Setting OKRs to Stay on Track in My Acquisition Journey

2/15/20253 min read

yellow sticky notes on gray wall
yellow sticky notes on gray wall

Success in entrepreneurship through acquisition (ETA) doesn’t happen by accident—it requires a structured approach, clear goals, and consistent action. That’s why I’ve adopted OKRs (Objectives & Key Results) to keep myself accountable and measure my progress in building my deal flow and online presence.

By setting measurable goals, I can ensure that every step I take is moving me closer to acquiring the right business. Here’s how I’m applying OKRs to stay focused and build momentum in my acquisition journey.

OKR #1: Create Constant Deal Flow

📌 Objective: Establish a steady pipeline of on-market and off-market business acquisition opportunities.

🔹 Why This Matters:
A consistent deal flow is crucial for identifying the best acquisition opportunities. Instead of waiting for deals to come to me, I’m proactively reaching out to brokers and business owners.

✅ Key Results:

  • Reach out to 5 brokers weekly to get added to their email lists and stay informed about new listings.

  • Send postcards to business owners monthly to generate off-market leads.

  • Track all outreach efforts in a spreadsheet to measure my engagement with brokers and business owners.

📊 How I’m Tracking This:
I’ve created a deal flow tracking spreadsheet where I log:
🔹 The brokers I’ve contacted, their responses, and any deals they’ve sent my way.
🔹 Business owners I’ve reached out to, whether through postcards, emails, or networking.
🔹 The number of deals reviewed and analyzed each week.

🚀 Progress So Far:

  • I’ve already connected with multiple brokers and have been added to their email lists. I'm still working to create personal relationship so as to get sent pocket listings

  • I’ve sent out a postcard campaign to Pest Control companies in my area that meet my criteria

  • My tracking system is in place, helping me stay organized and consistent.

This is just the beginning, but I know that by staying disciplined, I’ll build a steady stream of acquisition opportunities over the coming months.

OKR #2: Build My Online Presence & Network

📌 Objective: Establish myself in the SMB (Small and Medium Business) acquisition space by creating valuable content and building relationships.

🔹 Why This Matters:
A strong online presence helps me:
✅ Attract potential sellers who may be considering an exit.
✅ Connect with other acquisition entrepreneurs, investors, and industry professionals.
✅ Learn from and engage with the SMB community to stay informed and improve my strategy.

✅ Key Results:

  • Post daily content on LinkedIn and X (Twitter) about my journey, insights, and lessons.

  • Engage with at least 5 people weekly in the SMB community by commenting, sharing, or discussing relevant topics.

  • Optimize my LinkedIn and website to clearly articulate my mission and business acquisition criteria.

📊 How I’m Tracking This:
I’m using a content calendar to schedule and track my posts, ensuring I stay consistent. I also maintain a networking tracker where I record:
🔹 New connections in the SMB space.
🔹 Conversations with business owners, investors, and mentors.
🔹 Key insights and takeaways from my engagement with others.

🚀 Progress So Far:

  • Website launched, serving as my digital hub for business owners and investors to learn about my acquisition journey.

  • LinkedIn and X profiles updated to reflect my mission, making it clear who I am and what I’m looking for.

  • Consistent daily posting to document my journey and share valuable insights with my growing network.

Lessons Learned from Setting OKRs

📌 1. Focus Creates Momentum
By setting clear Objectives & Key Results, I’m eliminating distractions and focusing only on actions that drive real progress.

📌 2. Consistency is Key
Whether it’s reaching out to brokers, sending postcards, or posting online, staying consistent is what will yield results over time.

📌 3. Tracking Progress is Essential
Using spreadsheets and tracking tools helps me see what’s working, identify gaps, and improve my approach.

What’s Next?

These OKRs are just the beginning. As I build deal flow, strengthen my network, and gain traction online, I’ll continue refining my approach and setting new OKRs to accelerate my path toward acquiring a business.