Ryan O'Hara
@ryanohara04.bsky.social
Guiding MSP leaders to think bigger, simplify operations, and reclaim their time through strategy and community.
Tools do not replace leaders. They amplify them.
Where do you think tools can free up the most time for you as a leader?
Where do you think tools can free up the most time for you as a leader?
December 3, 2025 at 9:09 PM
Tools do not replace leaders. They amplify them.
Where do you think tools can free up the most time for you as a leader?
Where do you think tools can free up the most time for you as a leader?
Take a moment to see how far you have actually come.
In the rush of leading an MSP, progress gets overlooked. Before the holiday, pause long enough to recognize what you have built and the people you have helped.
You have done more than you think.
What are you proud of this year?
In the rush of leading an MSP, progress gets overlooked. Before the holiday, pause long enough to recognize what you have built and the people you have helped.
You have done more than you think.
What are you proud of this year?
November 26, 2025 at 7:31 PM
Take a moment to see how far you have actually come.
In the rush of leading an MSP, progress gets overlooked. Before the holiday, pause long enough to recognize what you have built and the people you have helped.
You have done more than you think.
What are you proud of this year?
In the rush of leading an MSP, progress gets overlooked. Before the holiday, pause long enough to recognize what you have built and the people you have helped.
You have done more than you think.
What are you proud of this year?
There is nothing wrong with wearing a lot of hats.
Just do not wear them all in your business.
Clarity in roles creates clarity in the business.
Define the seats, hand off the right hats, and build the structure your growth depends on.
What hat do you need to hand off next?
Just do not wear them all in your business.
Clarity in roles creates clarity in the business.
Define the seats, hand off the right hats, and build the structure your growth depends on.
What hat do you need to hand off next?
November 19, 2025 at 7:30 PM
There is nothing wrong with wearing a lot of hats.
Just do not wear them all in your business.
Clarity in roles creates clarity in the business.
Define the seats, hand off the right hats, and build the structure your growth depends on.
What hat do you need to hand off next?
Just do not wear them all in your business.
Clarity in roles creates clarity in the business.
Define the seats, hand off the right hats, and build the structure your growth depends on.
What hat do you need to hand off next?
Your business grows when leadership grows.
If you want a company that is stronger than any one person, start developing leaders now.
Who on your team is ready for that next step?
If you want a company that is stronger than any one person, start developing leaders now.
Who on your team is ready for that next step?
November 17, 2025 at 7:51 PM
Your business grows when leadership grows.
If you want a company that is stronger than any one person, start developing leaders now.
Who on your team is ready for that next step?
If you want a company that is stronger than any one person, start developing leaders now.
Who on your team is ready for that next step?
Something will always compete for your attention.
Progress starts when you move anyway.
The people who act, even when life is messy, are the ones who create stability instead of waiting for it.
Start now. Your future self will thank you.
Progress starts when you move anyway.
The people who act, even when life is messy, are the ones who create stability instead of waiting for it.
Start now. Your future self will thank you.
November 12, 2025 at 2:04 PM
Something will always compete for your attention.
Progress starts when you move anyway.
The people who act, even when life is messy, are the ones who create stability instead of waiting for it.
Start now. Your future self will thank you.
Progress starts when you move anyway.
The people who act, even when life is messy, are the ones who create stability instead of waiting for it.
Start now. Your future self will thank you.
Most MSP owners wait too long to plan their exit.
A plan is not about timing. It is about clarity.
Whether it is two years away or twenty, knowing your endgame guides every decision.
Legacy is not luck. It is leadership.
A plan is not about timing. It is about clarity.
Whether it is two years away or twenty, knowing your endgame guides every decision.
Legacy is not luck. It is leadership.
November 10, 2025 at 2:40 PM
Most MSP owners wait too long to plan their exit.
A plan is not about timing. It is about clarity.
Whether it is two years away or twenty, knowing your endgame guides every decision.
Legacy is not luck. It is leadership.
A plan is not about timing. It is about clarity.
Whether it is two years away or twenty, knowing your endgame guides every decision.
Legacy is not luck. It is leadership.
A vision is easy.
Turning it into measurable progress is harder.
Every vision needs a scorecard.
Goals turn direction into traction.
Metrics keep you honest.
What goal are you focused on to finish 2025 strong?
Turning it into measurable progress is harder.
Every vision needs a scorecard.
Goals turn direction into traction.
Metrics keep you honest.
What goal are you focused on to finish 2025 strong?
November 5, 2025 at 2:08 PM
A vision is easy.
Turning it into measurable progress is harder.
Every vision needs a scorecard.
Goals turn direction into traction.
Metrics keep you honest.
What goal are you focused on to finish 2025 strong?
Turning it into measurable progress is harder.
Every vision needs a scorecard.
