Timberline Technology Partners
Randy Blackmon

Experienced IT operations leadership for companies navigating growth, complexity, and change. A steady guide through uncertain terrain.

Randy Blackmon

Managing Partner, Timberline Technology Partners

Consulting  ·  Advisory  ·  Fractional Leadership

Get in Touch

The terrain we help you navigate.

Your monitoring tells you something is wrong after your customers already know.
Cloud costs keep climbing but nobody can explain why.
You need senior IT leadership but cannot justify a full-time hire.
Your last audit raised more questions than it answered.
Your team is talented but stretched too thin and stuck in reactive mode.
AI is being adopted across your organization but nobody is governing it.
Vendor contracts are auto-renewing and nobody is reviewing them.
About

Technology leadership grounded in 25 years of doing the work.

Timberline Technology Partners provides senior IT operations leadership to companies that need experienced outside perspective on the health and maturity of their technology environments. Our focus is improving reliability, predictability, and readiness for growth.

Founded by Randy Blackmon, a career IT executive with more than 25 years of experience leading enterprise infrastructure, end-user services, incident response, and risk management at organizations including Coca-Cola, Morgan Stanley, SunTrust, Voya Financial, Corning, and Candescent.

Whether you need a fractional CTO, an operational assessment, or a partner to help you build the IT foundation for your next phase of growth, Timberline brings enterprise-grade experience without the enterprise overhead.

One of the things we do best is bridge the gap between technical teams and the business. We take complex infrastructure, security, and operational realities and translate them into clear, actionable language for executives, board members, and regulators. Whether it is a status update for the C-suite or a narrative for a banking audit, we make sure the people making decisions understand what the technology team is actually telling them.

The name Timberline reflects how we work: clear-eyed about the terrain, prepared for what is ahead, and steady when conditions change.

Proven results. Trails we have traveled.

Reduced major incident resolution time by 68% across a global manufacturing environment.
Managed IT operations supporting 40,000 users globally across multiple business units and geographies.
Led infrastructure modernization across 1,400 branch locations for a major financial institution.
Built a risk management function within a wealth management organization following a major acquisition.
Negotiated and managed $500M+ in outsourcing contracts across multiple service towers.
Led international technology assignments in London and South Africa, building and managing teams across cultures and time zones.
Built an IT organization from the ground up following a private equity separation, standing up infrastructure, operations, and governance from scratch.

What we do.

IT Operations & Incident Readiness

Infrastructure Visibility & Monitoring

You can’t navigate what you can’t see. We evaluate your monitoring landscape, close coverage gaps, and build the KPIs and dashboards that give leadership clear line of sight into system health and operational performance.

Incident Management & Response

When things break, how your team responds defines your reputation. We bring the discipline: severity frameworks, escalation paths, communications protocols, and post-incident review processes that turn fire drills into structured operations.

Infrastructure & Cloud Governance

Infrastructure Hygiene & Technical Debt

Patching gaps, configuration drift, expired certificates. These are the hidden hazards that cause loud outages. We assess the current state, identify what’s overdue, and build a prioritized plan to reduce risk without overwhelming your team or budget.

Cloud Operational & Financial Governance

Cloud spend can grow faster than the business it supports. We bring clarity to your Azure, AWS, or Google Cloud environment through cost allocation, resource governance, and capacity planning, so leadership can connect spend to value with confidence.

Leadership & Organizational Readiness

Fractional IT Leadership

Not every company needs a full-time CTO or VP of Infrastructure, but every company needs a steady hand on the trail. We step in as interim technology leaders, bringing 25 years of enterprise experience to the decisions that matter most.

Team & Organizational Assessment

The right people in the right roles matter more than tools. We evaluate your IT team’s structure, skills, and capacity against what the business actually needs, then recommend the adjustments that set you up for the next phase of growth.

Security, Compliance & Vendor Governance

Security, Risk & Compliance Readiness

With years of risk management experience in banking and financial services, including direct engagement with regulators and auditors, we assess your security posture and compliance gaps with the perspective of someone who has been on the other side of the audit table. SOC2 readiness, risk frameworks, and controls that hold up to scrutiny.

Vendor & Contract Governance

Vendor relationships are partnerships, not transactions. With experience negotiating and managing $500M+ in outsourcing contracts, we bring the perspective to rationalize your vendor landscape, optimize contracts, and hold partners accountable.

AI Readiness & Governance

AI Strategy & Governance

AI adoption is happening in every organization, whether leadership knows it or not. We help you understand how your teams are using AI tools today, evaluate the risks around ungoverned usage, and build the policies and vendor relationships that keep adoption safe, productive, and aligned with business goals.

Practical AI Adoption

Not every company needs a custom model. Most need help understanding what generative AI can do for their operations today, how to adopt the right tools effectively across their workforce, and how to measure whether the investment is delivering real value.

Thoughts from the field.

