rolling to voicemail.

3 · Deeper Applicant Qualification

Automate the slow, manual parts of screening — DOT/MVR and safety-record checks, employment-verification chasing — so recruiters spend their time on qualified people, not paperwork follow-up.
What we'd need to understand
Scoreboard metricRecruiter hours per hire, and time from application to a qualified-or-declined decision.

4 · Compliance Autopilot

Automatic tracking of driver-qualification files, MVR and medical-card renewals, and retention-archive obligations — with alerts well before anything lapses.
What we'd need to understand
Scoreboard metricNumber of lapsing credentials caught proactively (target: zero expiration surprises).

5 · Dashboards That Act

A layer on top of the Power BI you already use that turns dashboards into pushed alerts and recommended actions — so the number that needs attention finds the right person, instead of waiting for someone to go looking.
What we'd need to understand
Scoreboard metricNumber of threshold events that reach the right person automatically, versus discovered late.
Your Second Carrier Operation

6 · Retention Playbook Transfer

Study what makes your lower-turnover operation work — pay, lanes, home-time, culture — codify it, and apply the parts that transfer across the rest of the fleet.
What we'd need to understand
Scoreboard metricReduction in the turnover gap between operations over 6–12 months.
Your Freight Brokerages

7 · Carrier-Side Speed & Sourcing

Instant first-response to carrier inquiries, automated load posting with rate benchmarking on top of your existing tools, and automated check-calls and tracking updates.
What we'd need to understand
Scoreboard metricCarrier response time and loads covered per broker.

8 · Brokerage Back-Office

Automatically read and file rate confirmations, BOLs, and invoices, flagging discrepancies before they become disputes.
What we'd need to understand
Scoreboard metricDocument-processing time and invoice-dispute rate.
Farmers' Grain & Feed

9 · Customer Ordering & Office Automation

The plant is automated — the commercial side is the opening. Let customers order and check status by text or voice, with automatic confirmations and delivery scheduling, so standing orders run themselves.
What we'd need to understand
Scoreboard metricOrder-to-confirmation time, and share of orders handled without manual office touch.

10 · Demand Forecasting & Inventory Alerts

Surface commodity-price moves and inventory thresholds, and augment the demand forecasting your buyers already do.
What we'd need to understand
Scoreboard metricForecast accuracy, and stockout / overstock incidents per quarter.
Across the Group

11 · Institutional Knowledge Capture

Capture the hard-won know-how across your businesses into a searchable, AI-accessible system — so the expertise that lives in a few key people's heads is preserved and easy to pass on as the next generation steps in.
What we'd need to understand
Scoreboard metricNumber of key processes documented and queryable.

Where we'd start

Pick the one or two that hit hardest. We'll work through the questions above with the right people on your team, agree on the scoreboard number up front, and scope a focused piece of work around it — the same way we approached the driver pipeline. No commitment in reviewing this; it's a map, and you set the route. That's what Monday's for.