Goals turn direction into traction.
Metrics keep you honest.
What goal are you focused on to finish 2025 strong?
A peer group member added $50K in new MRR this year.
He thought it was luck.
It was actually the result of tightening operations, improving service, and being challenged by peers.
Growth isn’t luck. It’s clarity, consistency, and accountability.
He thought it was luck.
It was actually the result of tightening operations, improving service, and being challenged by peers.
Growth isn’t luck. It’s clarity, consistency, and accountability.
November 3, 2025 at 3:17 PM
A peer group member added $50K in new MRR this year.
He thought it was luck.
It was actually the result of tightening operations, improving service, and being challenged by peers.
Growth isn’t luck. It’s clarity, consistency, and accountability.
He thought it was luck.
It was actually the result of tightening operations, improving service, and being challenged by peers.
Growth isn’t luck. It’s clarity, consistency, and accountability.
Every MSP needs a compass.
Mission, Vision, and Values keep you focused when growth gets loud.
They turn momentum into purpose.
What core value drives you most right now?
Mission, Vision, and Values keep you focused when growth gets loud.
They turn momentum into purpose.
What core value drives you most right now?
October 30, 2025 at 12:18 PM
Every MSP needs a compass.
Mission, Vision, and Values keep you focused when growth gets loud.
They turn momentum into purpose.
What core value drives you most right now?
Mission, Vision, and Values keep you focused when growth gets loud.
They turn momentum into purpose.
What core value drives you most right now?
You don’t always know what you’re missing until you’re in the right room.
90 days at MSP-Ignite and the clarity, pace, and peer accountability are on another level.
Same mission—better traction.
Curious? I’m happy to share what I’ve seen.
90 days at MSP-Ignite and the clarity, pace, and peer accountability are on another level.
Same mission—better traction.
Curious? I’m happy to share what I’ve seen.
October 1, 2025 at 1:54 PM
You don’t always know what you’re missing until you’re in the right room.
90 days at MSP-Ignite and the clarity, pace, and peer accountability are on another level.
Same mission—better traction.
Curious? I’m happy to share what I’ve seen.
90 days at MSP-Ignite and the clarity, pace, and peer accountability are on another level.
Same mission—better traction.
Curious? I’m happy to share what I’ve seen.
Lately I’ve been having a lot of "lightbulb moments" with MSP owners.
Not about doing more, about building better. Stronger teams. Smoother operations. A business that runs without them.
If that’s what you’re aiming for, DM me. Always happy to talk MSP.
#MSPCommunity #MSPGrowth #MSPLeadership
Not about doing more, about building better. Stronger teams. Smoother operations. A business that runs without them.
If that’s what you’re aiming for, DM me. Always happy to talk MSP.
#MSPCommunity #MSPGrowth #MSPLeadership
August 13, 2025 at 3:04 PM
Lately I’ve been having a lot of "lightbulb moments" with MSP owners.
Not about doing more, about building better. Stronger teams. Smoother operations. A business that runs without them.
If that’s what you’re aiming for, DM me. Always happy to talk MSP.
#MSPCommunity #MSPGrowth #MSPLeadership
Not about doing more, about building better. Stronger teams. Smoother operations. A business that runs without them.
If that’s what you’re aiming for, DM me. Always happy to talk MSP.
#MSPCommunity #MSPGrowth #MSPLeadership
Some of the most important progress happens quietly, behind the scenes.
What’s one thing you’re working on right now, personally or in your business, that you haven’t talked much about yet? Share a hint and inspire others!
#MSP #Progress #Leadership #Momentum
What’s one thing you’re working on right now, personally or in your business, that you haven’t talked much about yet? Share a hint and inspire others!
#MSP #Progress #Leadership #Momentum
July 23, 2025 at 12:40 PM
Some of the most important progress happens quietly, behind the scenes.
What’s one thing you’re working on right now, personally or in your business, that you haven’t talked much about yet? Share a hint and inspire others!
#MSP #Progress #Leadership #Momentum
What’s one thing you’re working on right now, personally or in your business, that you haven’t talked much about yet? Share a hint and inspire others!
#MSP #Progress #Leadership #Momentum
What’s one piece of advice or perspective from a peer that changed the way you do business? Maybe it was a tip from a group, a mentor, or another MSP.
Share your story and let’s celebrate the breakthroughs that come from learning together!
#MSP #PeerLearning #Community #Growth
Share your story and let’s celebrate the breakthroughs that come from learning together!
#MSP #PeerLearning #Community #Growth
July 22, 2025 at 1:06 PM
What’s one piece of advice or perspective from a peer that changed the way you do business? Maybe it was a tip from a group, a mentor, or another MSP.
Share your story and let’s celebrate the breakthroughs that come from learning together!
