2020 at Caveat
• How I Learned From The Beginning: Origin Stories

2019 at Caveat
• How I Learned 10-Year Anniversary Show: How I Learned It's Not Like On TV
• How I Learned To Live In New York

2018 at Union Hall
• How I Learned To Fight Back! (A Benefit for EMILY's List)
• How I Learned Returns For a One-Night Stand

[2017 Hiatus]

2016 at Union Hall
• How I Learned's 7-Year Anniversary Show: How I Learned To Get Lucky Plus a Bowie Tribute
How I Learned...
• To Eat Cake: Stories About Birthdays (Sponsored by Carvel)

• There's No Business Like Show Business
• The Struggle Is Real!
• It's A Living: Stories Of The Unemployed, The Underemployed + The Working Stiffs

2015 at Union Hall
• How I Learned's 6-Year Anniversary Show Plus A Tribute to Taylor Negron
How I Learned...

• Things Aren't Always What They Seem

• It Was Funny In Retrospect

• To Fight Loneliness

• To Make The Grade: Stories About School

• I'll Never Do That Again... Most Likely

• You Don't Have To Go Home But You Can't Stay Here

• You Can't Always Get What You Want
• We Are Those People Now: Stories About Parenting (Or Not)
• Everything Is a Lie!
• Gravity Always Wins

2014 
How I Learned...
• The Hard Way: The 5-Year Anniversary Show at Bowery Electric

• The Awful Truth! Stories of Backstabbing and Betrayal! at Le Poisson Rouge

• Breaking Up is Hard to Do at Le Poisson Rouge

• It's Not Like In The Movies at Bowery Electric
at Union Hall:

• There Might Be Some Issues: Stories About Therapy

• To Live in New York 

• To Make a Mixtape

• On My Summer Vacation

• It Was a Good Idea at the Time

• It's Not Me It's You (Or Maybe It's Me)

2013 at Happy Ending Lounge
• How I Learned's 4-Year Anniversary Show!
How I Learned...
• To Let Go
• I Might Be Obsessed
• To Lie, Cheat Or Steal
• Little Things Are Big
• You Can't Always Get What You Want
• To Break All The Rules
• Special Show: The Last Hurrah at Happy Ending
• How I Learned The Language Of Love: at Union Hall

2012 at Happy Ending Lounge

How I Learned...

• I'll Never Do That Again (Most Likely) 

• To Chill The F@#k Out About A Lot of Things

• To Make the Grade: Stories About Education 

• It's A Living: Stories From The Unemployed, The Underemployed + The Working Stiffs

• To Be a Grown-Up...Allegedly

• To Stick To My Guns

• It's Complicated 
• To Live on the Road: Tales of Travels, Travails, Wanderlust + Out-of-Town Hijinks 

• To Tell It Like It Is

• That Was Then This Is Now

• To Keep A Secret

2011 at Happy Ending Lounge
How I Learned...
• I Was Basically In Love With You: 2-Year Anniversary Show!
• There Might Be Some Issues: Stories About Therapy 
• To Fight Back!
• It's Not Me, It's You (Or Maybe It's Me) 
• About Sex
• Who's Coming to Dinner: Stories About Race + Identity
• You Can't Do That On Television: Stories About TV!
• To Fight Loneliness 
• To Survive
• To Say I'm Sorry
• You Can't Go Home Again: Special Brooklyn Edition at Union Hall
• The Rules of Attraction: Stories about Online Dating

2010 at Happy Ending Lounge

How I Learned...

• I Might Be Obsessed 

• To Lie, Cheat Or Steal 

• What Life Is Like

• About Sex - at Le Chat Noir in New Orleans

• Once Was Enough

• It's Basically All My Parents' Fault

• Music Could Change My Life

• I Was Right All Along

• To Live On The Road: Tales Of Travels, Travails, Wanderlust + Out-Of-Town Hijinks

• To Inhale: Stories About Drugs

• To Believe

2009 at Happy Ending Lounge

How I Learned...

• To Steal From The Liquor Cabinet: Stories About Drinking: How I Learned Inaugural Show!

• Everyone Is Against Me

• My Adolescence Was Over

• To Be Super Successful!

• About Sex 

• The Hard Way 

• To Laugh At Myself: Embarrassing Stories Of Humiliation + Hilarity

• To Live In New York

• What Everyone Else Already Knew

• We Were Breaking Up