Estudei cinema em 2010, na época um dos livros indicados no curso era o Power Filmmaking Kit, o livro é um overview de toda produção cinematográfica, eu recomendo. Um mais recente que segue a mesma linha, e mais bem avaliado na amazon é o The Filmmaker's Handbook, porém esse eu não li.
Sobre roteiro, um dos mais indicados é o Story do Robert Mackee, o cara tem cacife em Hollywood, tem uma cena no Adaptation, onde o personagem do Nicolas Cage está com writer's block e vai numa palestra do Robert Mackee pra tentar resolver o problema, é um dos meus filmes favoritos, recomendo tanto quanto o livro. Tem também os livros do Sid Field, que também são bem influentes quanto a roteiros.
Sobre edição, In the Blink of an Eye: A Perspective on Film Editing, do Walter Murch.
Sobre atuação e direção, da uma lida sobre o Stanislavski, que desenvolveu o Método(já ouviu falar em atores metódicos? foi daqui que saiu), Stella Adler que estudou com o Stanislavski e escreu sobre atuação/direção também.
Here are a few real-life success stories. There are more.
>The Power Filmmaking Kit is a comprehensive, multimedia book and DVD package that empowers you to produce your own Hollywood-quality movie. Emmy-award winning director Jason J. Tomaric produced an independent film [<em>Time and Again</em>] using only local resources for under $2,000 that not only got picked up for distribution, but is also used as a case study in top film schools
> Robert Rodriguez stirred up attention with his student film <em>El Mariachi</em>, which he made for a whopping $7,000. It landed him a two-year deal with Columbia Pictures, and a write-up on Variety’s front page on April 23, 1992. The next year, the film won the audience prize at Sundance, and blazed a trail for independent, low-budget filmmaking, which has since become a staple of the industry.
> Using the hints, tricks and tips outlined in this book we made a MARKETABLE movie [<em>Kisses and Caroms</em>] in five days for $11,000 with hot women, explosions, guns, a car chase, profanity, nudity, cats, dogs, indie music, great artwork, and a real trailer. We amassed thousands of online fans landing the attention of National Lampoon and Warner Bros. who distributed the movie where it went on to gross over a million dollars and climbed as high as number 58 on IMDb's movie meter.
These examples are the exception, not the rule, but it is definitely possible to make money from an "ultra low budget (under $100k) feature".
> Is there a checklist out there where it's essentially a paint by numbers, something that tells you what you need to make sure you do to pull it off?
The best "checklist" books I have found (from people who have actually done it) are [Referral Links]:
The Power Filmmaking Kit: Make Your Professional Movie on a Next-to-Nothing Budget - by Emmy winning director Jason Tomaric, who made Time and Again for $2000.
11 Simple Steps to turn a Screenplay into a Marketable Movie: or, How I got a $10k movie to gross $1 Million through Warner Bros - $0.99 for Kindle - by Vince Rocca, I have read this book - and it is worth a lot more than I paid for it.
Hope this is helpful and good luck with your realizing your dream!