#MSP #PeerLearning #Community #Growth
Share your story and let’s celebrate the breakthroughs that come from learning together!
#MSP #PeerLearning #Community #Growth
Let’s get personal: How do you recharge on the weekend? Your off-hours habits matter as much as your business routines.
Snap a pic or share your favorite way to unwind—let’s inspire each other to find a better balance.
#MSP #WorkLifeBalance #Recharge #Community
Snap a pic or share your favorite way to unwind—let’s inspire each other to find a better balance.
#MSP #WorkLifeBalance #Recharge #Community
July 20, 2025 at 3:50 PM
Let’s get personal: How do you recharge on the weekend? Your off-hours habits matter as much as your business routines.
Snap a pic or share your favorite way to unwind—let’s inspire each other to find a better balance.
#MSP #WorkLifeBalance #Recharge #Community
Snap a pic or share your favorite way to unwind—let’s inspire each other to find a better balance.
#MSP #WorkLifeBalance #Recharge #Community
If you could ask any question about how another MSP operates—big or small—what would it be? Maybe a time-saving hack, favorite tool, or team motivator.
Drop your question below and let’s learn from each other!
#MSP #Curiosity #Community #Learning
Drop your question below and let’s learn from each other!
#MSP #Curiosity #Community #Learning
July 19, 2025 at 3:33 PM
If you could ask any question about how another MSP operates—big or small—what would it be? Maybe a time-saving hack, favorite tool, or team motivator.
Drop your question below and let’s learn from each other!
#MSP #Curiosity #Community #Learning
Drop your question below and let’s learn from each other!
#MSP #Curiosity #Community #Learning
Letting go is tough, but it’s often the key to real growth.
What’s one thing you’ve outsourced—bookkeeping, ticket triage, content writing, or something else—that freed up your time and made your business or life better?
#MSP #Outsourcing #Growth #Leadership
What’s one thing you’ve outsourced—bookkeeping, ticket triage, content writing, or something else—that freed up your time and made your business or life better?
#MSP #Outsourcing #Growth #Leadership
July 18, 2025 at 12:30 PM
Letting go is tough, but it’s often the key to real growth.
What’s one thing you’ve outsourced—bookkeeping, ticket triage, content writing, or something else—that freed up your time and made your business or life better?
#MSP #Outsourcing #Growth #Leadership
What’s one thing you’ve outsourced—bookkeeping, ticket triage, content writing, or something else—that freed up your time and made your business or life better?
#MSP #Outsourcing #Growth #Leadership
Challenge yourself and your team: set aside one hour today with no screens, no devices, and no troubleshooting. Use the time to brainstorm, plan, or just connect as people.
What did you notice or learn from your “no-tech” hour?
#MSP #NoTech #Teamwork #Innovation
What did you notice or learn from your “no-tech” hour?
#MSP #NoTech #Teamwork #Innovation
July 17, 2025 at 6:27 PM
Challenge yourself and your team: set aside one hour today with no screens, no devices, and no troubleshooting. Use the time to brainstorm, plan, or just connect as people.
What did you notice or learn from your “no-tech” hour?
#MSP #NoTech #Teamwork #Innovation
What did you notice or learn from your “no-tech” hour?
#MSP #NoTech #Teamwork #Innovation
Your MSP “superpower” isn’t just tech. Maybe you’re a connector, motivator, or creative problem solver.
What non-technical strength gives your business an edge? Share your superpower and how it helps your team or clients win!
#MSP #Leadership #Strengths #Superpower
What non-technical strength gives your business an edge? Share your superpower and how it helps your team or clients win!
#MSP #Leadership #Strengths #Superpower
July 17, 2025 at 1:06 PM
Your MSP “superpower” isn’t just tech. Maybe you’re a connector, motivator, or creative problem solver.
What non-technical strength gives your business an edge? Share your superpower and how it helps your team or clients win!
#MSP #Leadership #Strengths #Superpower
What non-technical strength gives your business an edge? Share your superpower and how it helps your team or clients win!
#MSP #Leadership #Strengths #Superpower
If you could clone yourself for a week, what would you have your clone focus on—client work, big projects, or taking a real vacation?
Share your answer and tag someone who could use a clone!
#MSP #Fun #WorkLife #Community
Share your answer and tag someone who could use a clone!
#MSP #Fun #WorkLife #Community
July 17, 2025 at 1:08 AM
If you could clone yourself for a week, what would you have your clone focus on—client work, big projects, or taking a real vacation?
Share your answer and tag someone who could use a clone!
#MSP #Fun #WorkLife #Community
Share your answer and tag someone who could use a clone!
#MSP #Fun #WorkLife #Community
What’s your MSP “anti-hack”—the thing you intentionally DON’T do because it keeps you more focused or sane? Maybe you skip meetings, ignore tool fads, or refuse to multitask.
