Speaking & Consulting

Practical strategy for businesses being built in real time.

We help owners and leadership teams start, scale and put AI to work, guided by an operator who has sold into the enterprise and built companies of his own.

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Cover of Flying and Building an Airplane at the Same Time

From the founder: Flying and Building an Airplane at the Same Time

Decades in enterprise techComplex sales to large organizations
Founder, multiple venturesE-commerce brands and SaaS
Published authorBusiness and the Dialogues Through Time series
Speaker on practical AIAudiences across the US

What we do

Two ways to work with us

Speaking

Keynotes, workshops and leadership sessions that leave teams with something they can use on Monday.

  • Practical AI for business: what works today, what's hype, and where to start
  • Flying and building the plane: starting and scaling while the business runs
  • Selling to the enterprise: how large organizations really buy

Keynote · Half-day workshop · Executive session · Virtual or in person

Check availability →

Consulting

Hands-on advice for owners and leadership teams who need an experienced operator in the room.

Strategy sessionA focused working session on one big decision
Growth advisoryOngoing strategy and accountability on a monthly retainer
AI pilot programPick one task, prove AI on it in 30 days, then decide with real numbers
How our AI consulting works →

How we work

01

Intro call

A short conversation to understand where you are and whether we're the right fit. No charge.

02

Diagnose & plan

We dig into the numbers, the people and the bottleneck, then agree on a clear plan and scope.

03

Execute together

We stay alongside you as you put it to work, and bring in trusted specialists when the job calls for it.

Cover of Flying and Building an Airplane at the Same Time

Our thinking

Flying and Building an Airplane at the Same Time

A practical guide to starting, scaling and running a business in real time, and the foundation for how we advise clients. Ramsey is also the author of the Dialogues Through Time series.

Paperback · $16.99 Kindle · $7.99

Insights

Latest from the blog

November 12, 2026

Clean Up the Process Before You Add AI

Before you automate a task with AI, map it, cut needless steps, agree on what good looks like, and organize your inputs. Then run one small pilot with human review.

November 11, 2026

Know Your Cash Runway Before You Need It

A short monthly habit: three numbers, honest income, payment timing, and trigger points decided in advance, so cash problems show up early enough to act on.

All posts →

About the firm

Operators first, advisors second.

Dellinger Advisory Group was founded by Ramsey Dellinger after decades of selling to some of the largest organizations in the country and building businesses of his own, from e-commerce brands to a SaaS platform.

We work with a small number of clients at a time. When an engagement needs finance, legal, development or marketing depth, we bring in trusted specialists from our network, so you get the right expertise without hiring a big firm.

Meet the founder →

Let's talk about what you're building.

Tell us a little about your business or event and we'll set up a time. Based in Hickory, NC · Working with clients nationwide.

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