Culture buzzword wall
April 16, 2026

Company Culture: What They Say vs. What You Experience

After 25+ years, I have come to believe that culture is not what is on the careers page. It may not be what the hiring manager tells you in the interview.
Read more
Eiffel Tower at dusk
March 22, 2026

Business Travel: Get Out and See the World

I remember the first time I traveled for work. I was excited, energized, and ready to see the world. And so I went to Saskatoon, Saskatchewan, Canada.
Read more
Stella walking in Manhattan
March 15, 2026

Sharpening the Saw: Diving Into AI

With AI front and center of most people's minds, I have been diving deep into generative AI, prompt engineering, and agentic frameworks.
Read more
Skiing in Colorado
March 8, 2026

Taking a Deliberate Pause

Right after I left my last role, my first instinct was not to look ahead towards that next role. It was to clear my head.
Read more

Business Travel: Get Out and See the World

I see so many friends and colleagues post about business travel. I remember the first time I traveled for work. I was excited, energized, and ready to see the world. And so I went to Saskatoon, Saskatchewan, Canada. A nice place (especially in the summertime).
Eiffel Tower, Paris London Elephant in South Africa
Since then, I have been fortunate to continue to travel far more than I ever imagined: London, Brussels, Paris, Johannesburg, Lagos, Nairobi, Tokyo, Hartford, New York, Minneapolis, Calgary, Düsseldorf, Manila, Bangalore, and on and on. I even lived in a few of them. My advice: if you can get out and see the world, do it. I learned so much about diversity, culture, and people. Europeans taught me that work-life balance is a discipline. And all of it positively shaped the employee, manager, executive, husband, and father I am today. My question for you: When you travel for business, what are your tricks for making it go smoothly? Mine: always know where your critical documents are, keep a paper copy of your passport, and never rely solely on electronics for key logistics. Phones die. Laptops get lost. Paper does not. And funny travel stories? I have got one. I was once chased by an elephant. Not metaphorically. An actual elephant.

Sharpening the Saw: Diving Into AI

While I am actively looking for my next role, I am also "sharpening the saw," as Stephen Covey would say. With AI front and center of most people's minds these days, I have been diving deep into ChatGPT, Grok, Gemini, and Claude while also learning about prompt engineering, agentic AI and API integrations. But the most fascinating (and occasionally frustrating) project? Building a personal agent called Openclaw on a machine running Ubuntu Linux. It took two weeks of playing, tinkering, and rebuilding the environment four times, but the result was challenging, educational, and fun. I have not really been that geeky since my days at Scientific-Atlanta building IBM PCs and my early days at Coca-Cola connecting Wellfleet routers to speedy 56k circuits with Synoptics Token-Ring hubs. It is amazing to see what agentic AI can do today and where it is headed. There is no better way to understand this shift than to get under the hood yourself. I am also playing with some of the new AI video generation technology. I used RunwayML to create a clip of my dog Stella walking in Manhattan.
Stella walking in Manhattan
My advice: Play. Tinker. Build. Rebuild. Have fun. And most importantly, learn. My questions to you: What are you doing to "sharpen your saw"? I would love to hear how others are looking to improve their current skills or learn a new skill.

Taking a Deliberate Pause

Right after I left my last role, my first instinct was not to look ahead towards that next role. It was to clear my head. I have had the privilege of leading teams and technology at places like Coca-Cola, Morgan Stanley, Corning, and SunTrust (now Truist) among others. I loved the work. I love technology. But years of early-morning calls with Europe and Asia, weekend migrations, and escalations take a toll. I decided to take some time to completely step away from the professional pace. No job boards, no LinkedIn (for the most part). Just skiing and snowmobiling in Colorado with old friends from Georgia Tech (Go Jackets!) and a friend from my days living in South Africa who now lives in Colorado.
Colorado mountains Garden of the Gods, Colorado Skiing in Colorado
My advice: Take the time, even a short one. Recharge. Then reconnect. It can help you to move forward with a clear and refreshed state of mind. My question to you: Have you ever taken a break to recharge? What did you do? What did you learn?

Company Culture: What They Say vs. What You Experience

Almost every company I have worked for talks about culture.
Corporate buzzword wall
After 25+ years working across Fortune 500s in consumer goods, financial services and manufacturing, along with smaller companies, I have come to believe that culture is not what is on the careers page. It may not be evident in the values printed on the wall. It may not be what the hiring manager tells you in the interview. Culture is what is rewarded, and not always what is written. I have seen organizations where the stated culture was "long term thinking" and "people first," but the daily reality was quarter to quarter pressure. Where "collaboration" was on the wall but constant escalation was the norm. Exhausting! I have also worked in places where the culture was genuinely strong. Where people treated each other with respect, even when they disagreed. Where your manager remembered that you had a life outside of work. Where doing the right thing was more important than looking good in front of leadership. How can you tell the difference before you sign? A few signals I have learned to watch for: Do people stay, or do they leave as soon as they can? Retention patterns say more than any value statement. How are disagreements handled? In healthy cultures, people can push back respectfully without fear. In unhealthy ones, dissent gets you sidelined. What happens when someone makes a mistake? In strong cultures, the response is "what did we learn?" In weak ones, it is "whose fault is it?" How do leaders talk about their people when those people are not in the room? That tells you everything. You do not stay in touch with a culture. You stay in touch with the people who made it a great culture. My question to you: What is one signal, large or small, that helped you understand a company's real culture?
Beyond the work

An adventurous technologist at heart.

Randy is a Georgia Tech graduate with roots in Atlanta and a career that has taken him around the world, including assignments in London and South Africa. When he is not solving business problems with technology, you will find him on a trail in the Colorado Rockies, on a bike ride through the North Georgia hills, or on a golf course somewhere in between.

The same curiosity that drives him to explore new places is the same curiosity he brings to every engagement. Finding the right path, not the obvious one, is a mindset that shapes everything Timberline does.

Randy Blackmon hiking in the Colorado Rockies

Let’s talk.

Randy Blackmon · Managing Partner
randy.blackmon@timberlinetech.io
(678) 314-8000