Share your anti-hack and why it works for you!
#MSP #Productivity #Focus #Leadership
Share your anti-hack and why it works for you!
#MSP #Productivity #Focus #Leadership
July 16, 2025 at 2:18 PM
What’s your MSP “anti-hack”—the thing you intentionally DON’T do because it keeps you more focused or sane? Maybe you skip meetings, ignore tool fads, or refuse to multitask.
Share your anti-hack and why it works for you!
#MSP #Productivity #Focus #Leadership
Share your anti-hack and why it works for you!
#MSP #Productivity #Focus #Leadership
Let’s stir the pot a little. What’s your most unpopular (but honest) opinion about the MSP industry?
Maybe you think less is more, or that some “best practices” are overrated.
Drop your hot take below—let’s see who agrees or disagrees!
#MSP #UnpopularOpinion #RealTalk #Community
Maybe you think less is more, or that some “best practices” are overrated.
Drop your hot take below—let’s see who agrees or disagrees!
#MSP #UnpopularOpinion #RealTalk #Community
July 16, 2025 at 12:42 AM
Let’s stir the pot a little. What’s your most unpopular (but honest) opinion about the MSP industry?
Maybe you think less is more, or that some “best practices” are overrated.
Drop your hot take below—let’s see who agrees or disagrees!
#MSP #UnpopularOpinion #RealTalk #Community
Maybe you think less is more, or that some “best practices” are overrated.
Drop your hot take below—let’s see who agrees or disagrees!
#MSP #UnpopularOpinion #RealTalk #Community
Break your routine—try a one-day experiment.
Pick one thing you’ve been meaning to test (a new tool, a workflow tweak, a different meeting format) and give it a real shot today.
What’s your one-day experiment? Share your results!
#MSP #Experiment #Innovation #Action
Pick one thing you’ve been meaning to test (a new tool, a workflow tweak, a different meeting format) and give it a real shot today.
What’s your one-day experiment? Share your results!
#MSP #Experiment #Innovation #Action
July 15, 2025 at 4:13 PM
Break your routine—try a one-day experiment.
Pick one thing you’ve been meaning to test (a new tool, a workflow tweak, a different meeting format) and give it a real shot today.
What’s your one-day experiment? Share your results!
#MSP #Experiment #Innovation #Action
Pick one thing you’ve been meaning to test (a new tool, a workflow tweak, a different meeting format) and give it a real shot today.
What’s your one-day experiment? Share your results!
#MSP #Experiment #Innovation #Action
If you could rebuild your MSP from scratch today, knowing what you know now, what would you do differently? What would you double down on? Sometimes growth starts with reimagining the basics.
What part of your business would you redesign?
#MSP #FreshStart #Growth
What part of your business would you redesign?
#MSP #FreshStart #Growth
July 15, 2025 at 12:30 PM
If you could rebuild your MSP from scratch today, knowing what you know now, what would you do differently? What would you double down on? Sometimes growth starts with reimagining the basics.
What part of your business would you redesign?
#MSP #FreshStart #Growth
What part of your business would you redesign?
#MSP #FreshStart #Growth
Some of the best systems are born when you stop following the “industry rules” and start doing what actually works for you and your team.
What’s one unconventional process, habit, or approach you use that others might find surprising—but that just works?
#MSP #Innovation #BreakTheMold #Growth
What’s one unconventional process, habit, or approach you use that others might find surprising—but that just works?
#MSP #Innovation #BreakTheMold #Growth
July 15, 2025 at 12:22 AM
Some of the best systems are born when you stop following the “industry rules” and start doing what actually works for you and your team.
What’s one unconventional process, habit, or approach you use that others might find surprising—but that just works?
#MSP #Innovation #BreakTheMold #Growth
What’s one unconventional process, habit, or approach you use that others might find surprising—but that just works?
#MSP #Innovation #BreakTheMold #Growth
Every thriving MSP has one thing in common: a clear map for how work gets done. Mapping out your processes makes it easier to delegate, and get repeatable results.
What’s one process you’ve mapped that saved you time or reduced confusion?
#MSP #ProcessMapping #Efficiency #Growth
What’s one process you’ve mapped that saved you time or reduced confusion?
#MSP #ProcessMapping #Efficiency #Growth
July 14, 2025 at 12:46 PM
Every thriving MSP has one thing in common: a clear map for how work gets done. Mapping out your processes makes it easier to delegate, and get repeatable results.
What’s one process you’ve mapped that saved you time or reduced confusion?
#MSP #ProcessMapping #Efficiency #Growth
What’s one process you’ve mapped that saved you time or reduced confusion?
#MSP #ProcessMapping #Efficiency #Growth